Cindy's vacation - Chapter 2 (New)

[AnnaBlushhh]

This is my second story arc here (don't worry, Alyson's new chapter is coming soon). Please don't be shy (like Cindy is) to leave a comment whether you liked the story and if there is any room for improvement.



“Bye love, I’m going out, and will be back in couple of hours.” Cindy said to her boyfriend while looking for her shoes.

“Where are you going?” Eric asked.

“Oh, for fucks sake, I told you like 100 times already.” Patience was never Cindy’s strong side even though she was 32. Repeating the same thing over and over again was so frustrating. “I couldn’t manage to go to beauty salon before we went on holiday, so I found a salon here and reserved the Brazilian in an hour from now.” She finally found her shoes. “And I’m gonna be late if you keep stalling me.”

Eric stood up from the couch and approached her. “And do you maybe remember those gift cards you gave me for my birthday last December?”

She looked up at him, confused. “Sure I do, you never used them. What’s that have to do with me going out?”

“Well, I want to use the one where it says that you’ll answer yes to everything I ask or say.”

“What, like right now?”

“Yup.”

“But I need to go to depilation, I feel awful and it’s like forest down there. You don’t know what it’s like when you have a bush during the summer.”

Eric had that smirk on his face which she found so adorable. “And that’s the very reason I want to use the card right now.”

“Oh God, seriously…? You want to see me in this state? Like I’m not already unattractive enough.” That was far from truth, but Cindy had always been harsh on herself. She was 5’3 and had strong thigs and a bubbly butt which was her main feature, although it aways produced her problems when choosing the right jeans. On the other hand, her tummy was always flat and even 6 pack could be seen under right light, she never liked her legs, nor that she’s being short. Finally, her boobs were small and perky, and she usually still imagined herself as being a teen and that’s why she often dyed her hair in various colors. At this time, she had pink and blond highlights on her natural long brownish hair. There were still situations where people in stores asked her for ID, both due to her figure and a cute face with big round eyes.

“Yup, I’m dead serious. And that card says I have every right to ask whatever I want from you.” Erik replied. “And right now, I want you to ignore the depilation treatment and get naked from the waist down. You may keep the top. For now, at least.” He was grinning.

Cindy sighted with frustration. “Ok, ok, fine, I’ll do it.” She started to pull down her jeans, and few seconds later her pink panties. Then she straightened, lower half naked, except for socks she was still wearing. There was an enormous brown bushy triangle which she tried to unconsciously hide with her hands. She really didn’t feel comfortable, nor sexy, in this state. She felt slight breeze between her legs due to draft running in the apartment which make her feel more exposed than usual.

“Remove socks as well.” Eric said. “And then I want you to put on those black high-heels we packed in case we go somewhere fancy.”

Cindy was getting more and more nervous, entirely self-conscious of her state down there. “Oh come on, like it matters which shoes I’ll wear when you just want to fuck me.”

“Yes, it does. Now do it.”

She went to the large suitcase in the corner and bent over, starting to look for the shoes.

*SMACK* She suddenly felt her right ass cheek burning from the slap. She was used to random spanks, but usually they happened during the sex.

“OUUUCH. Seriously? You couldn’t wait until I’m ready?”

“I couldn’t resist.” he responded “Now, hurry up.”

And then he started slapping her ass while she tried to dig out the shoes.

“OW, OW, OW, I can’t concentrate, stop, OUCH, OWW” Cindy wiggled her butt, trying to amortize the hits while frenetically searching for the shoes. “Ok, ok, here are they, now let me put them on.”

When she was finished, she stood up and looked at him challengingly. She felt a bit better and sexier now that she gained some height due to high-heels.

“Now what? Are you gonna fuck me in these?” She smiled “Not the worst idea you had, but you could at least let me shave myself first, it’s like jungle out there and I don’t feel comfortable at all.”

Eric was still remarkably calm. “In time, maybe… We’ll see.” And then he got more serious. “Now, put the hands behind your head.”

When she obeyed, he came to her and started to caress her pussy hair which immediately made Cindy really uncomfortable.

