Hannah's Boyfriend

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
Namb
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Hannah's Boyfriend

Post by Namb »

So far, this is a one-off story. It was inspired by a cartoon. It featured two girls (one about 12 the other about 9) and a boy (also about 12) - all dressed. The boy is kissing the younger girl as the older girl looks on. The bulge in his pants is very prominent.

It's open-ended and can be taken in many different directions. If I feel like it, I might take it in the direction of Hannah's kid sister wanting to know what it's like to have a boyfriend and Hannah giving her the opportunity to find out. There is also some room to get the girls at the pool also involved.

Hannah’s Boyfriend

Aiden first spotted the girl at the food court at a local shopping center. She was wandering around aimlessly with her tray looking for a place to sit. He was at a small table by herself. He looked at her and his first impression was “cute girl.”

She walked up to him and said, “May I sit here?”

“Sure, he said.”

She sat down, extended her hand and said, “Hi my name is Hannah, what’s yours.”

“Aiden” he replied.

“I haven’t seen you around here before, are you new?”

“Well, yes. I just moved in about a month ago.”

“How old are you?"

Aiden thought the question was rather forward but answered it anyway. “I’m 14.” He decided to return fire, “And you.”

“I’m 12,” she said, adding a year to her true age.

Aiden was a bit disappointed. She was a bit too young for him. She even looked a bit young to be 12, but still, she was cute.

“So, do you have a girlfriend yet?”

“That’s a rather personal question.”

“I don’t mean anything by it. I’m just curious. I know a lot of girls, maybe I can introduce you to some of them.”

She was being very uninhibited in her questioning, but somehow that enticed the boy.

“So where do you go to school?” he asked.

Oh-oh, a trap. If she admitted to being in grade school that might give away her true age. “I’ll be starting Eisenhower Middle School this fall.”

“I’m starting Wilson High.”

“So, what are you plans for the summer.”

“I really don’t have any. I still don’t have any friends to hang out with. I don’t even know my way around town that much.”

“I can help. I lived here all my life and I know every place in town. Maybe we can start with the pool this weekend. There are all kinds of kids who hang out there. All my friends go there all the time and they have brothers and sisters.”

“I don’t even know where the pool is.”

Hannah gave him direction and then added, “This Saturday, be there at 10 AM.” It sounded more like an order than a suggestion.

As they finished their meals and walked away Aiden thought, “She’s still a cute girl but a bit weird, yet there is something about her that I like.”

-=o=-

Saturday arrived and Aiden arrived at the pool at about 10:30. As he entered the pool area, he could see Hannah jumping up and down and waving at him. “Over here, Aiden.”

As he got there, she said to him, “You’re late.” He felt a bit put off by being called to task like a tardy schoolboy by a girl 2 years (or so he thought) his junior.

Nonetheless he remained polite. “I’m sorry,” he apologized. “I didn’t know how long it would take to get here.”

“That’s OK,” she said changing her expression into a sweet smile. “These are my friends. This is Emily, she’s in my class and this is Chole; she’s a year behind. And this is my sister, Sophia. She’s 8.

The girls giggled as Hannah introduced them.

“Hi girls, I’m Aiden.”

Aiden looked at the girls. Hannah was wearing a two-piece suit the top of which revealed more of a swelling than actual breasts.

Emily seemed to be slightly more developed and Chole was definitely a little girl, but then again, not all girls mature at the same rate. As for Sophia, she was clearly Hannah’s sister. She had the same cute face.

He looked around the pool and noticed mostly moms with small children and some other kids, none of which seemed to be his age: either too young or too old and they seemed to be in close-knit groups.

He decided that his best bet was to hang out with the girls. He hadn’t had a lot of social interaction with anyone near his age for weeks.

They weren’t too bad for being little kids. He had fun with them in the pool. He stood in chest high water and laced his hands in front of him. A girl would swim up to him, put one foot on the step made by his hands and stand up and put her hands on his shoulders. Then with a heave, the girl pushed off as he threw her over his shoulder.

The girls made a contest of it seeing if any one of them could do a full flip before hitting the water.

On a couple of occasions, Hannah “slipped” and wound up hugging Aiden before she could squirm her way up his body to get back into position.

Aiden was conflicted. He felt kind of “big brotherish” by playing with Hannah’s little girl friends. Yet these little girls were making him hard.

“OK girls, that’s enough. I’m getting tired. I just need to sit here and rest for a while.

Hannah said, “Thank you. We really had fun!” She swam over to him and gave wrapped her arms around his neck and her legs around his waist and gave him a kiss. She allowed herself to “slip down” until her crotch was touching his. He was sure she could feel his erection. She whispered in his ear, “It seems like you had fun, too!”

The other girls also came up to him and gave him a kiss, even little Sophia. However, none of them were as bold as Hannah.

