#inappropriately dressed

Gina and her husband decided to book a vacation in Ibiza.  They booked a stay through Air BNB, but didn’t read the booking very carefully.  When they arrived, they were surprised to find out that they were sharing the small, two bedroom apartment with another person.

Gina and Jim pulled their luggage in from the taxi and were surprised to find the apartment already occupied by Marco. Marco was a tall, handsome, young Italian man that spoke very little English.  Neither Gina nor Jim spoke any Italian, so they had to communicate through broken Spanish.

They managed to eventually understand each other and Marco helpfully volunteered to take the smaller of the two rooms, moving his belongings and tidying up as Gina and Jim got settled.

As they unpacked, they suddenly realized that there were other cultural differences beyond language.  Marco knocked on their bedroom door.  Gina opened it to see the tall, lean young man wearing nothing but a tight speedo, bulging in all the right places.  Gina was petite, even for an Asian woman, and her face was nearly at Marco’s waist. 

“I go beach,” Marco said in practiced, but broken English. “You come?”

Gina politely declined, but was visibly impacted by the sight of his nearly naked body. While he was at the beach, Gina and Jim used the alone time to relieve some of their stress.  Gina was particularly aggressive.  She later admitted she was turned on by seeing Marco like that.

The next morning, Gina woke up first and decided to make breakfast for her and Jim. She secretly hoped Marco might join them.  She started to get dressed when Jim interrupted her. 

“Why don’t you make breakfast like you did on our honeymoon?” he suggested.

“What?!? No way!” she said. “Besides, grease splattering on naked skin is something smart people only do once.”

“Here,” Jim handed her a red kitchen apron, “wear this.”

Shortly after, Gina was cooking in the kitchen wearing nothing but the red apron to cover her cute, petite little frame. Jim was helping himself to some orange juice when they heard Marco starting to stir. 

“I’m going to take a shower,” Jim announced, walking right past a bleary eyed Marco.  Marco was wearing only his underwear and his morning wood was making sure that barely covered him.

Jim turned on the shower with a naughty giggle, wondering how his cute little wife would explain herself in broken Spanish.  As he was showering, he found himself getting very turned on by the thought of his wife with Marco, and decided to jerk off in the shower.

As he finished and finally shut the water off, he heard what sounded like talking coming from the kitchen.  He quickly dried off and snuck down the hall to take a peek.

Gina was bent over the kitchen table.  Her arms were reaching back, trying wantonly to grab at Marco as he fucked her from behind.  He was grabbing her plump, squishy ass with both hands as his long, thick cock pistoned in and out of GIna’s pussy.

Jim’s cock popped out of the towel he was wearing.  He stayed hidden behind the hallway wall, but began to jerking off as Gina begged for Marco to fuck her harder and harder.

Gina came hard, nearly passing out.  Marco slowed his pace, savoring the tight, wet little cunt.  As Gina came to, her eyes met Jim’s and she smiled naughtily.  She pushed herself away from Marco, who objected somehow in Italian.  Gina grabbed his hand and led him into his bedroom, slipping wordlessly passed her husband.

“I dunno, sweetie,” Karen said at the resort gift shop.  She was holding a little blue dress against her and it barely covered her bikini. “it’s a little short, doncha think?”

“Nah, it’s fine,” Henry assured her. “I think you’re supposed to wear it with a bikini or something,” he said. “Besides, your legs are a lot longer than most women,” he added.

The store clerk didn’t hear them talking, and assumed they were buying it as a gift for a daughter or niece, as it was a junior’s size.  

Karen tried it on back at their hotel room. She kind of liked it, as it showed off her legs.  Karen loved the dress so much, she wore it almost every day.  After a day or two, she stopped wearing her bikini top underneath.  She was getting pretty confident with all of the looks and compliments she was getting.

Henry was surprisingly frisky with her as the attention his wife was receiving had an effect on him as well.  As their sex life picked up, Karen became more and more horny herself.  As their normal routine wasn’t doing it for her, Karen encouraged Henry to be a little more adventurous.

“Put it in my ass!” she practically begged in the heat of the moment.  Henry did and it sent both of them over the edge. Afterwards, Henry said he was surprised she enjoyed it, much less let him try it.

Karen shrugged. “We’re on vacation,” she said.  “Vacation sex doesn’t count!”

Karen found herself flirting openly with some of the single men at the bar and beside the pool. The men became more and more aggressive and Karen did nothing to discourage them.  After dinner, back at the hotel room, she told her husband that one of the strangers grabbed her ass and she liked it.