“Can you please stop doing it, you know how much I hate when I’m unshaved.”

His voice was stern. “I couldn’t care less, not with that birthday card being in play.” And then he grasped her bush with one hand and started to lead her towards the window. “Now, come with me.”

Cindy didn’t even realize what was happening at first. “Wait, ouch, what are you… Ouch, slow down…” And then she realized where were they going and instinctively went to cover herself.

“Don’t you dare to lower your hands or there will be consequences.”

“Fine, ouch, just, be careful, my pussy starts to throb and itch.” She said, becoming nervous and feeling the desperate need to scratch herself down there.

He ignored her complaints and led her all the way to the window. The house they were staying at was close to the beach, and the window had shutters pulled down to keep the summer heat out as much as possible. The windows were also from top to bottom, allowing tourists magnificent view during the sunset. She however complained that anybody could see them through the windows due to pedestrian zone being close, like 20 meters away and couple of meters below their apartment.

“Now, I want you to face the window.”

She did that and stood there, watching the closed shutters. Her butt was slightly pink from the brief spanking few minutes ago. She already had tan lines from being on the beach for couple of days, which made her butt more pale compared to the rest of her.

He was now caressing her ass “I told you those gym classes will pay off. Look at those firm round cheeks. It’s like they’re begging me to redden them more.” He then spanked her lightly. “Not to mention that high-heels are exposing your bums even more.”

“Please don’t lie to me, you know how I feel insecure about my ass and thighs.” She never liked someone giving her compliments. It all seemed so fake.

“Good that you’ve mentioned thighs, now spread those legs further… further… Yup, that should do it.”

She was now standing with legs widely spread, her hands behind her back, naked from the waist down. For some reason she even felt more naked when she had just a shirt than when she was all nude. Eric started to lift the curtains,

“NO, STOP” she suddenly screamed, panicking. “What are you doing?”

“Lifting the curtains of course, so the world can see a naughty girl being punished.”

“No no no, please Eric, don’t, someone may see me.”

She started to turn around, slightly blushing from embarrassment.

Suddenly, his voice was quiet. “If you turn around, I’ll consider our deal off and your gift card worthless.”

Cindy stopped, open-mouthed, then gulped and turned back towards the window. She would not ruin his birthday gift. When the curtains were lifted, she could see bunch of people of all ages striving towards the beach. Luckily, nobody was turning nor looking backwards, towards where their apartment was and where she was standing, legs spread and her bush being exposed. She blushed even more, silently praying that nobody will turn and see her.

“Good girl.” He caressed her hair. “Now, I want you to thank me for each spank.” And then he started to remove the leather belt from his jeans.

Cindy rolled her eyes. “Oh, how inventive…” and then she realized what he was holding in hand and started to panic. “Wait, you are NOT going to spank me with a belt?”

“Sure I will.” he responded. “And you will thank me after each hit.”

She was slightly trembling now, both from excitement and from fear. She liked being spanked, and this has often happened during sex, but it was always more about showing that she’s the sub than about actual brute force.

“Ok, just… don’t hit me hard, we need to go to a beach later and I cannot go if my ass is fully red. All my swimming suits are bikinis.”

“Let me worry about that.” he said. “Now, what you’ll say after each hit is: thank you for spanking me over my bare ass for being naughty. Can I please have another one, sir?”

Cindy rolled her eyes again and looked at him, pleading. “Come ooooon, that is soooo embarrassing.”

“I know, but those are the rules. If you don’t say it properly, or move from the window, game over.” And then he continued. “Also, I expect you to look me in the eyes over the shoulder when you thank me.”

She firmly decided not to break the rules and endure whatever was coming, if nothing else, then from the pure spite. She even bent a bit more to the front, to tease him, exposing her butt for him.

*CRACK*

“OUUUUUCHHHHHH” She even jumped a little, immediately started to rub her burning bums, and started to turn around towards him. Her ass was on fire.

“NOW LISTEN YOU BAST…”

He didn’t even flinch “You moved, so that one doesn’t count. You also didn’t say what was agreed.” He looked her straight in the eyes. “Should I add one additional as a penalty, or you’ll be a good girl, turn your ass back, bend over and take the punishment you deserve for being a naughty?”