The girls spent the rest of the time sunning themselves on the deck. Hannah positioned herself so as to face Aiden. She was on her stomach with her back arched and leaning forwards on her elbows to take whatever incipient cleavage she had and exaggerate it. This also made the top of her bathing suit (which for little girls is never adequate) sag a bit so Aiden can look in.

Aiden decided to take advantage of the view but wisely cut it sort, laid down his head and pretended to take a nap. It would give his erection some time to subside.

It was an on and off proposition. Every time his penis would start to soften, he’d hear one of the girls’ voices or a giggle and it would get hard again. Eventually it did get flaccid enough for him to stand without it being so noticeable.

As they were leaving, Hannah took his arm and said, “I had so much fun with you today. All my friends think you are so nice. Even my sister likes you. Let’s do this again next week.”

“Um-OK.”

“Let’s meet for ice cream tomorrow. I know a place. One o’clock. This time don’t be late.”

Aiden was confused. Isn’t the boy supposed to ask the girl out on a date?

-=o=-

As he lay in bed that night, the events of the day and particularly his interactions with Hannah kept giving him erections. He wasn’t sure why she caused this reaction in him. Sure, she was cute, but she was still just a little girl. He never considered girls like her to be potential dating material. However, there was something about her attitude that tickled him in just the right spot to get his libido going.

Realizing that he wasn’t going to get any rest from what was virtually a day-long erection, he resorted to a personal motto: “If you can’t beat it, beat it.”

He shot off with a particularly strong ejaculation.

As he drifted off to sleep, his thoughts went to Hannah. “She’s still a cute girl, a lot weird and very bossy, yet there is something about her that I like.”

-=o=-

Aiden met Hannah at the ice cream place. For some strange reason he took extra care with his grooming beforehand and exchanged a collared shirt and slacks for the T-shirt and jeans he normally wore. He was precisely on time.

Hannah was very bubbly at the ice cream parlor. She provided an endless stream of chatter and Aiden found her company enjoyable. After they finished their treat. Hannah said, “Walk me home. I want to show you where I live.”

It was only a couple of streets away. She produced a key, unlocked the door and said, “Come in.”

Aiden replied, “Where are your parents? Is there anyone else at home? Where is your sister?”

“No, it’s just me. Sophia is out with mom on a shopping trip.

Don’t worry. My mom trusts me. I trust you. I know you’re not going to do something I don’t want to do.”

The boy was apprehensive but went in anyway.

She pointed to a couch and said, “Sit there. I’ll be back with some refreshments.”

She came back with some snacks, set them down on the table and then did something completely unexpected. She jumped on Aiden, pushing him back into the couch. She threw her body on top of him.

Caught by surprise, Aiden wasn’t immediately ready to fight back. For the moment, at least, she had the mechanical advantage over him. Her whole weight was on his upper body but his knees were bent over the couch and his feet were on the floor.

She kissed him and stuck her tongue into his mouth. He resisted initially, but then just let her have her way with him and finally hugged her back and responded with tongue action of his own.

This was Aiden’s first true kiss. The other was when he was 10, it was a dare and neither he nor the girl did more than press lips.

Now he was being attacked by a sex-crazed little girl and strangely enjoying it.

Hannah reached down and wrapped a hand around the bulge in his pants. She broke the kiss just long enough to say, “You’re enjoying this, aren't you?”

Aiden was too stunned to say more than a “uh-huh.”

She then resumed kissing him, always pressing her advantage.

The two stayed entangled on the couch for a long time as her tongue slowly milked the precum from his penis using his whole body to do it.

Both of them were panting by the time they finished kissing. Hannah could feel the wetness of his penis even though the multiple layers of fabric.

“We could stop now, and I could send you home to jerk off to the memory of what we just did. I know that’s the first thing you’ll do when you get there.

Or we can take care of your problem right now. You’re hard and ready to go.

I want you to jerk off for me.”

Aiden was in too sexually agitated a state to think clearly. His penis was so hard that it felt nearly painful to keep it contained in his pants anymore. He could only dimly wonder how a girl still not yet in middle school know about jerking off.

She was right. The moment was right. His penis was already almost to the point of ejaculating. He could never bring himself this close and not continue to masturbate.

It was his choice and he could not muster the discipline to postpone his gratification. This girl owned him. She had driven him to the point where he no longer had control over himself. In his highly charged state, getting naked in front of her seemed to be the logical thing to do.

He knew that he should feel embarrassed to expose himself to a younger girl, but his sexual anticipation overrode his humiliation.

He found himself lowering his pants. Before he knew it, he was naked in front of the girl on his knees masturbating for her.

In his extremely excited state, he shot his cum for her in about a minute. Then he collapsed and lay on the floor.

