sexystories Archives — Page 494 of 1074 — NSFW story

Lucky You, Lucky Me — [str8]

Levi was ready to crush the day ahead of him. He had a job interview, a quiz, three meetings, lacrosse practice, and he was giving a talk. He’d mapped out the entire day in a planner, everything so tightly scheduled he even accounted for transportation time between each location.

He’d set an alarm for 6:00am sharp. And one for 6:05. And a backup alarm. He’d packed all his meals in advance. He was ready.

Stella had given him a confidence boost the night before. Earlier in their relationship, they’d each made lists of their wildest unexplored sexual fantasies. Every so often, they’d surprise one another by helping to cross a new one off unexpectedly.

Stella felt a bit badly that she was tearing through all the easiest options first, but what she didn’t know is, the simple ones were the things Levi most feverishly desired. Like what she’d done last night. Read more »

[MF] [exh] [Mdom] [oral] [anal] Lisa – Part 4: The Full Package

Lisa responded the next morning. She had never felt such a pure rush of pleasure before, and taking it that step further is all she wanted. She had devised a plan that night, after getting herself off another time just to the memory of the day’s events.

A long series of notes followed, as her first note assured her pleasure partner that she wanted to keep the anonymity in-tact – she found it to be an insane turn-on. As they passed back and forth, a plan was formed for Lisa to rent a hotel room for the night in the city, under an alias they had decided on (Katrina Secreso; Lisa giggled at the fun of inventing an identity just for sexual pleasure). The exact activities of the night were not decided, but would be spontaneously enacted based on what Lisa brought to prepare and laid out. She would arrive first, prepare the room, and her newfound strange-lover would arrive 2 hours later, taking whatever hints were offered to him. Read more »

Going Down? [St8] [MF]

* I just want to clarify real quick that all characters are college age. It didn’t occur to me while I was writing that using “girl” could be taken as her being underage, not the case here. This is my first time posting here; it’s a little long, but tell me what you think. Hope you enjoy.

A slap sounded through the hallway. I rubbed the sleep out of my eyes and followed it. I had thought I was the only one living in this dorm over the summer. I turned the corner just in time to see a door closing. I went knock when I heard voices inside.

“My butt stings!” a girl whined on the other side of the door. My body relaxed, the slap must have sounded worse than it was.

“That’s not my fault,” a man said. “You’re the one that said I wouldn’t.”

“You didn’t have to hit that hard,” the girl’s voice again.

“But you liked it,” the man teased. The room was quite for a while. I turned away, about to head back to my room. There wasn’t a problem here, no need to interfere. And I had an early morning class. A soft moan came from the other side of the door, rooting me in place. Read more »

A surprise for her ffmmm

He is acting weird tonight. We’ve gone to the club before, but he seems nervous about something. He looks fantastic in his dark shirt and jeans and I’m feeling pretty fabulous in my sweater dress that shows enough to tease without giving away all the goods, so what’s going on? Maybe it’s because the club is so crowded, I love people but it is a bit busy.

As we finish off our glass of wine, he seems a little more relaxed but like something is still off. I have tried asking but he keeps saying everything is fine, just relax and have fun. He keeps rubbing his fingers over my arm, back down to lightly grip my breast through my dress and kissing my neck softly. I’m pretty sure if he keeps this up, we are going to need to find a room or a corner in the back because I am extremely turned on. Maybe that’s why he’s doing it. I think he enjoyed plunging his fingers in me in front of everyone last time we were here. I couldn’t do anything but cling to him and moan, oblivious to all the people standing around. Just thinking about it make my nipples harden, that’s going to be noticeable without the bra I tossed in the back seat of the car earlier. Read more »

How I got seduced by a Cougar as a gay teenage boy.

(Real story)

So, I just found this sub, and thought I’d tell a story that happened to me as a delivery boy, when I was 16.

I used to deliver pizza for the local place as a teenager, which was actually quite well-known in town. I usually worked the night shift. So, one day, at around 22:00 (my shift ended at 22:30), a woman called, and made an order. Every other guy was already busy, so I took it. I grabbed the pizza off the counter, and off I went.

So, I climb a couple of steps, and knock on the door, since there was no bell to ring. An older woman (early-to-mid-40s) opened the door, wearing a see-through bathrobe. She asked me to put the pizza on the table, and wait there for her to grab some cash. I agreed, and waited.

She came back, and was naked. No underwear, nothing. She asked me if she could pay with “something else”, smiling seductively. Me, being a clueless, nervous 16yo, still didn’t understand what was going on. Plus, I’m gay, so it really didn’t do much for me.