She looked at her ass, and her eyes widened when she saw a straight red stripe over both her cheeks. It hurt as bad as it looked.

“But that was waaaay over the line. My butt feels like it’s on fire.” Then she looked at him judgingly. “You have never spanked me that hard.” She was still rubbing her bums.

He smiled at that. “I know, but I just like it so much when your ass is red. And you often complained I don’t spank you hard enough. So, let’s see how this goes.” And then he leaned over and kissed her. “I promise I’ll put on some lotion on your poor bums after we’re done.”

She snuffed a bit, turned back and yelped a little when remembered that all those people below might be watching her, being spanked and humiliated by thanking him for it. Luckily, none of them looked up.

*SMACK*

“OUUUUEEEEEE!” She was on verge of removing her hands from behind her head to rub her bums, but she managed to keep her posture. “Th… Thank you for spanking me for being naughty over my b… bare ass. Can… Can I have another one, please, sir?” These were most humiliating words she ever said, especially due to maintaining eye contact. Asking him to spank her with a belt, and even pushing her ass towards him. What was wrong with her?

*SMACK*

“UUUUUGHHHHHH” She started to dance in place from foot to foot, trying to relieve some pain. “Thank you for spanking me for being naughty over my bare ass. Can I please have another one… Sir?” She luckily remembered to add sir at the end. She didn’t want to have any more than necessary as her ass was already burning.

“Sure you can. And I also want you to smile while asking for another one.” Eric was now thoroughly enjoying the show. “Now back to position, and push your ass further towards me.” And then he stopped for a second, thinking. “And spread your legs more, I want to see your butt crack looking back at me.” Cindy hated everything related to her anus, even mentioning it. It was so un-girly like. But she complied, stretching her legs more until she could feel her butt cheeks spreading and slight breeze over her crack.

*SLAP*

“AAAAAEEEEEEHHHH” Her eyes started to water from all the burning she was feeling, but nevertheless, she turned around, forcing herself to smile and politely asking for another one. Then she looked down and saw four red stripes, covering almost all her ass and even upper parts of her thighs.

“How much more?” she asked. “It really starts to hurt and… itch. Can I just scratch myself please, I’ll be returning my hands to my head immediately?” She put on her best puppy-eyes look.

“No way, but if you bend over nicely and tell me where the itch is, and wink at me with your asshole, I’ll take care of that for you.” He responded.

She felt relieved and pushed her ass all the way towards him. She hated the next part, but she did it anyways – squeezing her anal ring for a sec, making it look like she’s winking at him. “Thanks, it’s right below the sit spot on my right c… OUUUUUUUCHHHH!” She jumped, her hands involuntarily going down to massage her ass. It was starting to get deep-red.

Eric laughed. “You’re welcome. I hope it doesn’t itch anymore.” And then he winked at her.

Cindy was furious. “Fucking bastard, I thought you would scratch me with your hand, not spank me again.” And she was still desperately rubbing her bums.

“And that one doesn’t count either.” He got more serious. “Now, because you didn’t thank me, and you also moved your hands, you’ll get five more, one after another, and then we’re done with the first part.” He tapped her slightly over the but with the end of his belt. “Now get back in position and expose that cute little butt of yours. And remember, I want your asshole looking at me all the time.”

Cindy started to answer him to go to hell, but then realized that it will be over soon, so she just gulped her words, split her butt cheeks so that her anal ring is fully visible to Eric, turned back facing the window and then squeaked, her knees bending, covering her pussy with her hands.

“SOMEBODY IS LOOKING AT ME!”

[AnnaBlushhh]

Chapter 2

Cindy looked again through the window and there were some teenagers further down, looking upwards toward her. They had both their hands raised; one shielded their eyes from the sun while they pointed at her with the other. Cindy squeaked again and moved away from the window.

“I couldn’t care less who’s down there.” Eric said. “If you haven’t been fussing around, we would already be over with it.” He approached to her and pointed towards the window. “Now, go back there, smile and ask me for another five spanks.” He paused for a bit and then continued. “And bend over and stick that butt out more.”

