Experimental - Cover

Experimental

Copyright© 2024 by Its a skirt, not a kilt

His sister’s boyfriend.

Young Adult Sex Story: His sister’s boyfriend. - An experimental story to see how storiesonline’s ‘interactive’ function works. The story starts off with the main character being a young teen boy, then after that, it’s up to the reader. Well, that’s the theory.

Caution: This Young Adult Sex Story contains strong sexual content, including mt/ft   mt/Fa   Ma/mt   mt   Teenagers   Coercion   NonConsensual   Rape   Reluctant   CrossDressing   Crime   Incest   Sister   MaleDom   Humiliation   Rough   Spanking   Anal Sex   Bestiality   Masturbation   Oral Sex   Petting  

The door opened all the way and in walked Jared, his sister’s current boyfriend.

Merry looked at him in horror, his brain frantically trying to come up with something even slightly plausible for his current state of dress. He opened his mouth.

“I wouldn’t even bother.” Jared said with an amused smirk. “Nothing you say will dig you out of this hole. Though by all means, give it your best shot. Normally, I enjoy a laugh, but this,” He waved a hand at Merry, “Is going to bring a smile to my face for fucking weeks.” As if to bring the point home, he let out a bark of laughter. “Where’s your sister?”

“Out.” Merry said meekly.

“Like, duh! Where, and when will she be back?”

“She’s down town, shopping. Probably back around four.” Merry moved to the bed and his clothes, moving to pick up his trousers.

“NO!” Merry stopped at the stern command. “Stay as you are for the moment.” Merry looked down wishfully at his clothes. This had rapidly turned from an enjoyable morning to the stuff of nightmares. Jared stepped closer, looking Merry up and down intently. “You know, a bit of make up and longer hair, and you could pass as Claire’s younger sister.” Jared’s hands came up and landed heavily on Merry’s shoulders. “Meredith. Merry to her friends and ... lover.” Jared’s hands on his bare shoulders turned him to face the wardrobe mirrors and Jared took two steps closer to push himself up against Merry’s back.

“Did you know, the first time I saw your sister, she was wearing this dress? And the first time I fucked her. Mind you. Both were on the same night.” Jared didn’t remove his hands from Merry’s shoulders. His head was above Merry’s, looking at their reflection.

“I had been dragged to a party by a girl friend I was fully planning on dumping after I fucked her one last time. Most likely after the party, once she had one too many. The party was every bit as tedious as she had become and as I was expecting, and then, I saw her across the room, in that ‘fuck me every way’ dress, and I didn’t give any more fucks about my ex. I wanted to bury my cock in someone else. She was dancing with a girl and I moved in. I moved in close and she didn’t object. Her pal got the hint quickly and fucked off. After a song or two, I moved round behind her. Like we are just now. She had heels on, so her head was only slightly below mine, she was taller than you are now. Your sister has amazing tits and it was fucking obvious that she wasn’t wearing a bra. I looked over her shoulder down her front and upon a cleavage I wanted to bury my face in. ‘Like what you see?’ she said to me. And I replied ‘Yes. Very much so, and the rest of the body that goes with it.’ She laughed, but didn’t object when I rested my hands on her hips.”

Jared moved his hands slowly down from Merry’s shoulders to rest them on Merry’s hips.

“We danced a bit more, and she ground her arse into my groin. I was hard as a rock and I bet she could feel it, pushing into the cleft of her arse cheeks. Any pretence as to my intentions was soon gone, when I pulled her hips back harder against me and I started to rub myself against her own gyrations.

“She turned her head, to look at me over her shoulder. ‘You’d best be careful, or you might make a mess in your trousers... ‘ I slipped a hand down from her hip to land on her bare thigh. I stroked the smooth soft skin and told her that, the only mess I would be making tonight, was inside her. ‘You’re a cocky one.’ she said and in reply. I moved my hand up and over to her inside thigh, only stopping when my palm slid over her cunt. She was only wearing the briefest of thongs, and It was nothing to move my hand under it and stroke her pussy, right there is the middle of the room. The main lights had been turned off, though there were still a few table lamps around the edges. It wasn’t fully dark and there were many others now dancing around us, oblivious.”

Merry was all to aware of the hard bulge pressing against his lower back.

“You’re not wearing a thong. I can feel the panty line. And it’s not boxers. What are you wearing?”

Merry opened his mouth to lie.

“No.” Jared stopped him again. “Don’t tell me, show me.”

Merry swallowed nervously. “Show you?”

“Yes, show me Merrideth. Lift your dress and show me what’s underneath.”

“I...” Merry felt the fingertips of the hands on his hips dig painfully into his flesh.

“Do as I say Merrideth. Don’t make me punish you...”

Humiliated, but seeing no way out, Merry lifted the hem of the black dress to reveal his sisters panties to both their gazes.

Jared didn’t say anything about the panties but carried on with the memory.

“So there I was, in amongst some boring cunts I didn’t know, dancing to some boy band tossers, that whoever’s daughter of the house we were in, liked, with my right hand rubbing your sisters cunt and my left cupping her tit. She didn’t stop me when I slipped a finger inside her and started finger fucking her.

“She was soaking wet within a few heartbeats and her nipples were loud and proud through her dress. I bit the top of her ear and told her I was going to fuck her. ‘Not here... ‘ she moaned. But honestly? I don’t think she would have stopped me, had I unzipped and bent her over. I led her out of the room, my finger still in her pussy, still fingering her, those near the door, saw where my hand was, knew what I was doing. Your sister knew they knew as well. I pushed her out of the room into the hallway. My right hand was soaking by the time we reached the bottom of the stairs. At the top, of the stairs, I pushed her through the first
door I saw.

“It turned out to be the host girl’s parents’ bedroom. I pushed your sister onto the bed, face first and dropped my trousers. She was more than wet enough for me to push my cock straight into her cunt, and I did. All the way in, in the first push. God, she had a deliciously tight cunt and I absolutely hammered the bitch. Rammed my cock in as deep as I could. Like I said. I was going to bust my nuts in some cunt that night, and that night, it was going to be your sister.

“All you could hear, was our breathing, her moans, the thump of the bass downstairs and the wet slapping as my cock slammed into her soaking cunt. I placed my hand on the back of her neck to stop any ideas she might have of moving or trying to get away. She managed to turn her head and I saw her mouth open. I thought she was going to ask me to go easy, or scream. If she screamed, I was going to push a pillow against her face. She could breathe once I finished. She didn’t scream, or beg me to go easy. Do you know what she said?”

Merry shook his head as he pulled the hem of the black dress back down over his sisters panties as unobtrusively as he could, ashamed at how excited he was becoming.

“‘Pull my hair’, the cunt said. Pull my fucking hair. I pulled her hair so fucking hard, I’m surprised her fucking neck didn’t snap. And the cunt came. It was like she was pissing on me. I pulled harder on her hair and her entire chest left the bed. I told her I was going to dump the full load in my balls in her soaking wet cunt and I did. I pulled the top of her dress down to free those awesome tits and I squeezed one in my hand as I emptied into her like I promised. I let her hair go, but not her tit, as a fucking awesome orgasm hit me as my seed filled her up.

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