“What?” I asked nervous and low-key confused. Read more »

He Mistook Her for a Shy Girl. Part 3: Raising the Stakes. [Mff] [Mast] [FMast]

Chris’s feeble defences had been broken. He wasn’t able to fight against the emotional and sexual weapons in Chloe’s arsenal. He became distracted, his work on his book slowed to a crawl – he was behind schedule and lacking sleep. How could he ignore his foe, when she was a regular visitor in his home and his daughter’s best friend and crush.

The pictures continued to be delivered to his phone unabated. He couldn’t stop himself looking, if only they were to be deleted immediately after. He thought of going to Tammy a few times and coming clean. But he didn’t want his wife to know that his sexual curiosity for a woman 20 years his junior was the trigger for this calamity.

Jess and Chloe became ever closer – he was pretty sure his daughter wasn’t gay but there was no doubt she was finding joy in the experimentation of bisexuality. This seemed to totally pass Tammy by, but even without the unwanted pictures that Chloe had sent him the signs were obvious: the hand on the bottom as they waited to cross the road, the entwined fingers as they watched a movie, the exchange of tongues in a stolen kiss in the swing seat at the bottom of the garden. Read more »

[FM] [exh] Lisa – Part 3: Public Indecency

Lisa boarded her normal 8:23 train as she had almost every workday morning for the past few years. Her outfit was tight, but work appropriate, though mostly hidden by her coat. Her skirt was short, but modest enough, and on this particular morning, came adorned with a small, pink paper clip – the only kind the drugstore had in stock the night before. Still unsure of how her mysterious partner was finding her among the multiple train cars, she could only hope that her subtle message was received loud and clear.

She stood in the crowded car, surrounded by dozens of people that could potentially be the one she was waiting for. Was it a man? Perhaps a woman? Wouldn’t that just be… intriguing, Lisa giggled internally to herself. She’d never really envisioned herself with another woman, but she certainly wasn’t against the prospect. It was at that moment that she thought she felt a deft hand enter her jacket pocket, no doubt checking if she had written a note describing her limits. Of course, she knew, there was no such note to be found. A moment later, she ran her hand down her skirt, only to find the paperclip missing from its deliberate location. Read more »