“Eric, there are people outside.” Cindy pleaded. “Please, let’s go to the bedroom, you can redden my ass there as much as you want. But please don’t make me go there half-naked. I’ll end up on social media.”

“Are you really going to test my patience further?” Erik was looking at her without blinking. Cindy suddenly felt so small. “No sir.” She replied. She slowly went back to the window, feeling heat rising from her neck towards her cheeks. Red with embarrassment, she looked him and smiled. She managed to convince herself that as long as she didn’t look through the window, the people down there would leave.

“Can I have final five spanks on my bare ass, please, sir?” Then, she continued, the words leaving her mouth without even thinking about them. “I’ve been a naughty little girl that deserves to be punished and publicly shamed.”

“I see you’re starting to enjoy all of this.” Eric was smiling. “Now, turn around, split the legs further apart and bend over.”

She did exactly what was asked of her, bending as much as she could. This way she desperately tried to hide her pussy from the strangers outside. She had her eyes closed as she couldn’t bare the thought of someone seeing her getting spanked.

*SMACK* “OUCH!” *SMACK* “OOOUCH!” *CRACK* “OOOUUU!” *SMACK* “AAAAAIIII!” *SLAP* “OUIEEEEEEEEEEEEEEEEEEEEEEE!”

She felt her ass burning, and was stomping with her feet on the ground, doing some kind of dance to get some relief from the pain. The last one really hurt and tears started to form in her eyes, but she didn’t know whether it was from embarrassment, pain or both. She didn’t dare look back at her ass, but she imagined it being all crimson with red stripes across both of her butt cheeks. Cindy immediately backed away from the window, sat on couch, and then yelped again when her ass stung with the pain, so she stood again, rubbing her bums, looking accusingly at Eric.

“Oh, your pure red bum-bums. They must really hurt.” He said with a comforting voice. “Come here so I can touch them and see how warm they are.”

Cindy nervously came to him and he hugged her, one hand caressing her hair while the other slightly caressing her butt cheeks. She put her head on his shoulder, letting him comfort her. Her ass stung a lot, but she convinced herself that she deserved it. It was, after all, how he showed he loved her. By taking care of her.

“They are so hot and red.” Eric said, still massaging her bums. “But that’s how we teach bad girls to obey their promises.”

She just sniffed and buried her head in his chest, finally feeling safe and loved. After some time, Eric looked at the couch, seeing a small wet spot where Cindy had sat few minutes ago. He immediately moved his hand from her bums to her pussy, moving fingers through her hair, and starting to go lower. This immediately caused Cindy to shiver.

“Hah, I knew it! You’re all wet down there.” He continued to brush her pussy with her fingers. “You were enjoying every moment of it, didn’t you?”

Cindy blushed even more, intentionally avoiding to look him in the eyes. She did like it, but she couldn’t force herself to speak it loudly. What was wrong with her? Being spanked on bare ass, like a little child, and enjoying it. And even worse, the more her butt stung, the more she felt a strange feeling buzzing inside of her, craving for more.

Eric interrupted her thoughts. “You don’t have to answer me, I got all the answers I need down there.” He continued to explore her pussy with her fingers. “And that’s where you want me right now, am I right?”

Not waiting for an answer, he started to rub her, slowly, and then faster and faster, while she started to moan, not even caring that her bare ass was turned towards the window. Her knees started to buckle and her breathing intensified as his fingers started to move faster, approaching her clit.

“Mmmmmmm, oh God, yes, yes, mmmmmmm.” Cindy was moaning louder and louder, her body started to twist, her legs to spread even more to allow Eric’s fingers full access to her clit. All of a sudden, she felt his fingers furiously rubbing her clit, and at the same time her back arched, her body starting to shake. “FUCK, OH GOD, YES, YES, I’m cum…. WHAT THE HELL?” She shouted as Eric suddenly stopped rubbing her pussy and was just looking smugly at her.

“You don’t get to enjoy this day, or to better phrase it, you don’t get to cum until it’s time. And the time will be when I say it.” He smiled and she suddenly felt the urge to punch him in the face. “Now, go back to your position.”