Henry and Karen were both surprised by his reaction.  He was randier than ever.  “Go ahead and fuck ‘em,” he said, grabbing his wife’s ass firmly.  “Vacation sex doesn’t count,” he added, repeating her words.  After fucking to near exhaustion, they both slept through until morning.

The next morning, Henry awoke to some strange sounds.  He looked up to see his lovely wife, bent over the hotel’s sofa.  Her bikini was strewn across the floor.  A young, strapping stranger was fucking her from behind.  She pulled the other man’s cock from her mouth just long enough to wink at her husband and say, “Vacation sex doesn’t count.”

“Deb, what are you doing?” her neighbor Jim asked as she peered over their fence. Deb was washing her windows wearing a skimpy maid’s outfit.

“Oh, hey Jim!” She called back casually. “Oh, I lost a bet with my husband and this is part of the deal.”

“Must’ve been some bet,” he joked, trying not to be obvious about peeking at her surprisingly sexy body. “Can I go double or nothing on that with you?”

Deb looked at her young neighbor over the fence and considered it. “What do I get if I win?” she asked suspiciously. He told her to name her price, still unsure if she was serious. “How about you have to wear this outfit and clean my house?”

“Okay. What’s the bet?”

“Well, Gerry bet me about the super bowl, but that’s out.” They agreed on a basketball game later that day and picked their teams.

The Warriors lost in an upset and the next day, Deb showed up to clean Jim’s windows in the same skimpy outfit. Jim had a good time watching his neighbor’s wife, even taking a few pictures for the memories. When she was done, she let herself in.

“So, where do you want me?” she asked. Jim gave her a quizzed looked. “The bet with Gerry was a window cleaning and an afternoon of no holes barred sex,” she said. “I wouldn’t want to welch on my bet, would I?” She dropped the skimpy outfit to the floor.

Anna was always shy.  Marrying Steve was probably one of the most adventurous things she had ever done, which was saying a lot.  She was a good mom, attended every PTA and teacher conference, and kept her husband and her kids happy.

It was a surprise when she won the fashion contest.  She didn’t even know she was entered, but Steve mentioned that he had put her in for it.  “You should get pampered once in a while,” he told her.

“But we can’t afford to buy anything!” she protested.

“It comes with a budget, doesn’t it?” Steve asked.  Eventually, Anna was convinced and made the appointment with “personal shopper” from the contest.  Steve was supposed to meet her there, but he had a last minute emergency at the office, so Anna went to the personal shopper’s office alone.

She was surprised to find that it wasn’t really an office, but his apartment. He had a lot of clothes ready for her, all in her size.  Anna was a little surprised at how revealing all of the clothes were.  During a break, she called her husband, worried.

“Honey, come on. You’ve got a great body. The whole idea is for you to pamper yourself and feel special. You’re worth it,” he told her. He went on to describe her best features, like her supple breasts, and her long, smooth legs.  “Have fun, and send me pictures!”

Anna was emboldened by her husband’s encouraging words. She went to the personal shopper, Tyler, and warmed up a little more to his suggestions.  She asked him to take a few photos to send her husband, and he gladly obliged. Steve responded to each text with raving compliments, which only encouraged Anna even more.

Anna found herself getting turned on more and more, especially after Tyler started joining in on the compliments. She had thought he was gay, but when it came up, he laughed and said he was very straight. Having such a young, handsome man compliment her only made her more and more turned on.  When Tyler suggested they try some lingerie “for Steve’s benefit,” Anna found herself agreeing, even eagerly.

The lingerie was very revealing. At the beginning a lot of it was see through.  “Your husband’s right,” Tyler told her, “Your breasts are amazing,” Anna was hesitant to send Steve any pictures of the revealing lingerie.  She was less embarrassed than nervous her husband might be jealous and tell her to stop.

To her surprise, Steve was supportive and even sounded turned on.  After a while, the see-through lingerie was nearly non-existent.  Her breasts poured out of the top of the bustier and the split crotch panties did nothing to cover her warm, glistening pussy. Tyler was adjusting her garter when his hand “accidentally” grazed her pussy lips.  Anna nearly collapsed from the electricity that surged through her body.

Before Anna knew it, she was on her back and Tyler’s mouth was humming between her legs.  She came so hard, she felt as if she had passed out.  When she awoke, it was from the orgasmic, stretching pain of Tyler’s cock pushing into her aching, wet cunt.

