Chapter 11
Posted: Tue Jul 09, 2024 6:51 pm
That morning I woke up to the sound of my Cousin groaning above me. She had a hangover, and although I had no experience with it personally, I knew that my Aunt had them after drinking too.
“Good morning, Ma’am,” I said from the bottom of the bed. I usually waited for my Aunt or her to unbind me to start my morning rituals around the house.
“Don’t be so chipper, Fart face,” she called me. I was used to the names my Cousin liked to call me. Blair was quite creative, but fart face was one of her favorite names to refer to me.
“Sorry, Ma’am,” I said.
“What did mom say when she got home?” Blair asked me in a whimpered haze.
“I don’t know Ma’am, I tied myself to the bedpost and went to sleep after I ate your pussy,” I smiled.
“You did what?” she asked incredulously, and then when I began to repeat what I had done, she told me she heard me the first time. She dropped down from the top bunk. I could see her naked feet from under the bed. She squatted down and crooked her, eyebrow, “How dare you take advantage of me when I was drunk! You are going down for that!” she was livid. She raked her fingernails across my chest, angrily.
“You told me to come lick your pussy, Ma’am!” I said apologetically as I struggled to defend myself from her cat-like claws while still having one wrist bound to the bedpost.
“Okay, I vaguely remember doing that,” Blair admitted and withdrew her sharp fingernails from my body. She didn’t apologize for getting angry with me. “I hope that was ALL you did?” she asked.
“Yes, Ma’am,” I said as she reached under the bed to untie me.
“Well, that was the first and last time you’ll get to lick my pussy, so I hope you enjoyed it,” she said with a cruel tone.
“Yes, Ma’am, I licked front to back as you showed me,” I said.
“Gross, you licked my booty hole too?” Blair started getting dressed. “You can come out of your hole, rabbit,” she told me. Usually, she told me to wait until she was dressed before I could come out.
I crawled out from under the bed and stretched. My Cousin was still mostly naked and shrugged.
“Listen, I remember doing a lot of things last night, and some of them were out of line. I am sorry about that, Jenny,” she said.
“You called me Eddie, last night Ma’am,” I pouted.
“I know, but you are Jenny until my mom says otherwise. I am trying to apologize, and you aren’t making it any easier,” she said as she stood naked before me. I tried not to get aroused, but I wasn’t having a lot of luck. She smiled when she noticed my red face as I looked at my toes.
“Look, what happens when I babysit will be between us. I’ll make it up to you tonight. We are going to have a little party. You can dress like Jenny, and as long as you are behaved and keep our secret I will let you play spin the bottle and any other dirty little games,” Blair pulled my chin up so that I could look her in her pretty blue eyes. She had the cutest upturned nose and smirk on her face. She also had perfect puffy nipples set against her smallish boobs.
“We are going to be roomies. Mom let you look at Liz’s butt at the beach, didn’t she? You had your curiosity satisfied. Okay, well take a good look,” Blair stood there and let me admire her naked body. Her tits were shaped like water balloons that jutted straight out and what fascinated me was that her nipples were so puffy.
I would much later in life realize that my Aunt had a boob job, and that is why her tits looked like basketballs sewn into her chest. However, my Cousin Blair’s smallish tits were all natural and perky.
What I could see of her pussy was a thick bush of long curly hair that was trimmed on the sides but wild and unkempt in the center. There was a small line that looked like lips on a face only sideways at the bottom of her pussy. Crystal’s pussy was higher on her crotch and was much broader like a Hibiscus blossom that hadn’t fully opened. It was odd to me how different women’s vaginas were from each other.
Blair had a bubble butt, and she let me look, but she didn’t pull her cheeks apart for me.
“Okay, satisfied?” she asked after letting me ogle her.
I wasn’t. I could stare all day, but I said I was.
“Good, thank you for helping clean up. That was unexpected. You could have got me in trouble, so I owe you one,” Blair promised me. “I am going to have to beat you and discipline you. I will still be hard on you, but I am sorry that I got a little carried away. You did make a good puppy, though,” she said.
“I kind of enjoyed it, Ma’am,” I told her and she said I was weird.
I told her how about how we played pony when I was outside and how I was considering using the hairbrush as a tail. I explained that I felt terrible that I couldn’t go naked but that I was afraid they would not understand when they saw the duct tape and realized I wasn’t a real girl.
“You could just say you have your period, but that won’t last long,” she shrugged.
I didn’t know what a period even was.
“I have the perfect thing,” Blair smiled smartly and showed me her cheerleader stuff. She said that she used to be interested in all that “Rah-rah sis’s boom bah, stuff” but that she had other interests now. Blair handed me one of her pom-poms. There were colorful blue and white streamers attached to a handle. She had two sets of them.
“What should I do with this Ma’am?” I asked.
“Stick it up to your butt,” she said.
Ordinarily, I would assume she meant that figuratively and not literally like I should basically fuck off. She meant it literally.
She spit on the handle and rubbed her hand around it like she was milking it twisting and turning until she coated it. She told me that I could cum all over it, use lotion or anything as long as I didn’t wear it dry. “Although you may like it, I don’t know,” she told me to get in the thermometer position.
I did as instructed with a curtsy, and just like a colossal thermometer, she slid the rounded tip of the handle into my asshole right to the base. The end result was a gorgeous, shiny, ponytail that I could shake.
Blair noticed the marker on my face and how my nipples were red from where she drew on me. “I have a few other things you can use,” she said.
She gave me some cheap clip-on silver hoop earrings that were very popular at the time. She clipped them to my nipples, and they stung but in a good way. Blair gave me some leather belts and the leather collar I had worn the night before. She showed me how I could put black leather the belt in my mouth and then bite down in the center like a bit. Then she grabbed both ends on either side and turned my head back and forth like they were reins.
“You’ll have to give me some time to come up with a saddle or some shoes, but this should get you started,” she giggled as I shook my tush for her.
I thanked my Cousin profusely and forgave her for treating me roughly the day before.
“You are a tough little bastard; I’ll give you that. I thought you would cry when I stepped on your balls. I thought you might bite me when I put my ass on your face. You know I farted silently, didn’t you?” she said.
I hadn’t, but now I did. If that was what girl farts smelled like I was okay with it.
“The only part I really didn’t like was when you made me eat off the floor and calling me Eddie, Ma’am” I admitted.
“What about when I made you eat your own cum with a spoon?” Blair seemed particularly proud of that.
“I hate to admit that I liked the taste. I milked myself after I ate your pussy and then licked it all off my hand afterward. I know I should be punished because I didn’t put it in a tissue, Ma’am,” I admitted.
“I was in charge of you, and you used your best judgment. I will let you eat your cum when you milk yourself while I babysit,” she smiled at me playfully. I was astonished about how nice my Cousin was acting. I wondered if it was an act - Blair seemed so sincere.
“Yes, Ma’am but Aunt Sam said that a lie of omission is still a lie. If I don’t tell her that I do things differently then I am intentionally deceiving her,” I said.
“Then, you blame me. If my mom asks you if you eat cum when I babysit, then you say that I told you that you could, and I will handle it. I am the elder, and it is my responsibility,” Blair said. That did seem reasonable.
“What if your mom asks if boys come over, Ma’am?” I asked.
“That would be different. That is my lie of omission, not yours. If she comes to you and specifically asks you about these particular boys, then she already knows, and I am in deep shit. However, don’t volunteer anything to her. If you can do that, then I can be a very good roommate. If you cannot then I will find things to stick up your ass that even a freak like you won’t enjoy. Deal?” she asked.
I hesitantly accepted the deal. She told me to go milk myself but cum in a napkin, and then I could get breakfast ready and stand in the living room for my beating. I removed the pony things she had loaned me and put them in a box. Blair told me to make sure always to clean whatever had been in my ass with soap. I obeyed her cheerfully.
I was strangely happy for a return to the regular structure, and I was over the moon that my Cousin was now an ally and not an enemy. She got dressed and went to wake up her mother.
I had a relaxing spank in the bathroom while I flicked through the many mental images I had collected over the last few days of naked women. I continued to mostly think back to Crystal’s slick pussy and whether it would taste like Blair’s juicy pussy if I licked it or not. It didn’t take long for me to spunk into the tissue. I didn’t even need lotion at this point. It seemed a shame to waste the cum, so I did dab a little on my finger and rub it on my asshole. It felt good. I brushed and did my hair in pigtails and applied a fresh coat of makeup as well.