“NO FUCKING WAY!” she screamed at him. “You said it was over, and I’m not letting you spank me anymore.” She turned her head, seeing those teenagers still being there. “Especially not with those perverts outside watching.”

Eric remained calm, which somehow infuriated her even more. “I said the first part is done. Soon, we will be done with the whole session.” He looked her in the eyes. “Now, are you still arguing, or will you let me enjoy my birthday present?”

Cindy never felt so frustrated. So close to cum, her ass reddened and itching. Her pussy throbbed as well, pussy lips swollen, same as her clit. And maybe even somebody recorded me for God’s sake! But she decided to finish this, whatever this was. She could endure it. So, she turned on her heel once again, presenting him with her red ass. She closed her eyes again, as she still couldn’t look through the window. The humiliation was too much for her to bare.

“Take your hands off your head and take each butt cheek with one hand.” Cindy did as was asked of her and slightly winced at the pain she felt when she touched her cheeks. “That’s good.” She heard Eric saying. “Now, I want you to spread them as much as you can.”

Cindy started to get really angry. “Seriously? Now you just want to humiliate me as much as possible? It’s not even funny anymore.”

But she did what he asked of her. She slowly split her legs again, bent over and pulled her butt cheeks apart as much as she could. She felt her anus being exposed and she immediately felt so humiliated. No girl should be exposing her butt crack like this, she thought. She felt so vulnerable, and what was even worse, she was exposing her crack to him voluntarily. She heard him leaving the room, and then few moments later, coming back. Suddenly, she felt a poke between her cheeks, right at her crack.

“What is this I’m touching right now?” he asked.

“You know what it is!”

“I do, but I want you to say it.”

Cindy started to burn from shame. “Come ooooon, don’t make me more embarrassed, pleeaase!”

“Say it!” he insisted, still touching her crack.

“It’s… It’s a bumhole.” she whispered.

“Whose?” Now he was circling his finger around the edges of her hole.

“Mine. It’s my bumhole, ok? Happy now?”

“Do you like it when I touch your bumhole?” Now he was tapping it. She shuddered.

“Are you serious? No, it’s embarrassing. You know I hate it when you touch me down there. It’s dirty!” She was almost on verge of tears.

*SMACK*

“OUEEEEEEEE” Before she managed to turn around and say anything, he interrupted her.

“Keep spreading your cheeks! And answer me again. Do you like it when I touch your bumhole?”

Cindy hated what she said next, but nevertheless, she said it anyway as there was only one right answer. “Yes, yes, I do!”

“You do what?” Now he started to probe her crack. She couldn’t believe what was happening.

“Yes, I like when you touch my bumhole!” She couldn’t believe what she was saying.

“That’s a good girl. Now, I’ve brought a nice wooden spoon.” He waited a few moments, then continued. “I want you to ask me, politely of course, to spank your bumhole.”

“NO WAY!” she shouted. “It would hurt too m…”

*CRACK* the spoon landed over her crack.

“OUCH OUCH OUCH, OH GOD!” she felt her crack pulsing with pain. She managed not to release her cheeks, but she started to make circular movements with her hands, resulting in her anus opening and closing. The pain was so much worse than when she was just regularly spanked.

“Yes, I know it hurts, but we cannot let any part of your ass to go unpunished, can we?” Eric responded. “Look how pale is your asshole. Ok, you cannot see it, but I can. We really should redden it so that it matches the color of your bum-bums.”

Cindy felt her head spinning. “Yes… No… I don’t know, just finish it please!”

“You didn’t ask, nor thanked me. So, unfortunately, not counting this one as well.” And then he continued. “And you better hurry, I see the crowd below getting larger.”

Cindy didn’t dare looking, keeping her eyes firmly shut. But she hoped they couldn’t see much due to her being bent over forward and still wearing a shirt. “No no NO!” She started to tremble. “Please let’s finish this in a bedroom, PLEASE ERIC.” she pleaded.