Hannah got up and placed a foot on either side of his body. She had her fists balled up and on her hips. He looked up at her looking down on him as she towered over him in this dominant position.

She smiled as she looked down at him. “You are my boyfriend now.”
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Re: Hannah's Boyfriend

Post by TeenFan »

Even if this particular story doesn't have that much more to be added, it could be the prequel to a larger one about Hannah when she is
a little older. If Hannah is this bold at age eleven, what will she be like at age thirteen?
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Jeepman89
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Re: Hannah's Boyfriend

Post by Jeepman89 »

Great story Namb. I hope you continue it though. There is so much you can do with this scenario. I like the idea of having the other girls involved as well.
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Re: Hannah's Boyfriend

Post by Datom »

Great story. I know the feeling--you brought the story to a neat conclusion, but we're all asking you for more of it. It would be fun to see what Hannah has in mind next--she is kind of a little vixen, isn't she?
Last edited by Datom on Sat May 18, 2024 10:38 pm, edited 1 time in total.
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Re: Hannah's Boyfriend

Post by Trundle »

Loved that!

I know you said it might just be a one off but I would hope there's more from these characters, Hannah could have Aiden doing all sorts i bet. She has him wrapped around her finger.

Would love more stories from here.
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Re: Hannah's Boyfriend

Post by Namb »

Hannah's Boyfriend

Adrien was Hannah’s boyfriend not by mutual agreement, but because SHE decided she wanted him as a boyfriend. She was too young for him, but she could get him going and he had to admit that when he jerked off in her presence immediately after they made out, that it was far better than when he did it by himself.

They had several dates and her friends Emily and Chloe were jealous when she told them that she had a 14-year-old boyfriend. They were even more jealous when she told them that she could make him jerk off for her.

“So why don’t you make him jerk off for us,” Emily asked.

“Let me work on that.”

Hannah enjoyed going out with Adien and showing him off to every girl that she knew.

She was “dating” Aiden for about a month when her sister, Sophia, asked, “What’s it like having a boyfriend. What do you do on your dates?”

“It’s really nice. Aiden takes me places and he treats me nice.”

“How do you get a boy to be your boyfriend?”

“Well, you start out by kissing him and then you make him excited and then he shows you his thing and you watch him play with it.”

The young girl looked at her sister with a question mark on her face.

“I tell you what. The next time Aiden comes over, I’ll show you.”

-=o=-

The next time Aiden came to visit he asked Hannah. “What is your sister doing here?”

“Oh, she wants to know what it is like to have a boyfriend. I thought I would show her.”

“We’re not going to do … you know what.”

“I’ll leave that up to you.”

“Um, OK.”

“Let’s show her how we make out.”

Aiden thought it weird to make out with his girlfriend’s kid sister watching them, but there was a certain kind of kinkiness that added spice to the experience.

Hannah got him as hot and bothered as she ever did. His penis was protesting against the constraints of his pants.

Sophia pointed to the bulge in his pants and giggled.

Hannah broke her embrace and said, “Now do my sister.”

“What?”

“I want you to make out with my sister the same way as you make out with me.”

“But she’s a little girl.”

“She is my sister. I am your girlfriend. Boys obey their girlfriends if they want to keep them as girlfriends.”

Aiden didn’t have a choice. He really enjoyed making out with Hannah and the post-make-out jerk off.

He had to bend over and Sophia had to get on her toes so they could kiss and kiss they did. Aiden put as much enthusiasm into kissing his girlfriend’s kid sister as the did the older girl.

Everything told him that this was wrong. He should not be kissing girl who was 6 years his junior. But he did it anyway and it excited him just as much as doing it with her older sister.

Hannah could see that her sister was enjoying it. She wasn’t sure why. Her sister was only a little girl. Could she understand the sexual nature of the kiss? Or was she just enjoying the fantasy of having a “boyfriend?”

At any rate, Aiden was getting sexually aroused by this little girl. His penis pushed even harder against his underwear and jeans. The physical and sexual pressure was too much.

“I can’t take any more of this,” he exclaimed.

“You know what you must do,” Hannah said.

“In front of HER?” he complained.

“Yes, you will jerk off and I and my kid sister will watch you do it. That’s the price of admission for us ever doing this again.”

Aiden had to make a choice: maintain the last of his dignity and walk out or masturbate in front of an 8-year-old girl. His penis would not forgive him if he did not choose the latter choice.

So, he found himself knelling on the floor in front of the two girls, naked and jerking off for their enjoyment.

The two girls dominated him for the next week and Hannah even let her little sister take him “all the way” from a cold start meaning that she was the one to initiate the make-out session that resulted in his masturbating for the girls.

Hannah proposed some changes to the game. She suggested, “You know that you always wind up naked and masturbating for us after kissing us. So I want you to get undressed before we start. That would be more efficient and then we can watch it get big as we do it.’