My Aunt came walking out of her bedroom in just her white robe. The robe material was made of a netted mesh that allowed you to see her skin, but you couldn’t actually see her nipples or pussy through the tiny holes. It was still very sexy that she wore it so frequently around the house.
“Ah, coffee, thank you, Jenny,” my Aunt went to the coffee maker I had started and poured herself a cup. She looked hungover as well. Her hair was all fucked up, and she had several bruises on her arm. “Thank you for cleaning up around here as well.”
“You are welcome, Ma’am, thank you for the education,” I smiled. I didn’t want to seem like a brown-noser, but on the other hand, I had always been the kind of person that wanted to be the teacher’s pet.
“How do you know I didn’t clean up around here?” Blair asked when she walked in.
“The house has never been cleaner since Jenny started training and I remember what it was like when you babysat before. The entire house was a wreck. I am hesitant to send Jenny back home when Summer is up,” my Aunt smirked at me and tousled my hair.
I showed her my tissue, and she sniffed it and then told me to throw it away. I curtsied and took my semen to the trash as I normally did. Then I started to remove my panties in the living room and wait for my punishment.
“Wait a little while, Jenny,” my Aunt said that I could eat breakfast with the family this morning because we had guests and she didn’t want them to see my punishment.
I had been told I would be punished no matter who was over, but I resisted the urge to back talk and remind her of the rule. I thanked her for her generosity and asked how many more plates should I set.
A man came walking out of my Aunt’s bedroom. He was different than the one who was there Tuesday morning. He was thin and had a beard.
“This is Jerry, he is an old friend,” My Aunt looked a little embarrassed. Jerry was not a very handsome man, and he looked shifty.
“I remember you from the beach, Sir,” I said.
“Oh, the pretty little girl standing in the parking lot with her hoo-hah out,” Jerry took a big interest in looking at me. “I’ve never seen nipples that color!” he said.
“It was just magic marker, Sir” I admitted. My Aunt glared at Blair, but she shrugged.
“Well, maybe sometime I could take you out for ice cream or something,” Jerry smiled at me. He had a creepy smile that put me off.
“I don’t think so Jerry this was probably a one-time thing,” my Aunt told me as she sipped her coffee.
“You said that last time,” Jerry had a cocky swagger to him. Unlike Jack, who seemed to deserve to have that swagger because he was handsome and strong., Jerry just looked like he was pretending. “You know what I think? I think you say you like coffee, but you just like the creamer!” he said. He blew me a kiss and left.
“Gross,” Blair shuddered after he left. “He used to want to take me for Ice Cream too when you dated him,” she said to her mother. My Aunt was about to say something snarky and funny in response when her bedroom door opened again.
Liz walked out of the bedroom. Her hair was also fucked up. She was wearing a man’s shirt and no bottoms, but it was long enough to cover her pussy and ass. She had bruises all over her legs, and she looked hung over.
“Is he gone?” she asked with a wry grin.
“Yeah,” my Aunt offered a cup of coffee to Liz.
“Did he give you the same speech he did to me about wanting coffee but really liking creamer?” she asked.
“Yeah,” my Aunt agreed.
My mind was very electrified with the possible reasons that two women were in the same bed with one man. There were so many sexual scenarios in my mind that I was thankful I had just milked myself.
“Well, hello, Jenny! Your mom tells me you have been cleaning up the house and doing book reports. I wish you lived down here. You’d be a fun student for sure,” she said.
“Yes, Ma’am, I wish I did too,” I really did wish that at the time.
“Good morning, Blair, you’ve really blossomed since you were in my English class,” she said to my Cousin.
Blair was about to say something snarky or funny to that when there was a knock at the door. My Aunt sent Blair to answer it. I was often sent to do things around the house or fetch things, but I was never to answer the door by myself.
Franklin, Manny, and the Donaldsons were in the doorway. I assumed they wanted to see if Buddy and Lewis could play. My Aunt told them they were still asleep and didn’t have their breakfast yet.
“We were actually wondering if Jenny could come out and play,” Franklin said and looked past her at me. I was in nothing but panties sitting at the kitchen table. I waved.
My Aunt looked impressed that kids were requesting to play with me - or at least with Jenny. I was impressed too. I wasn’t very athletic or outgoing as Eddie, and where I lived with my parents, I mostly stayed inside. No kid in my memory had ever come to the house looking to find me to play with them.
“What are you going to play?” my Aunt seemed skeptical for a moment.
“Horsey!” Crystal shouted gleefully, and they all smiled. They told her that Buddy and Lewis could meet us at base camp after they have their breakfast and asked to please let me come out.
“Normally, Jenny has some things she has to do in the morning, but I’ll make an exception if you wait outside,” my Aunt closed the door on them and came over to me.
“Jenny, you’ve really exceeded my expectations. I was going to have a talk with you about last night because you were not home when I left. You are still in discipline, but I think playing will be good for you. Do you want to play?” she asked me.
“Yes, Ma’am, I would love to play,” I smiled.
“You have definitely changed,” she looked at me and told me to stop wasting time and hurry up and get dressed. She sent Blair to pick out my outfit.
Blair asked me what I wanted to wear today. She was very different now as well and told me I could be as late as I wanted because my Aunt would be going out again and she would cover for me. “Just let me know and check in with me,” Blair said.
“It doesn’t really matter what I wear because ponies are naked,” I was planning to play naked. Blair put me in a short skirt and a tank top and gave me the box of pony stuff. She kissed me on the cheek and told me to have fun. This was definitely not the wicked Cousin from last night.
When I came out into the living room, my Aunt was talking to the kids. I was worried they would tell her too much about the game and she may cancel it.
“So, you never go to the beach?” My Aunt asked the Donaldsons.
They told her that since they moved here a year ago their parents haven’t taken them because they are fair skinned and burn easily.
“If you ask your parents I’ll be happy to take you this afternoon, would you like that?” my Aunt smiled at them. Manny and Franklin said they weren’t interested, but the Donaldson wanted to go. That would mean I would be naked in front of them anyway when I changed into my suit or took it off to shower.
“I got a question for you,” George asked in his deep hick accent. “You seem like one of them there women-libbers like Anita Bryant?” he asked her.
“Not really and I don’t think Anita Bryant is a woman’s libber but what is your question?” my Aunt had a trace of a playful smirk on her face like she was expecting a funny question.
“How come Eddie had to go home, but Jenny got to stay?” he asked her.
“Well, Eddie was a handful and a lot of trouble, and we liked Jenny better,” my Aunt smiled at me with a rueful grin because technically she wasn’t lying. They had sent Eddie away, and now I was Jenny.
“Well, then how come if you like Jenny so much you make her call all women Ma’am, but then if you believe in equal rights and all that she doesn’t have to call all men Sir?” he asked.
“Jenny has to call all women Ma’am and all men Sir,” my Aunt said, “because it is respectful.”
“Well, she said she had to call my sister Ma’am, but that I was a silly boy and she only had to call grown men Sir!” George seemed angry that this was not fair from his perspective.
No one else in his friend’s circle seemed to care one way or the other.
“Would you like Jenny to call you Sir?” my Aunt asked him with that smirky-grin like she is thinking of something witty to say.
“Hell Yeah! and tell my danged old sisters to do the same thing!” George demanded.
“I can’t control your sisters, but Jenny, you know that George is older than you. You will refer to your betters as Sir. That includes Franklin, Manny, and George, is that understood?” she asked.
“Yes, Ma’am, I am sorry,” I answered.
“Apologize to them,” my Aunt didn’t want me to apologize.
“I am sorry, Mr. Franklin, Mr. Manny, and Mr. George, I should never have called you silly boys. I will call you Sir from now on! please accept my apology.” I said.
“You will be punished after you get home,” My Aunt didn’t want to spoil the fun by making everyone wait for a spanking, but she made it clear I would be spanked for that. I had assumed she didn’t mean boys near my own age, but she had.
“That means she’s got to do what I say, right?” George asked for clarification on just what being called Sir entitled him too.
“While you are playing then you will listen to the older kids and do as they say unless it is sexual, dangerous or they are telling you to cheat, steal or lie. I assumed that was implied, but obviously, I need to tell you these things, don’t I Jenny?” my Aunt said sternly.
“Yes, Ma’am, I am sorry,” I said as I held the basket of pony toys.