“Nnnno, nooo!” Anna cried.  Tyler’s cock was barely inside of her, but he pulled it out. “I want it from behind,” she moaned, turning over onto her knees. 

“As you wish,” Tyler said as he pulled her slim hips towards him, impaling her on his cock.  Anna came twice more in quick succession before she began to grow accustomed to Tyler’s size. When she did, she was eagerly slamming herself back onto him, grunting and growling for his seed.  “Shit, you’re gonna make me cum,” Tyler warned.

“In my mouth!” Anna demanded. She pulled away from him and spun around to catch her reward in her mouth, swallowing it all.

Three hours later, Anna was sleeping soundly in her lover’s bed.  She purred a little satisfied moan when she heard her husband’s voice, speaking with Tyler.

“How did it go?” Steve asked.

“Wow, she was a real freak once she opened up. I mean–wow,” Tyler was saying. “I’ve been with pros that weren’t as talented. You sure she never…”

“Yeah,” Steve laughed. “As far as I know, I was the only guy she had ever been with,” Steve said correctly. “I’m glad she came around,” he added. “What do I owe you for this?”

“Well, I can send you a bill for the clothes if she wants to keep them, but the session is on me.  I mean, wow. I’ve been doing this for a few years and she’s the best I’ve had in a while. Give her my number if you’re cool with that.”

“Please do,” Anna piped up from the bed. “And if he has a few friends, too.”

Jake’s friend had dragged him to the 80′s band festival. It was across the state, miles from home, so he wasn’t exactly happy to be there.  He was driving, which meant he was the only one not smoking weed or getting drunk. Jake left his friends, who were lit, to try and find something non-alcoholic to drink.

“Debbie?!?” he said somewhat shocked to see a coworker.

“Jack?! Sorry, Jake, right?” Debbie said sounding oddly professional for someone wearing a see through one-piece in public.  “I didn’t know you were a glamor rock fan,” she said.

Jake noticed she seemed a little buzzed.  He was beginning to think he was being pranked because Debbie was pretty straight laced and was in HR at work.

“Hey, I like your shirt, man,” she said sounding more casual. “You’re tall!” she said all of a sudden, staring up at him. “Sorry, I’m a bit wasted,” she said putting a finger to her lips before leaning against his chest playfully.

Debbie’s hand was suddenly on Jake’s bulge. “So, is your wife here?” she asked in a hushed tone. She squeezed his cock through his jeans. “My husband is totally stoned and I need some hard cock,” she practically growled in his ear as she held onto his cock.

“Yeah, definitely,” Jake said. He led her out of the crowded area into a secluded area with a few empty tents. “Come on, in here.”

Jake was surprised at how willing and freaky Debbie was. She sucked his cock like a professional, gave him a rimjob, fucked his brains out and even let him fuck her up the ass, twice. 

Between debauchery, Debbie told him that she got off fucking random strangers behind her husband’s back.  She would buy slutty outfits and wear them in public, wearing them under her regular clothes until her husband got drunk or high.  “The thought of getting caught turns me on so much,” she whined before working herself up for another romp with Jake.  At the end of the night, they slipped out of the tent and each went back to their groups.

The next workday, Debbie called Jake into her office. She closed her door and lowered the blinds. “Look,” she said sounding like the uptight professional he knew her to be before the festival. “I don’t think either of us want our spouses finding out about this weekend. I just want to be sure you’re willing to keep what happened to yourself,” she said. “I’m sure your wife doesn’t need to kno…”

“I’m not married,” Jake pointed out. All of the color drained from Debbie’s face.  She started to drift towards threatening his job, but he cut her off again. “But you are,” he reminded her. “Aren’t you married to Glen in Corporate HR? I have to imagine that would be a double whammy for you.“

Debbie looked like she was about to faint, clutching at her desk for support. “It’s your word again…”

Jake pulled out his phone and pressed play. On his phone, Debbie was screaming his name and telling him to fuck her harder. “Your cock is so much bigger than Glen’s!” she cried out before Jake stopped the video.

“Now, I’m guessing this isn’t your first time trying to blackmail someone,” Jake said, standing up and approaching her. “And you know I could have your fired and tell Glen about all the nasty little things you do behind his back,” Jake continued ominously, now looming over her petite frame. “But I have to say, I really, really enjoyed it.” He pushed her to her knees and pulled out his cock.  “Just a little down payment on tonight,” he said as Debbie took his cock into her mouth.  “You’re going to be my little plaything for a while,” he promised.