Aiden undressed and the girls looked at him.

“What’s happening?” Sophia asked. “You’re getting big and we haven’t even started.”

“I don’t know,” the boy replied, “It’s just happening. I think it has something to do with being embarrassed by being naked for you girls.”

“But we have our clothes on.”

“That’s exactly it. It might make me feel excited to see you girls without your clothes on, but then we’d be equal. You girls have your clothes on and I don’t have mine, so you have power over me.”

“I don’t understand it.”

“Neither do I, sis,” Hannah stated. “Let’s just accept that we can make the boy hard by making him strip for us.’

The following day, Hannah changed the rules again. “I think Sophia and I watched you jerk off enough. We’re going to try it for ourselves.”

So the game evolved to where Jaden got undressed almost as soon as he got in the door, and the girls teased him when he got hard. Then one of them made out with him until he was dripping with precum and then the other girl masturbated him while her sister was still kissing him.

-=o=-

Aiden was in a world of pleasure and subspace as he was kissing Hannah. Her sister was manipulating his penis. Sophia pushed him up to a plateau of sexual arousal. Both girls got good enough to keep him there for as long as they wanted.

Then the doorbell rang.

“Get that, Sophie; I’m kind of busy here. I’ll keep him hard for you.”

Adien felt a sense of loss as the young girl let go of his penis. However, Hannah was right, she did have what it took to keep him hard.

He could hear voices at the door: female voices. One of them said, “Is he really here?”

He heard Sophia respond, “Of course he is. Right this way girls.”

Hannah broke her embrace with Aiden. “Stand here, boy,” she ordered.

Jaden was terrified. Who were these new people? But he dared not move. Where would he go naked? Whoever was coming in was going to see him anyway. He closed his eyes.

He heard the voices come into the room.

“Oh my God, he really is naked.” … **Giggle** … “Look how big it is!”

“Aiden, open your eyes and greet our guests. You remember Emily and Chloe from the pool. They are here with their sisters, Olive and Emma. Both girls are in Sophia’s class at school.”

She then pointed to an older girl. “This is Mia; she’s Emily’s and Emma’s sister. She’s 14 like you. She will likely be in your class at school this fall.”

Mia extended her hand. “I’ve heard so much about you from my sister’s friends. I can’t wait to see you jerk off.

Unlike the other girls, I am old enough to have a phone. Hannah wants pictures and so do the other girls. So I get to be the group photographer. I already have a couple of you standing there. I can’t wait to get some action shots.

My sisters insist that I get pictures of you with them. I’ll have to give my phone to someone else to get all three of us in the picture with you.”

As much as the girls wanted to see the action, they all lined up in various combinations to have their pictures taken with the naked boy.

Hannah eventually got the girls under control. “Let me show you what my sister and I do with Jaden. She sat on the couch, snapped her fingers and commanded, “Come!” Jaden obediently sat down beside her and she began kissing him.

Jaden could hear the murmurs from the crowd especially when he felt his penis twitch or leaked precum. There was a riot of comments when Hannah started to jerk him off. Full pandemonium broke out as he started to ejaculate.

Mia was busy videoing the whole thing.

Hannah and Sophia switched places after Jaden recovered.

“I hope you girls enjoyed the show. You can make reservations in pairs to play with him whenever my mom is gone. You should have all seen what my sister and I did, but we’ll be willing to show you what to do.

Mia told the girls, “I have dozens of pictures and some really good videos. I’ll give you a link where you can download them after I put them in the cloud.”
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Re: Hannah's Boyfriend

Post by Jeepman89 »

Great chapter Namb. Love the power the girls have over Aiden. They have pictures and videos of him naked and jerking off. Other girls have been included now so it's no turning back for him. What do they have in store for Aiden going forward, I wonder. Will they make him get naked out of the house?
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Re: Hannah's Boyfriend

Post by Trundle »

Another fantastic chapter.

I love how dominant Hannah is with Aiden, he's completely submissive to her and her friends now.

Would really love to see more updates, is there a chance Aiden is forced to be naked outside of the house? Maybe in the garden, out in the street, in one of the other girls houses. There's tons of potential. Maybe he's taken somewhere and forced to strip and they run off with his clothes?

Great stuff so far!
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Re: Hannah's Boyfriend

Post by Jeepman89 »

Great idea, Trundle. I would love to see the girls take Aiden outside of the house for even more embarrassment.
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Re: Hannah's Boyfriend

Post by Namb »

I will have to ask my characters what they plan to do next. I know that they know that they will get in trouble if they attempted public nudity with the boy or allowed any adult to find out.

According to whispered conversation among the girls, there is a question on how they can get their brothers, cousins or other boys to allow them to do this with them and if there are other things that they can do with the boys besides jerking them off.
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