“What is in this basket?” she asked me.
“They are pony toys. Blair let me borrow them,” I said.
My Aunt looked over the items and cocked a curious eyebrow at Blair. “It isn’t like Blair to be so generous,” she smiled and told me to go play with my friends. “We’ll talk about all this later,” she assured me.
“Are you in trouble?” Crystal asked as soon as we left.
“Sure, she is! You heard her Aunt! Jenny’s getting a spanking for not calling me Sir!” George gloated at my punishment.
“No one likes a tattle tale, George!” his sister Lori told him and that I am probably not getting a spanking. I’ll just get talked too.
“No, Ma’am, I’ll get a spanking, but that is okay. It helps me to remember not to misbehave,” I admitted.
“Hah, when my parents give me a spanking, it doesn’t do jack shit!” Lori slapped her own rather plump ass hard and proudly demonstrated she was built like a brick shit house that would not crumble.
“Dad would need a god damned Backhoe to put a dent in an ass the size of yours,” George laughed at his sister, and the two bickered and joked.
“What is in the box?” Crystal was very curious about the shiny stuff she saw at the top of the box of horsey stuff.
“You’ll see when we get to base camp! Should we stop and get cowboy and Indian stuff too, Sir?” I asked Franklin.
“Dang, you are really going to call us, Sir! I thought that was some white people bullshit you say, and then you aren’t actually going to do!” Franklin seemed more interested in me actually addressing him as Sir then getting the cowboy and Indian playthings. We walked to his house to get them.
“Yes, she is, and she has to do what we tell her!” George insisted.
“Nothing nasty, though!” Crystal said.
“Yeah, but if I tell her to pick a booger, then she has too!” George insisted that is what my Aunt had specifically said.
“She never said Jenny has to pick a booger. She meant you could tell her not to cross the street or to watch out for water moccasins in the lake and shit like that,” Lori corrected.
I wasn’t sure what was correct. I didn’t want to pick a booger in front of everyone. I also knew that my Cousin could tell me to do almost anything my Aunt could.
“Which is it, then?” George asked me to answer the question. I remembered what I had been told about the lies of omission and not having to volunteer information, but when asked, I would need to be honest.
“I don’t know. I have to obey my Cousin like she was my Aunt when she babysits, you’ll have to ask my Aunt, Sir” I told the truth.
“You have to do what Blair tells you? She is a Bitch’s bitch!” Lori didn’t like my Cousin. Lori said that she never got along with Blair and that she made fun of her weight at school.
“She was very nice this morning. She is the one who donated the pony stuff,” I said.
“This box ain’t going to explode when we open it and a bunch of plastic snakes pop out and scare the shit out of us is it?” Lori asked skeptically.
“No, Ma’am,” I smiled. We collected the toy guns and Indian stuff from Franklin and Manny’s house and walked towards base camp.
“You going to pussy out again today and prance around in your panties again?” Lori asked. I found it fascinating she chose a word like pussy to mean coward because I was finding women to be the more courageous of the genders.
“No, Ma’am,” I said.
“Good, because I would tell my brother to order you to whip them off if I have to do it,” Lori smiled playfully.
“You are older than me, so you have as much authority as he does, Ma’am,” I told her. Lori liked that, and she insisted I would be getting naked if she and Crystal did. Everyone was excited about this new game.
Buddy and Lewis caught up to us before we reached the woods. They were excited to play and wearing shorts and tank tops with sneakers. They were jumping up and down and said they wanted to be ponies too.
“You can’t be ponies. Only girls can be ponies!” Franklin told them, and my cousins deflated their enthusiasm.
“Why not? There are boy horses, and there are girl horses,” Crystal smiled at my cousins, and they began jumping and down again and whinnying.
“Why not is because I don’t want to see their peckers flopping up and down!” Franklin explained.
“You pull their pants down every time you interrogate them as the Sheriff!” Crystal reminded him.
“Yeah, but that is an interrogation, it’s different seeing it flop up and down,” Franklin moved his head up and down to simulate the cadence of a dick going up and down.
“Can you make your dong do like a helicopter?” Lori asked Buddy if he could spin his dick.
Buddy stood in place with his legs apart and gyrated his hips like Elvis to simulate the way he would do the helicopter if he were naked. Lori agreed with her sister that they could be ponies if they wanted. “You don’t have to ride them if you don’t want too,” she said but invited my cousins to be part of the herd.
I felt elated because the girls had given permission for there to be boy ponies out in the woods. The problem was they all still thought I was really a girl, so I would need to continue to pretend to be one. “I’ve only got four tails,” I said.
“Tails?” Crystal smiled broadly.
“Wait, tails for our butts?” Lori became skeptical and said that Buddy and Lewis could wear them and she’d go without.
“Chicken!” Crystal teased her sister.
Once we were in the woods, I opened the box and showed them the pom poms. I shook them, and everyone could see how the long strands that hung out of the back were like a decorated horsetail.
They were as close to a real horse tail as a construction paper headband that says “Indian” on it and has turquoise diamonds drawn on it is to an authentic American Indian headdress, but everyone thought they were cool anyway.
Once we got to the base camp, Lori began threatening her brother not to throw her clothes up in the tree. “I am going to take them off, alright? Just don’t throw them up in a tree this time!” she said to him.
George promised not to touch her clothes.
Once Lori was completely naked, he chucked her clothes high in the nearest tree and said she could have them when we were done playing.
“You motherfucker, if we miss out on going to the beach today I am going to sit right on your head,” Lori cussed her brother.
He laughed and said he’d like to see her try. The Donaldson had a funny relationship of playful bickering and teasing each other. It wasn’t like how Blair bullied and dominated me the night before. It was more like they got on each other’s nerves and played jokes on each other, but they knew they were a family. I really liked and respected that.
I took off my clothes near Lori behind some trees away from the boys. I was careful to keep my front to her. I had tucked my prick under me and taped it with care so that it wouldn’t peek out the back like a little mushroom-headed tail. However, I didn’t want to take any chances.
I was really nervous now. It wasn’t the humiliation of being seen naked. It was the humiliation of being discovered for a biological boy after making everyone believe I was really Jenny. I was starting to understand how heavy and weighted it feels when you tell a lie upon lie to cover up for an existing lie.
My intentions had been good. Initially, I had desired that Crystal seemed to like me as a girl, and I wanted to maintain that. When Franklin rode me yesterday and liked looking at my ass I wanted to continue that illusion for him so that he didn’t feel disgusted with himself for looking at a boy’s bottom and lusting after it.
However, I was feeling regret and alarm at being discovered and found out as a liar. I could see how when you aren’t lying and deceiving you don’t have to worry about what people would think of you when they find out your dirty little secret and my dirty little secret was 2-3 inches of pink cock and balls tucked under a sparkling clean butthole.
Buddy and Lewis came over to where we were standing already naked and shoeless. They wanted to be turned into ponies.
I took out the four pom poms and spit on mine and began to lube it up. Crystal scrunched her nose because she recognized it looked like I was jerking it off. She also seemed curious if I was really going to stick the tail up my butt.
I demonstrated once it was lubed up by reaching around and pushing the handle straight up my asshole to the base. I turned around and shook my pom pom fronds, and they giggled. Buddy and Lewis were ready to do their own, but I told them I would help them.
Lori walked over naked to observe as well.
Crystal reluctantly took hers and spit on it. She offered it to Lori if she was going to change her mind.
“No, I am just here to see if you are really going to wear a tail,” she said.
“Ponies wear tails, Lori!” she said.
“Well, this pony has a short tail,” Lori pointed her thumbs over her shoulder to indicate her ass was an exit NOT an entrance.
Then Lori noticed my mangina. I had a good bushy patch of red curly pubic hair. I could tell she knew something was wrong by the look on her face.
“Where is your slit?” she asked as she looked at the base of my groin.
“I just have a thin one, Ma’am” I was going with the premise that my Aunt had told me about little girls who change at the beach having a tiny slit. My Cousin Blair had a pussy shaped like two or three inches of thin lips on a face, so I assumed my theoretical pussy was even smaller than that.
Lori and Crystal approached me skeptically.
Lori touched her pussy. She had a huge clit hood that hung out, and you could see in the folds of her pussy. She tapped it. “Pull your clit out real fast, I just want to see it,” she said.
“You have to do what we tell you,” Lori reminded me.