“Come on, Kelly, you know I was just joking,” Jim told his wife.

“Nah, you dared me,” Kelly corrected him. “So now my honor is at stake,” she said mockingly. She adjusted what little of the dress she could, checked herself in the mirror one last time and marched downstairs. “You wanted your wife to show her body off to two strangers,” she warned him.

The two delivery men were just finishing up, collecting the boxes and straightening the washer and dryer in place. This was their last delivery of the night, so they werw anxious to leave and head home.

“Holy shiii…” one of them said as he caught sight of Kelly walking down the stairs.

“My husband said I was supposed to give you a tip,” she joked, trying to twist the knife on her husband. She sauntered over to the two, young, strapping men and teasingly traced her finger down the length of one of their biceps. “But I say, why stop at the tip?” Kelly was really pouring it on, trying to make her husband jealous while having a laugh. She expected the guys to appreciate the show, maybe get her riled up for her husband after they left.

“Oh hell, yeah,” the younger man said. He grabbed Kelly by the hips from behind. Before she could say or do anything, her skimpy dress was hiked up, revealing the surprise she had intended for her husband. “She ain’t even wearing panties,” the first man said to his boss. His fingers were quickly deep inside of her wet, aching pussy.

“Shit, let’s do this,” the older man said, dropping his pants and pulling out a thick, hardening cock.

The younger man’s cock was already inside of her, pounding away from behind as Kelly let the older man guide her head down to his waiting cock. The younger man came quickly, filling Kelly’s aching pussy with warm, sticky cum. The older man spun her around, taking his cock from her mouth and pushing it deep into her pussy.

As he spun her around, she was faced with a third man, the driver, who had come back to see what the delay was about. Kelly didn’t wait for him to react. She grabbed the third man’s zipper and pulled his cock into her mouth as the older man pounded away at her from behind.

Out of the corner of her eye, as she was stuffed with two strange cocks, Kelly sqw her husband at the top of the stairs. His shorts were down and a pool of his own cum was still dripping on the stairs from moments earlier. He was furiously pumping his cock again as the thee men below had their way with uis wife.

“Rachel…is that what you’re wearing?“ her husband asked. “I know we’re on vacation, but…”

“Oh, don’t be such a prude, Tom,” she answered. “People here put tits on the front page of the paper,” she said.  “I went topless at the beach today and the world didn’t end.” In fact, Rachel’s self esteem got quite a boost from the attention she received from the foreign men.  “It’s already dark out,” she added as a final rationalization. “Come on, we don’t want to miss our reservation.”

Tom insisted she bring a jacket, but once they were on the street and she got her first look from one of the hot young French boys, the jacket came off.  She felt exhilarated walking around the seaside town practically naked as all the young men snuck a peek or even stared openly. “If only the girls in the PTA could see me now,” she thought to herself.

After dinner, Rachel told her husband she wanted to go for a stroll and do some window shopping. The truth was, she wanted to be seen a little more.  Tom found a street performer and stopped to admire the act. “I need to find a bathroom,” Rachel told him, “I’ll find you later,” she said as her husband waived her off.

She approached a young, handsome man who was on his phone and asked if he knew where the bathroom was. Although the man didn’t speak much English, he could tell this woman wanted attention more than directions. “This way, I show,” he said leading Rachel down a side street.

When they reached the dead end, she turned around a little confused. “You want this?” he asked, grabbing his bulging cock through his pants.

“No, I uh…” Rachel hesitated.

The man stepped aside to let her pass, but she didn’t move. “Okay. Go,” he said. Rachel stood there failing to not look at the stranger’s chest and down to the man’s bulge.

“Yes or non?” the man asked. He took her hand and put it on his chest under his thin cotton shirt. “You like this, yes?”

Rachel’s heart was racing as she felt her head nod up and down. She found her free hand on the man’s crotch, fumbling with his zipper as their lips met. In a heartbeat, Rachel’s skirt was over her hips and she was leaning over a pile of boxes as the stranger’s cock filled her from behind.

Twenty minutes later, Rachel staggered out of the side street alone. The stranger’s cum was still dripping down her leg when she found her husband, still admiring the street performer’s act. Only when they were back at the hotel did he notice that his wife’s panties were also missing.  “She must have been really drunk when she used the bathroom,” he reasoned. “That would explain why she could barely walk all night.”