“No way. Now ask me for another one”

“Oh God, oh God, ok, ok…” I’ll be a good girl, the thought. I can do this. “Please spank my bumhole… I mean, spank my bumhole for being naughty, please!” She couldn’t believe what she was saying.

*CRACK* The spoon landed again right on her exposed asshole.

“OHHHHHHHH!” she gasped. “Th.. Thank you for spanking me! Please give me another one!”

She was now in some kind of trance, spreading her cheeks even more, like that will speed the things up. She couldn’t even start to process the shame she was feeling of her bumhole being spanked while some random perverts were looking at her.

*SMACK* Her poor crack was now involuntarily winking when she squeezed her bums from all the pain she was feeling.

“OUUUUUIIIIIII!”

Cindy now started to openly cry, mostly from shame she was feeling of asking such things. Her bumhole felt like it was teared apart. However, she felt wetness going down her thighs. This was turning her on. A lot! No way, she thought. No way I’m so deranged. But the feeling that slowly started to prevail was not a pain she was feeling but the need to rub her pussy and have an orgasm. And then to continue rubbing herself until she passed out.

“Please punish my exposed asshole for being naughty little brat. I surely deserved it.” What she just said? Is she becoming insane?

*CRACK* *SMACK* *SLAP* *WHACK* *THWACK*

Cindy barely registered the pain. She fell on her knees, spread her legs, crying and furiously rubbing her clit. She must cum now or she would die!

“Oh no, you don’t get to do that yet.” Eric pulled her up by her arm, her legs trembling and shaking. She still tried to clumsily rub her pussy with her left hand.

“NOOOOOO” she screamed, trying to pull away from him. “Let me cum, please, let me cum, I deserved it!”

“Soon.” he said. “Now, open your eyes.”

Cindy felt like slowly waking up from a dream. She opened her eyes, and the moment she did that, she saw a bunch of teenagers holding their phones, grinning and waving to her.

“FUCK!” She immediately tried to hide both her pussy and face, turning away from the window, but then remembering her butt was exposed, so she just turned away and tried to run towards the bedroom.

“No no no” Eric was still holding her hand firmly. “You still have one more thing to do before this is over.”

“Please Eric, let me GO.” she cried. “I did all you asked, my whole butt is red, my asshole is burning, and I feel so horny and embarrassed.”

“Shut up and listen, or we can begin all over again.” He looked through the window. “I’m sure those guys would love it.”

She opened her mouth to argue but then thought better of it, and closed it, looking him with mixture of rage and impatience.

“That’s a good girl.” He let go of her hand. “I want you to go to the window, turn your ass to them, bend over, spread your bums with your hands and wink them few times with your asshole. Then you’re free to go to the bedroom where you’ll have some time to rub yourself and I’ll even help you with some extra toys I prepared.”

Cindy was mortified. “You can’t be serious? They’ll record me.” And then she added. “Eric, I’ll end up on every social media and porn site that exists.”

“Don’t be so dramatic. It’s a foreign country, nobody knows you and there is countless number of girls doing all sort of stuff online, so you won’t be noticed by anybody.”

She was still unsure. “Yea, I guess, but still…” But she so desperately needed to cum, that there was no way it would end with her walking away. “Ok, I do this and then I’m free?”

“Not at all, but you’re finished with this. So, you can do what I asked right now, or I’ll drag you there and spank you until your butt is not red but purple. And then you’ll do it anyway.”

Cindy couldn’t imagine her ass being spanked again, it already hurt so much! “Ok ok, I’ll do it, just don’t spank me anymore.”

She turned around, faced the window and slowly started to approach it. She couldn’t even lift her eyes, so once again, she kept them closed. Even through closed windows, she could now hear cheering from the outside. Slowly, absolutely petrified, she turned around again, reached back and spread her cheeks as wide as she could. The cheering increased. She then started to squeeze and release her bumhole. She was trying not to think what a view she must have been to those kids outside. Presenting both her hairy pussy and then her asshole. Not to mention fully red bottom. She kept thinking about how she was going to rub herself to oblivion in couple of minutes. Finally, she spread her asshole as wide as possible for the last time, and then started running towards the bedroom, wetness both in her eyes and between her legs.