“Not if it is sexual, Ma’am,” I said as I looked down. I was turning red-faced.
“This isn’t sex. I just want to see if you have anything between your legs. All I see is hair,” Lori approached closer and then quickly put her finger on my crotch and felt around until she found the duct tape and balls.
I didn’t resist her as she pulled it off and let my dick flop down. She looked disappointed in me.
Crystal looked betrayed, which was even worse. Franklin, George, and Manny were talking over by the trees about what they were going to do to us as ponies. They were getting bored of waiting and told us to hurry up. Lori told them to “Hold their horses.”
They replied that was what they intended to do - but they meant it literally.
Lori didn’t answer back with her usual snark. She looked at me like she couldn’t believe the audacity I had to lie to them. I felt so guilty and ashamed of myself for presenting as a girl now.
“Why would your Aunt tell us you were a girl if you aren’t?” Lori said as she looked at me like I should be ashamed. Buddy and Lewis were giggling.
“My Aunt is training me to learn what it is like from a girl’s perspective because I was a horny little pervert. I was playing with myself, talking back, acting like a know it all, peeping on girls, and sniffing their panties, Ma’am.” I admitted.
“Sounds like every boy I’ve ever known,” Lori told me to continue the story.
“Eddie is lazy, selfish, bratty, and he is a stick in the mud. My Aunt told me I would be Jenny for the Summer. She said she would educate me in sissy summer camp to learn patience and obedience. That is why I call everyone Sir and Ma’am, and you saw my Cousin walking me the other day. She was teaching me to walk in heels,” I admitted.
“Crystal still can’t walk in heels,” Lori chuckled, but she didn’t see the point of any of this.
“Since I started as Jenny, you guys seemed to like me. You came to the house to ask for me by my name to play. I have never had anyone come to my house and ask to play with me by name. I was always picked last for teams,” I said.
“So you LIKE being a girl?” Lori knotted her brow like she couldn’t understand that. “George gets everything first. George can stay up later, go out longer. George almost never gets in trouble. George gets all the coolest toys. It sucks being a girl!” Lori laughed.
“I used to think boys had the best toys, but I drank tea with a little girl at TG&Y and played with Barbies and Unicorn horses. It was like a whole new world, Ma’am,” I said.
“You had tea with Lydia; I’ll bet!” Crystal knew the girl, and I agreed.
“Well, I don’t understand why you would want to be a girl, and I don’t understand why you would lie to us about it,” Lori shook her head.
“The choice wasn’t mine. My Aunt said this education would be best for me. She was going to send me home if I didn’t obey and I lied because it is my nature to lie, and I am sorry Ma’am” I was ready to tell the others too.
“You lied because you wanted us to like you but we already liked you,” Crystal looked disappointed then asked me if I wanted to be a boy pony or a girl pony.
“I am a boy pony, reluctantly” I admitted as I shook my cock reluctantly.
“I asked what you wanted to be. None of us out here are really ponies. Now, before I change my mind about sticking this pom pom up my butt, tell me, do you want to be a girl pony or a boy pony?” Crystal asked.
“I would prefer to be a girl pony, Ma’am” I answered Crystal and told her the truth.
“Then you are a girl pony,” Crystal told Lori to put my tape back. Lori gave me the tape and let me tuck myself back. Lori wasn’t happy that I had lied to her.
Crystal lubed up her pom pom and shoved it up her ass. She made a funny face and then smiled once it was in. She shook her hips like a hula dancer rapidly, and the pom pom rustled majestically behind her asscheeks.
I helped Buddy and Lewis with theirs. They REALLY liked it - a little too much. They pulled their tails out and slid them back in several times.
“So, you are just going to lie to George, Franklin, and Manny?” Lori asked me.
“No, Ma’am, I will tell them I am a boy, but when I am a pony, I am a girl. My Aunt told me that what is between my legs is nobody’s business but that I should learn to be honest. If it is going to hurt people, then I need to know when to tell them the truth.” I said. This was a precious lesson that has stuck with me since that day.
I attached the bangle hoop earrings to my nipples and gave a pair to Crystal to wear. She looked intimidated by the fact that they would be pinching her nipples.
Lori snatched them out of her sister’s hand and applied them to her own massive nipples. The silver rings made her look kind of like a cow to me, but Lori really liked them.
I had several belts, and I wore the leather dog collar. We trotted over to the boys and modeled our new look for them. George complained it took way too long for us just to do this little.
“We were talking about something,” Lori said.
“Well, that explains it. You two start talking about something, and the whole fucking day is over,” George laughed.
“I have something to tell everyone,” I summoned all of my courage and said that I was really biologically a boy and explained in a little more detail about my Aunt’s sissy summer camp.
“Whoa, fuck! That is the wildest fucking thing I’ve ever heard!” Franklin was enthusiastic.
“I mean to each their own. I am no gay boy, but you look good for a boy,” Manny smirked.
Even George was okay with it. He didn’t like being lied too any more than anyone else did.
“Does Blair have discipline too?” he asked hopefully.
When I told him no, he said she deserved it far more than I did. His sister told him he deserved it far more than I did.
They asked if Buddy and Lewis had discipline and I said they get sent to the corner and the strap sometimes but they aren’t under sissy summer camp.
Buddy and Lewis both said they wanted to do it with me, though.
I was elated at the acceptance from the others. I asked if they minded if I stayed tucked in while we played and everyone overwhelming approved. The boys mostly because it was one less dick flopping around.
Buddy and Lewis did the Helicopter for Lori. They spun their cocks clockwise as they stood in the woods by gyrating their hips like they were using a Hula Hoop. It was hilarious.
I showed the ponies how to put the belt in their mouth as a bridle, and then the riders could use it to steer. We also used the rope to tie us into place.
I asked to have my hands cuffed behind me while I ran. Crystal did too.
We raced naked. We trotted around and played in the woods. We chased each other up and down the trails over pine cones. I was becoming adept at walking barefoot although at times I would have to stop when I stepped on a rock.
The boys took turns steering Crystal, Lori and I around the forest. Buddy and Lewis galloped around us, and sometimes Buddy would steer Lewis, and sometimes Lewis would steer Buddy. They were in their own little world, and that was fine.
George was riding me at one point. He wasn’t physically on my back or anything like that. He was just guiding me with the belt from behind as I skipped. I stopped to pick a pebble out of the bottom of my foot and brush it off.
He pulled a stick off of a nearby bush. It was a thin green stick with a few knots and hit me with it across my buttocks like a horse crop. “Giddyup!” he shouted.
I trotted quickly, and after that, he began to hit me fairly frequently with the stick on the butt.
He tried the same with Crystal and Lori, and they told him they would shove the end of that stick into his asshole.
“Does the tail hurt?” George asked his sister at one point when he was riding her around.
“Nah, I don’t even feel it now that it is in,” she told him and shook her hips to make them shake. The prancing and natural sway of our hips made the horsetail shake and shimmy constantly.
“Let me put this stick up your ass and see if you feel it?” George asked her.
Crystal pulled the stick from his hand and hit him with it. It didn’t hurt him or anything. She was much more of a tomboy, and while she loved being a pretty pony, she wasn’t going to let George feel he had the upper hand. She and Lori would frequently escape their riders and run off mischievously.
“She lets me use a riding crop on her,” George said about me after his sister escaped her bridle and ran off.
It was probably the most beautiful thing anyone had said to or about me that afternoon when I think back on it. George knew I was a boy, and yet he still considered me a “She.” It helped I had a girly voice with a lisp, pigtails, makeup and smelled like candy strawberry as well.
We played until lunchtime and Lori demanded her brother shimmy up the tree and got her clothes. He didn’t want to do it and said she could go to the beach naked.
Lori threatened to sit on his face and nearly did before George went climbing for her clothes.
Removing the earrings was easy, and it felt good to finally take them off my nipples because it felt like a red ant had been biting down on both of them the entire time.
The weirdest part was pulling the tails back out of our asses.
There was poop-stuff on all the handles, and everyone said “Yucky” as they handed them back.
“I’ll wash them if you want to play again,” I said.
“How will we know which one was ours, though?” Crystal scrunched her nose up in disgust.
“You won’t, Ma’am,” I smiled at her.
“I don’t want a tail that has been in some other horse’s ass!” She said and asked if I could write her name on hers for next time. I was excited that there would be the next time.