Jenny and her jerk of a step brother

Jenny was sitting on the couch when her step brother came in from his run. He walked past the tv and turned it off as he walked by. “dick!” She said, he chuckled and went into his room. It was hot she was in a t-shirt and panties watching her shows. He came out in nothing but his boxers and sat on the couch next to her, he leaned back and stretched his arms on the back of the couch and she noticed it, a bulge. Gross she thought as she stared at it. “I don’t want to watch this crap!” He said “I don’t care, I’m watching it” she replied and they sat in silence for a while.
He suddenly reached for the remote, if she hadn’t been staring at the bulge she would have missed it, she dived to the side and he followed she extended her arm to keep it away from him, he put his weight on her trying to keep the remote away “give it to me” he said “no damnit, get off” she said, he was pressing that bulge against her ass she could feel it. Her shirt had come up a bit her butt was exposed. He pressed on her and reached again but she was able to pull the remote in close and hold it in her hands next to her chest he dug his hands in to try and get it his palm roughly rubbing he nipple. She started to get chills, could he feel how hard her nipple was? He grabbed it and pinched it to try to force her to give it up but instead of yell she moaned.
He stopped and got up on his knees over her. “What the fuck? Did you like that?” He asked. “No! Jerk” he pulled his crotch away from her and looked down. The front of his boxers were wet “you did like it, oh man you’re all wet.” He said. He sat back on his heals and she sat up and leaned forward “your always such a jerk” she said, he sat on his butt one leg off the couch against hers and the other behind her back he reached out and put his hands on her thigh. “Mom and dads perfect little princess, always so proper the boys on campus always talk about your body, big boobs, bigger butt, but your just such a tease.” He stroked her thigh up and down she leaned back trapping his leg he put his other hand on her shoulder his hand moved up her leg again closer to her panties they were so wet what the hell was she doing he’s such a jerk. Always eats the last of her favorite dessert, turning off the tv, jumping in the bathroom when she needs to get ready but his hands felt good. “I wondered why you tease them only kissing, are you afraid of what it will feel like? Well it feels so good. You should just do it.” His words swirled around her head.
His hand moved from her shoulder slid down her chest and caressed her breast one finger rubbing her nipple. The hand on her thigh was at the edge of her panties now she knew he could feel how wet she was. She looked at his bulge it was a solid outline now, her boyfriend had sexted her pics of his but it didn’t look half as big “your wet, you like your step brother rubbing you, you perv.” She didn’t know what came over her she reached down and grabbed his cock “you seem to like it too jerk” she replied giving it a squeeze. His hand was on her now rubbing her clit up and down circling her pussy back up and down her clit pinching her nipple squeezing her breast she felt so good she held onto the outline of his cock for support as pleaser waves rolled over her. Suddenly the thought of her parents coming in the front door seeing her brother touching her and her touching him pulled her away. She stood up and walked away.
Their parents would be gone the whole weekend she walked to his room took her shirt off looked over her shoulder at him smiled and went into his room. She sat on his bed, his room was a mess it smelled like him after the run, but she found herself breathing deeply taking it in, his trash was overflowing with used tissues his laptop open next to the bed she remembered listening to him jerk himself every night sometimes 2 or three times, porn playing low in the background the walls were paper thin and his room right next to hers his low grunts as he came into the tissue. His sheets were a mess did he ever change them? Two nights ago he had snuck a girl in after their parents fell asleep he had fucked that girl for an hour whispering commands she couldn’t hear. The girl begging to be fucked in all her holes her moans the sounds of there messy sex going right through the walls. When he was done he had roughly kicked her out and not 20 minutes later had been jerking to porn. Had she heard him say Jenny as he came? it was so quiet.
He was standing in front of her now he pushed her back onto his bed and pressed his face into her chest he sucked and pinched her nipples and squeezed her breasts. He moved his head back and gripped both her boobs gently shaking them and watching them jiggle “I have wanted this for so long” he said. He kissed her boobs sucked on her nipples more and more ferociously getting caught up in his lust all she could do was moan, it felt so good she gasped as his hand touched her clit. He rubbed up and down he went inside her panties, “your sooo wet” his fingers circled her pussy, pressed on the entrance. He slipped a finger inside pulled out her juices and rubbed them up and down her clit. It felt so good her nipples her clit she was gripping the bed writhing.
He moved down her body pulling her panties down as he went she could feel his hot breath on her clit his tongue touched it and she shivered a waterfall of pleasure crashed onto her as he licked up and down her clit taking it in is mouth sucking like he did her nipples his hand grabbed hers and set it on her breast then moved over to the other. He began to pinch and roll her nipple in his fingers squeezing her breast she copied him with her own hand. He became more veracious sucking and licking, his free hand probing her hole pushing in and out sending more waves of pleasure. A second finger went in it was rubbing a spot in her “oh god” she said, she could feel something building in her rising up she gripped the sheets his smell enveloped her he removed his mouth one hand now rubbing her clit one fucking her pussy rubbing that inner spot “oh fuck” she said his hand furiously rubbing her clit.
She exploded! a deep moan escaped her lips she convulsed arched her back and squirted all over his hand. He stood and she saw his big cock and balls sticking out of the hole in the front of his boxer briefs he rubbed it on her clit and around the entrance to her pussy. He rubbed it with his wet hand spreading her juices on it and guiding it in slowly spreading her. It was a little uncomfortable he was thick and long she wasn’t sure she was ready but the head was in, now a bit more she felt stretched and full he pushed more in.
He pulled out she felt empty he grabbed her leg and moved her to the center of the bed he slapped her clit with his cock and positioned it at her entrance. “Do you want it? Do you want your step brother to fuck your little pussy princess Jenny?” “Please, please fuck me, put it back in please” with that he pushed into her a wave of pleasure and pain and the feeling of fullness came over her. He was so deep he pulled out and pushed back in with another wave more pleasure than pain this time out and in increasing his rhythm. His big cock was stretching her and something was rising in her again. His hands coarsely grabbed her breasts needing them and gripping them for leverage as he pulled himself into her over and over. Pleasure rolled over her, he fucked her his rhythm changing fast then slow but always deep. How long had this been going on? All she new was pleasure now. She was close again he made the grunt she had heard so many times through the wall he was close the orgasm was rising faster in her now but now she felt so full he said “oh fuck yes” and shoved deep in her and she felt it, his cock swell and an avalanche of hot cum push into her pussy. The pressure and heat sent her over the edge a wave of pleasure “oh yes she screamed”. Her orgasm was intense strong and lasted so long but it slowly subsided. He collapsed on her chest rubbing his sweaty face on her breasts gripping and sucking on them as he softened and slipped out of her. He laid down next to her and fell asleep holding her sweetly, maybe he’d be nicer now