We put on our clothes and broke for lunch. It was strange getting dressed. I didn’t want to stop playing but I knew I would be in trouble if we didn’t come home.
“Good morning, Ma’am,” I said from the bottom of the bed. I usually waited for my Aunt or her to unbind me to start my morning rituals around the house.
“Don’t be so chipper, Fart face,” she called me. I was used to the names my Cousin liked to call me. Blair was quite creative, but fart face was one of her favorite names to refer to me.
“Sorry, Ma’am,” I said.
“What did mom say when she got home?” Blair asked me in a whimpered haze.
“I don’t know Ma’am, I tied myself to the bedpost and went to sleep after I ate your pussy,” I smiled.
“You did what?” she asked incredulously, and then when I began to repeat what I had done, she told me she heard me the first time. She dropped down from the top bunk. I could see her naked feet from under the bed. She squatted down and crooked her, eyebrow, “How dare you take advantage of me when I was drunk! You are going down for that!” she was livid. She raked her fingernails across my chest, angrily.
“You told me to come lick your pussy, Ma’am!” I said apologetically as I struggled to defend myself from her cat-like claws while still having one wrist bound to the bedpost.
“Okay, I vaguely remember doing that,” Blair admitted and withdrew her sharp fingernails from my body. She didn’t apologize for getting angry with me. “I hope that was ALL you did?” she asked.
“Yes, Ma’am,” I said as she reached under the bed to untie me.
“Well, that was the first and last time you’ll get to lick my pussy, so I hope you enjoyed it,” she said with a cruel tone.
“Yes, Ma’am, I licked front to back as you showed me,” I said.
“Gross, you licked my booty hole too?” Blair started getting dressed. “You can come out of your hole, rabbit,” she told me. Usually, she told me to wait until she was dressed before I could come out.
I crawled out from under the bed and stretched. My Cousin was still mostly naked and shrugged.
“Listen, I remember doing a lot of things last night, and some of them were out of line. I am sorry about that, Jenny,” she said.
“You called me Eddie, last night Ma’am,” I pouted.
“I know, but you are Jenny until my mom says otherwise. I am trying to apologize, and you aren’t making it any easier,” she said as she stood naked before me. I tried not to get aroused, but I wasn’t having a lot of luck. She smiled when she noticed my red face as I looked at my toes.
“Look, what happens when I babysit will be between us. I’ll make it up to you tonight. We are going to have a little party. You can dress like Jenny, and as long as you are behaved and keep our secret I will let you play spin the bottle and any other dirty little games,” Blair pulled my chin up so that I could look her in her pretty blue eyes. She had the cutest upturned nose and smirk on her face. She also had perfect puffy nipples set against her smallish boobs.
“We are going to be roomies. Mom let you look at Liz’s butt at the beach, didn’t she? You had your curiosity satisfied. Okay, well take a good look,” Blair stood there and let me admire her naked body. Her tits were shaped like water balloons that jutted straight out and what fascinated me was that her nipples were so puffy.
I would much later in life realize that my Aunt had a boob job, and that is why her tits looked like basketballs sewn into her chest. However, my Cousin Blair’s smallish tits were all natural and perky.
What I could see of her pussy was a thick bush of long curly hair that was trimmed on the sides but wild and unkempt in the center. There was a small line that looked like lips on a face only sideways at the bottom of her pussy. Crystal’s pussy was higher on her crotch and was much broader like a Hibiscus blossom that hadn’t fully opened. It was odd to me how different women’s vaginas were from each other.
Blair had a bubble butt, and she let me look, but she didn’t pull her cheeks apart for me.
“Okay, satisfied?” she asked after letting me ogle her.
I wasn’t. I could stare all day, but I said I was.
“Good, thank you for helping clean up. That was unexpected. You could have got me in trouble, so I owe you one,” Blair promised me. “I am going to have to beat you and discipline you. I will still be hard on you, but I am sorry that I got a little carried away. You did make a good puppy, though,” she said.
“I kind of enjoyed it, Ma’am,” I told her and she said I was weird.
I told her how about how we played pony when I was outside and how I was considering using the hairbrush as a tail. I explained that I felt terrible that I couldn’t go naked but that I was afraid they would not understand when they saw the duct tape and realized I wasn’t a real girl.
“You could just say you have your period, but that won’t last long,” she shrugged.
I didn’t know what a period even was.
“I have the perfect thing,” Blair smiled smartly and showed me her cheerleader stuff. She said that she used to be interested in all that “Rah-rah sis’s boom bah, stuff” but that she had other interests now. Blair handed me one of her pom-poms. There were colorful blue and white streamers attached to a handle. She had two sets of them.
“What should I do with this Ma’am?” I asked.
“Stick it up to your butt,” she said.
Ordinarily, I would assume she meant that figuratively and not literally like I should basically fuck off. She meant it literally.
She spit on the handle and rubbed her hand around it like she was milking it twisting and turning until she coated it. She told me that I could cum all over it, use lotion or anything as long as I didn’t wear it dry. “Although you may like it, I don’t know,” she told me to get in the thermometer position.
I did as instructed with a curtsy, and just like a colossal thermometer, she slid the rounded tip of the handle into my asshole right to the base. The end result was a gorgeous, shiny, ponytail that I could shake.
Blair noticed the marker on my face and how my nipples were red from where she drew on me. “I have a few other things you can use,” she said.
She gave me some cheap clip-on silver hoop earrings that were very popular at the time. She clipped them to my nipples, and they stung but in a good way. Blair gave me some leather belts and the leather collar I had worn the night before. She showed me how I could put black leather the belt in my mouth and then bite down in the center like a bit. Then she grabbed both ends on either side and turned my head back and forth like they were reins.
“You’ll have to give me some time to come up with a saddle or some shoes, but this should get you started,” she giggled as I shook my tush for her.
I thanked my Cousin profusely and forgave her for treating me roughly the day before.
“You are a tough little bastard; I’ll give you that. I thought you would cry when I stepped on your balls. I thought you might bite me when I put my ass on your face. You know I farted silently, didn’t you?” she said.
I hadn’t, but now I did. If that was what girl farts smelled like I was okay with it.
“The only part I really didn’t like was when you made me eat off the floor and calling me Eddie, Ma’am” I admitted.
“What about when I made you eat your own cum with a spoon?” Blair seemed particularly proud of that.
“I hate to admit that I liked the taste. I milked myself after I ate your pussy and then licked it all off my hand afterward. I know I should be punished because I didn’t put it in a tissue, Ma’am,” I admitted.
“I was in charge of you, and you used your best judgment. I will let you eat your cum when you milk yourself while I babysit,” she smiled at me playfully. I was astonished about how nice my Cousin was acting. I wondered if it was an act - Blair seemed so sincere.
“Yes, Ma’am but Aunt Sam said that a lie of omission is still a lie. If I don’t tell her that I do things differently then I am intentionally deceiving her,” I said.
“Then, you blame me. If my mom asks you if you eat cum when I babysit, then you say that I told you that you could, and I will handle it. I am the elder, and it is my responsibility,” Blair said. That did seem reasonable.
“What if your mom asks if boys come over, Ma’am?” I asked.
“That would be different. That is my lie of omission, not yours. If she comes to you and specifically asks you about these particular boys, then she already knows, and I am in deep shit. However, don’t volunteer anything to her. If you can do that, then I can be a very good roommate. If you cannot then I will find things to stick up your ass that even a freak like you won’t enjoy. Deal?” she asked.
I hesitantly accepted the deal. She told me to go milk myself but cum in a napkin, and then I could get breakfast ready and stand in the living room for my beating. I removed the pony things she had loaned me and put them in a box. Blair told me to make sure always to clean whatever had been in my ass with soap. I obeyed her cheerfully.
I was strangely happy for a return to the regular structure, and I was over the moon that my Cousin was now an ally and not an enemy. She got dressed and went to wake up her mother.
I had a relaxing spank in the bathroom while I flicked through the many mental images I had collected over the last few days of naked women. I continued to mostly think back to Crystal’s slick pussy and whether it would taste like Blair’s juicy pussy if I licked it or not. It didn’t take long for me to spunk into the tissue. I didn’t even need lotion at this point. It seemed a shame to waste the cum, so I did dab a little on my finger and rub it on my asshole. It felt good. I brushed and did my hair in pigtails and applied a fresh coat of makeup as well.
My Aunt came walking out of her bedroom in just her white robe. The robe material was made of a netted mesh that allowed you to see her skin, but you couldn’t actually see her nipples or pussy through the tiny holes. It was still very sexy that she wore it so frequently around the house.
“Ah, coffee, thank you, Jenny,” my Aunt went to the coffee maker I had started and poured herself a cup. She looked hungover as well. Her hair was all fucked up, and she had several bruises on her arm. “Thank you for cleaning up around here as well.”
“You are welcome, Ma’am, thank you for the education,” I smiled. I didn’t want to seem like a brown-noser, but on the other hand, I had always been the kind of person that wanted to be the teacher’s pet.
“How do you know I didn’t clean up around here?” Blair asked when she walked in.
“The house has never been cleaner since Jenny started training and I remember what it was like when you babysat before. The entire house was a wreck. I am hesitant to send Jenny back home when Summer is up,” my Aunt smirked at me and tousled my hair.
I showed her my tissue, and she sniffed it and then told me to throw it away. I curtsied and took my semen to the trash as I normally did. Then I started to remove my panties in the living room and wait for my punishment.
“Wait a little while, Jenny,” my Aunt said that I could eat breakfast with the family this morning because we had guests and she didn’t want them to see my punishment.
I had been told I would be punished no matter who was over, but I resisted the urge to back talk and remind her of the rule. I thanked her for her generosity and asked how many more plates should I set.
A man came walking out of my Aunt’s bedroom. He was different than the one who was there Tuesday morning. He was thin and had a beard.
“This is Jerry, he is an old friend,” My Aunt looked a little embarrassed. Jerry was not a very handsome man, and he looked shifty.
“I remember you from the beach, Sir,” I said.
“Oh, the pretty little girl standing in the parking lot with her hoo-hah out,” Jerry took a big interest in looking at me. “I’ve never seen nipples that color!” he said.
“It was just magic marker, Sir” I admitted. My Aunt glared at Blair, but she shrugged.
“Well, maybe sometime I could take you out for ice cream or something,” Jerry smiled at me. He had a creepy smile that put me off.
“I don’t think so Jerry this was probably a one-time thing,” my Aunt told me as she sipped her coffee.
“You said that last time,” Jerry had a cocky swagger to him. Unlike Jack, who seemed to deserve to have that swagger because he was handsome and strong., Jerry just looked like he was pretending. “You know what I think? I think you say you like coffee, but you just like the creamer!” he said. He blew me a kiss and left.
“Gross,” Blair shuddered after he left. “He used to want to take me for Ice Cream too when you dated him,” she said to her mother. My Aunt was about to say something snarky and funny in response when her bedroom door opened again.
Liz walked out of the bedroom. Her hair was also fucked up. She was wearing a man’s shirt and no bottoms, but it was long enough to cover her pussy and ass. She had bruises all over her legs, and she looked hung over.
“Is he gone?” she asked with a wry grin.
“Yeah,” my Aunt offered a cup of coffee to Liz.
“Did he give you the same speech he did to me about wanting coffee but really liking creamer?” she asked.
“Yeah,” my Aunt agreed.
My mind was very electrified with the possible reasons that two women were in the same bed with one man. There were so many sexual scenarios in my mind that I was thankful I had just milked myself.
“Well, hello, Jenny! Your mom tells me you have been cleaning up the house and doing book reports. I wish you lived down here. You’d be a fun student for sure,” she said.
“Yes, Ma’am, I wish I did too,” I really did wish that at the time.
“Good morning, Blair, you’ve really blossomed since you were in my English class,” she said to my Cousin.
Blair was about to say something snarky or funny to that when there was a knock at the door. My Aunt sent Blair to answer it. I was often sent to do things around the house or fetch things, but I was never to answer the door by myself.
Franklin, Manny, and the Donaldsons were in the doorway. I assumed they wanted to see if Buddy and Lewis could play. My Aunt told them they were still asleep and didn’t have their breakfast yet.
“We were actually wondering if Jenny could come out and play,” Franklin said and looked past her at me. I was in nothing but panties sitting at the kitchen table. I waved.
My Aunt looked impressed that kids were requesting to play with me - or at least with Jenny. I was impressed too. I wasn’t very athletic or outgoing as Eddie, and where I lived with my parents, I mostly stayed inside. No kid in my memory had ever come to the house looking to find me to play with them.
“What are you going to play?” my Aunt seemed skeptical for a moment.
“Horsey!” Crystal shouted gleefully, and they all smiled. They told her that Buddy and Lewis could meet us at base camp after they have their breakfast and asked to please let me come out.
“Normally, Jenny has some things she has to do in the morning, but I’ll make an exception if you wait outside,” my Aunt closed the door on them and came over to me.
“Jenny, you’ve really exceeded my expectations. I was going to have a talk with you about last night because you were not home when I left. You are still in discipline, but I think playing will be good for you. Do you want to play?” she asked me.
“Yes, Ma’am, I would love to play,” I smiled.
“You have definitely changed,” she looked at me and told me to stop wasting time and hurry up and get dressed. She sent Blair to pick out my outfit.
Blair asked me what I wanted to wear today. She was very different now as well and told me I could be as late as I wanted because my Aunt would be going out again and she would cover for me. “Just let me know and check in with me,” Blair said.
“It doesn’t really matter what I wear because ponies are naked,” I was planning to play naked. Blair put me in a short skirt and a tank top and gave me the box of pony stuff. She kissed me on the cheek and told me to have fun. This was definitely not the wicked Cousin from last night.
When I came out into the living room, my Aunt was talking to the kids. I was worried they would tell her too much about the game and she may cancel it.
“So, you never go to the beach?” My Aunt asked the Donaldsons.
They told her that since they moved here a year ago their parents haven’t taken them because they are fair skinned and burn easily.
“If you ask your parents I’ll be happy to take you this afternoon, would you like that?” my Aunt smiled at them. Manny and Franklin said they weren’t interested, but the Donaldson wanted to go. That would mean I would be naked in front of them anyway when I changed into my suit or took it off to shower.
“I got a question for you,” George asked in his deep hick accent. “You seem like one of them there women-libbers like Anita Bryant?” he asked her.
“Not really and I don’t think Anita Bryant is a woman’s libber but what is your question?” my Aunt had a trace of a playful smirk on her face like she was expecting a funny question.
“How come Eddie had to go home, but Jenny got to stay?” he asked her.
“Well, Eddie was a handful and a lot of trouble, and we liked Jenny better,” my Aunt smiled at me with a rueful grin because technically she wasn’t lying. They had sent Eddie away, and now I was Jenny.
“Well, then how come if you like Jenny so much you make her call all women Ma’am, but then if you believe in equal rights and all that she doesn’t have to call all men Sir?” he asked.
“Jenny has to call all women Ma’am and all men Sir,” my Aunt said, “because it is respectful.”
“Well, she said she had to call my sister Ma’am, but that I was a silly boy and she only had to call grown men Sir!” George seemed angry that this was not fair from his perspective.
No one else in his friend’s circle seemed to care one way or the other.
“Would you like Jenny to call you Sir?” my Aunt asked him with that smirky-grin like she is thinking of something witty to say.
“Hell Yeah! and tell my danged old sisters to do the same thing!” George demanded.
“I can’t control your sisters, but Jenny, you know that George is older than you. You will refer to your betters as Sir. That includes Franklin, Manny, and George, is that understood?” she asked.
“Yes, Ma’am, I am sorry,” I answered.
“Apologize to them,” my Aunt didn’t want me to apologize.
“I am sorry, Mr. Franklin, Mr. Manny, and Mr. George, I should never have called you silly boys. I will call you Sir from now on! please accept my apology.” I said.
“You will be punished after you get home,” My Aunt didn’t want to spoil the fun by making everyone wait for a spanking, but she made it clear I would be spanked for that. I had assumed she didn’t mean boys near my own age, but she had.
“That means she’s got to do what I say, right?” George asked for clarification on just what being called Sir entitled him too.
“While you are playing then you will listen to the older kids and do as they say unless it is sexual, dangerous or they are telling you to cheat, steal or lie. I assumed that was implied, but obviously, I need to tell you these things, don’t I Jenny?” my Aunt said sternly.
“Yes, Ma’am, I am sorry,” I said as I held the basket of pony toys.
“What is in this basket?” she asked me.
“They are pony toys. Blair let me borrow them,” I said.
My Aunt looked over the items and cocked a curious eyebrow at Blair. “It isn’t like Blair to be so generous,” she smiled and told me to go play with my friends. “We’ll talk about all this later,” she assured me.
“Are you in trouble?” Crystal asked as soon as we left.
“Sure, she is! You heard her Aunt! Jenny’s getting a spanking for not calling me Sir!” George gloated at my punishment.
“No one likes a tattle tale, George!” his sister Lori told him and that I am probably not getting a spanking. I’ll just get talked too.
“No, Ma’am, I’ll get a spanking, but that is okay. It helps me to remember not to misbehave,” I admitted.
“Hah, when my parents give me a spanking, it doesn’t do jack shit!” Lori slapped her own rather plump ass hard and proudly demonstrated she was built like a brick shit house that would not crumble.
“Dad would need a god damned Backhoe to put a dent in an ass the size of yours,” George laughed at his sister, and the two bickered and joked.
“What is in the box?” Crystal was very curious about the shiny stuff she saw at the top of the box of horsey stuff.
“You’ll see when we get to base camp! Should we stop and get cowboy and Indian stuff too, Sir?” I asked Franklin.
“Dang, you are really going to call us, Sir! I thought that was some white people bullshit you say, and then you aren’t actually going to do!” Franklin seemed more interested in me actually addressing him as Sir then getting the cowboy and Indian playthings. We walked to his house to get them.
“Yes, she is, and she has to do what we tell her!” George insisted.
“Nothing nasty, though!” Crystal said.
“Yeah, but if I tell her to pick a booger, then she has too!” George insisted that is what my Aunt had specifically said.
“She never said Jenny has to pick a booger. She meant you could tell her not to cross the street or to watch out for water moccasins in the lake and shit like that,” Lori corrected.
I wasn’t sure what was correct. I didn’t want to pick a booger in front of everyone. I also knew that my Cousin could tell me to do almost anything my Aunt could.
“Which is it, then?” George asked me to answer the question. I remembered what I had been told about the lies of omission and not having to volunteer information, but when asked, I would need to be honest.
“I don’t know. I have to obey my Cousin like she was my Aunt when she babysits, you’ll have to ask my Aunt, Sir” I told the truth.
“You have to do what Blair tells you? She is a Bitch’s bitch!” Lori didn’t like my Cousin. Lori said that she never got along with Blair and that she made fun of her weight at school.
“She was very nice this morning. She is the one who donated the pony stuff,” I said.
“This box ain’t going to explode when we open it and a bunch of plastic snakes pop out and scare the shit out of us is it?” Lori asked skeptically.
“No, Ma’am,” I smiled. We collected the toy guns and Indian stuff from Franklin and Manny’s house and walked towards base camp.
“You going to pussy out again today and prance around in your panties again?” Lori asked. I found it fascinating she chose a word like pussy to mean coward because I was finding women to be the more courageous of the genders.
“No, Ma’am,” I said.
“Good, because I would tell my brother to order you to whip them off if I have to do it,” Lori smiled playfully.
“You are older than me, so you have as much authority as he does, Ma’am,” I told her. Lori liked that, and she insisted I would be getting naked if she and Crystal did. Everyone was excited about this new game.
Buddy and Lewis caught up to us before we reached the woods. They were excited to play and wearing shorts and tank tops with sneakers. They were jumping up and down and said they wanted to be ponies too.
“You can’t be ponies. Only girls can be ponies!” Franklin told them, and my cousins deflated their enthusiasm.
“Why not? There are boy horses, and there are girl horses,” Crystal smiled at my cousins, and they began jumping and down again and whinnying.
“Why not is because I don’t want to see their peckers flopping up and down!” Franklin explained.
“You pull their pants down every time you interrogate them as the Sheriff!” Crystal reminded him.
“Yeah, but that is an interrogation, it’s different seeing it flop up and down,” Franklin moved his head up and down to simulate the cadence of a dick going up and down.
“Can you make your dong do like a helicopter?” Lori asked Buddy if he could spin his dick.
Buddy stood in place with his legs apart and gyrated his hips like Elvis to simulate the way he would do the helicopter if he were naked. Lori agreed with her sister that they could be ponies if they wanted. “You don’t have to ride them if you don’t want too,” she said but invited my cousins to be part of the herd.
I felt elated because the girls had given permission for there to be boy ponies out in the woods. The problem was they all still thought I was really a girl, so I would need to continue to pretend to be one. “I’ve only got four tails,” I said.
“Tails?” Crystal smiled broadly.
“Wait, tails for our butts?” Lori became skeptical and said that Buddy and Lewis could wear them and she’d go without.
“Chicken!” Crystal teased her sister.
Once we were in the woods, I opened the box and showed them the pom poms. I shook them, and everyone could see how the long strands that hung out of the back were like a decorated horsetail.
They were as close to a real horse tail as a construction paper headband that says “Indian” on it and has turquoise diamonds drawn on it is to an authentic American Indian headdress, but everyone thought they were cool anyway.
Once we got to the base camp, Lori began threatening her brother not to throw her clothes up in the tree. “I am going to take them off, alright? Just don’t throw them up in a tree this time!” she said to him.
George promised not to touch her clothes.
Once Lori was completely naked, he chucked her clothes high in the nearest tree and said she could have them when we were done playing.
“You motherfucker, if we miss out on going to the beach today I am going to sit right on your head,” Lori cussed her brother.
He laughed and said he’d like to see her try. The Donaldson had a funny relationship of playful bickering and teasing each other. It wasn’t like how Blair bullied and dominated me the night before. It was more like they got on each other’s nerves and played jokes on each other, but they knew they were a family. I really liked and respected that.
I took off my clothes near Lori behind some trees away from the boys. I was careful to keep my front to her. I had tucked my prick under me and taped it with care so that it wouldn’t peek out the back like a little mushroom-headed tail. However, I didn’t want to take any chances.
I was really nervous now. It wasn’t the humiliation of being seen naked. It was the humiliation of being discovered for a biological boy after making everyone believe I was really Jenny. I was starting to understand how heavy and weighted it feels when you tell a lie upon lie to cover up for an existing lie.
My intentions had been good. Initially, I had desired that Crystal seemed to like me as a girl, and I wanted to maintain that. When Franklin rode me yesterday and liked looking at my ass I wanted to continue that illusion for him so that he didn’t feel disgusted with himself for looking at a boy’s bottom and lusting after it.
However, I was feeling regret and alarm at being discovered and found out as a liar. I could see how when you aren’t lying and deceiving you don’t have to worry about what people would think of you when they find out your dirty little secret and my dirty little secret was 2-3 inches of pink cock and balls tucked under a sparkling clean butthole.
Buddy and Lewis came over to where we were standing already naked and shoeless. They wanted to be turned into ponies.
I took out the four pom poms and spit on mine and began to lube it up. Crystal scrunched her nose because she recognized it looked like I was jerking it off. She also seemed curious if I was really going to stick the tail up my butt.
I demonstrated once it was lubed up by reaching around and pushing the handle straight up my asshole to the base. I turned around and shook my pom pom fronds, and they giggled. Buddy and Lewis were ready to do their own, but I told them I would help them.
Lori walked over naked to observe as well.
Crystal reluctantly took hers and spit on it. She offered it to Lori if she was going to change her mind.
“No, I am just here to see if you are really going to wear a tail,” she said.
“Ponies wear tails, Lori!” she said.
“Well, this pony has a short tail,” Lori pointed her thumbs over her shoulder to indicate her ass was an exit NOT an entrance.
Then Lori noticed my mangina. I had a good bushy patch of red curly pubic hair. I could tell she knew something was wrong by the look on her face.
“Where is your slit?” she asked as she looked at the base of my groin.
“I just have a thin one, Ma’am” I was going with the premise that my Aunt had told me about little girls who change at the beach having a tiny slit. My Cousin Blair had a pussy shaped like two or three inches of thin lips on a face, so I assumed my theoretical pussy was even smaller than that.
Lori and Crystal approached me skeptically.
Lori touched her pussy. She had a huge clit hood that hung out, and you could see in the folds of her pussy. She tapped it. “Pull your clit out real fast, I just want to see it,” she said.
“You have to do what we tell you,” Lori reminded me.
“Not if it is sexual, Ma’am,” I said as I looked down. I was turning red-faced.
“This isn’t sex. I just want to see if you have anything between your legs. All I see is hair,” Lori approached closer and then quickly put her finger on my crotch and felt around until she found the duct tape and balls.
I didn’t resist her as she pulled it off and let my dick flop down. She looked disappointed in me.
Crystal looked betrayed, which was even worse. Franklin, George, and Manny were talking over by the trees about what they were going to do to us as ponies. They were getting bored of waiting and told us to hurry up. Lori told them to “Hold their horses.”
They replied that was what they intended to do - but they meant it literally.
Lori didn’t answer back with her usual snark. She looked at me like she couldn’t believe the audacity I had to lie to them. I felt so guilty and ashamed of myself for presenting as a girl now.
“Why would your Aunt tell us you were a girl if you aren’t?” Lori said as she looked at me like I should be ashamed. Buddy and Lewis were giggling.
“My Aunt is training me to learn what it is like from a girl’s perspective because I was a horny little pervert. I was playing with myself, talking back, acting like a know it all, peeping on girls, and sniffing their panties, Ma’am.” I admitted.
“Sounds like every boy I’ve ever known,” Lori told me to continue the story.
“Eddie is lazy, selfish, bratty, and he is a stick in the mud. My Aunt told me I would be Jenny for the Summer. She said she would educate me in sissy summer camp to learn patience and obedience. That is why I call everyone Sir and Ma’am, and you saw my Cousin walking me the other day. She was teaching me to walk in heels,” I admitted.
“Crystal still can’t walk in heels,” Lori chuckled, but she didn’t see the point of any of this.
“Since I started as Jenny, you guys seemed to like me. You came to the house to ask for me by my name to play. I have never had anyone come to my house and ask to play with me by name. I was always picked last for teams,” I said.
“So you LIKE being a girl?” Lori knotted her brow like she couldn’t understand that. “George gets everything first. George can stay up later, go out longer. George almost never gets in trouble. George gets all the coolest toys. It sucks being a girl!” Lori laughed.
“I used to think boys had the best toys, but I drank tea with a little girl at TG&Y and played with Barbies and Unicorn horses. It was like a whole new world, Ma’am,” I said.
“You had tea with Lydia; I’ll bet!” Crystal knew the girl, and I agreed.
“Well, I don’t understand why you would want to be a girl, and I don’t understand why you would lie to us about it,” Lori shook her head.
“The choice wasn’t mine. My Aunt said this education would be best for me. She was going to send me home if I didn’t obey and I lied because it is my nature to lie, and I am sorry Ma’am” I was ready to tell the others too.
“You lied because you wanted us to like you but we already liked you,” Crystal looked disappointed then asked me if I wanted to be a boy pony or a girl pony.
“I am a boy pony, reluctantly” I admitted as I shook my cock reluctantly.
“I asked what you wanted to be. None of us out here are really ponies. Now, before I change my mind about sticking this pom pom up my butt, tell me, do you want to be a girl pony or a boy pony?” Crystal asked.
“I would prefer to be a girl pony, Ma’am” I answered Crystal and told her the truth.
“Then you are a girl pony,” Crystal told Lori to put my tape back. Lori gave me the tape and let me tuck myself back. Lori wasn’t happy that I had lied to her.
Crystal lubed up her pom pom and shoved it up her ass. She made a funny face and then smiled once it was in. She shook her hips like a hula dancer rapidly, and the pom pom rustled majestically behind her asscheeks.
I helped Buddy and Lewis with theirs. They REALLY liked it - a little too much. They pulled their tails out and slid them back in several times.
“So, you are just going to lie to George, Franklin, and Manny?” Lori asked me.
“No, Ma’am, I will tell them I am a boy, but when I am a pony, I am a girl. My Aunt told me that what is between my legs is nobody’s business but that I should learn to be honest. If it is going to hurt people, then I need to know when to tell them the truth.” I said. This was a precious lesson that has stuck with me since that day.
I attached the bangle hoop earrings to my nipples and gave a pair to Crystal to wear. She looked intimidated by the fact that they would be pinching her nipples.
Lori snatched them out of her sister’s hand and applied them to her own massive nipples. The silver rings made her look kind of like a cow to me, but Lori really liked them.
I had several belts, and I wore the leather dog collar. We trotted over to the boys and modeled our new look for them. George complained it took way too long for us just to do this little.
“We were talking about something,” Lori said.
“Well, that explains it. You two start talking about something, and the whole fucking day is over,” George laughed.
“I have something to tell everyone,” I summoned all of my courage and said that I was really biologically a boy and explained in a little more detail about my Aunt’s sissy summer camp.
“Whoa, fuck! That is the wildest fucking thing I’ve ever heard!” Franklin was enthusiastic.
“I mean to each their own. I am no gay boy, but you look good for a boy,” Manny smirked.
Even George was okay with it. He didn’t like being lied too any more than anyone else did.
“Does Blair have discipline too?” he asked hopefully.
When I told him no, he said she deserved it far more than I did. His sister told him he deserved it far more than I did.
They asked if Buddy and Lewis had discipline and I said they get sent to the corner and the strap sometimes but they aren’t under sissy summer camp.
Buddy and Lewis both said they wanted to do it with me, though.
I was elated at the acceptance from the others. I asked if they minded if I stayed tucked in while we played and everyone overwhelming approved. The boys mostly because it was one less dick flopping around.
Buddy and Lewis did the Helicopter for Lori. They spun their cocks clockwise as they stood in the woods by gyrating their hips like they were using a Hula Hoop. It was hilarious.
I showed the ponies how to put the belt in their mouth as a bridle, and then the riders could use it to steer. We also used the rope to tie us into place.
I asked to have my hands cuffed behind me while I ran. Crystal did too.
We raced naked. We trotted around and played in the woods. We chased each other up and down the trails over pine cones. I was becoming adept at walking barefoot although at times I would have to stop when I stepped on a rock.
The boys took turns steering Crystal, Lori and I around the forest. Buddy and Lewis galloped around us, and sometimes Buddy would steer Lewis, and sometimes Lewis would steer Buddy. They were in their own little world, and that was fine.
George was riding me at one point. He wasn’t physically on my back or anything like that. He was just guiding me with the belt from behind as I skipped. I stopped to pick a pebble out of the bottom of my foot and brush it off.
He pulled a stick off of a nearby bush. It was a thin green stick with a few knots and hit me with it across my buttocks like a horse crop. “Giddyup!” he shouted.
I trotted quickly, and after that, he began to hit me fairly frequently with the stick on the butt.
He tried the same with Crystal and Lori, and they told him they would shove the end of that stick into his asshole.
“Does the tail hurt?” George asked his sister at one point when he was riding her around.
“Nah, I don’t even feel it now that it is in,” she told him and shook her hips to make them shake. The prancing and natural sway of our hips made the horsetail shake and shimmy constantly.
“Let me put this stick up your ass and see if you feel it?” George asked her.
Crystal pulled the stick from his hand and hit him with it. It didn’t hurt him or anything. She was much more of a tomboy, and while she loved being a pretty pony, she wasn’t going to let George feel he had the upper hand. She and Lori would frequently escape their riders and run off mischievously.
“She lets me use a riding crop on her,” George said about me after his sister escaped her bridle and ran off.
It was probably the most beautiful thing anyone had said to or about me that afternoon when I think back on it. George knew I was a boy, and yet he still considered me a “She.” It helped I had a girly voice with a lisp, pigtails, makeup and smelled like candy strawberry as well.
We played until lunchtime and Lori demanded her brother shimmy up the tree and got her clothes. He didn’t want to do it and said she could go to the beach naked.
Lori threatened to sit on his face and nearly did before George went climbing for her clothes.
Removing the earrings was easy, and it felt good to finally take them off my nipples because it felt like a red ant had been biting down on both of them the entire time.
The weirdest part was pulling the tails back out of our asses.
There was poop-stuff on all the handles, and everyone said “Yucky” as they handed them back.
“I’ll wash them if you want to play again,” I said.
“How will we know which one was ours, though?” Crystal scrunched her nose up in disgust.
“You won’t, Ma’am,” I smiled at her.
“I don’t want a tail that has been in some other horse’s ass!” She said and asked if I could write her name on hers for next time. I was excited that there would be the next time.
We put on our clothes and broke for lunch. It was strange getting dressed. I didn’t want to stop playing but I knew I would be in trouble if we didn’t come home.