Tomboy Sex Novels & Stories

I picked it up and began to flip through it, but my mind was far from the glossy pages. Smith’s mockery a few day s ago popped up in my head, “Do you think you can bed a tomboy?” As a tomboy, I expected nothing less, but I trusted my charms. I am Travis Scott, the most handsome billionaire in the state. Last night, I even put in some effort to look provocative before going to her. I flung my masculinity before her. I was almost bare. My shirt was unbuttoned and I had just a pair of briefs on.

I slitly pulled down my skirt, leaned forward just a little, just enough to blur the line between innocent and intentional. “I completed the challenge,” I said, looking him dead in the eye. “Seven days. No sex. No fucking dick in my vigina. Nothing.” His eyebrows lifted slightly. “Congratulations. How did that feel?” I swallowed. “Hard. But also… lined back slightly?” That came out too soft, too breathy. My voice didn’t even sound like mine. Lane tilted his head, watching me. “like. Hard in what way?” “I don’t know.” I shrugged. “Like I had control. Like my body wasn’t in charge.”

Toby jumped up, wrapping his legs around my waist. I cupped his ass, holding him up. The water streamed down our chests, creating a slick friction between us. I reached down and lined my cock up with his entrance. I didn't prep him with lube. The water and the soap were enough. I pushed inside. Toby threw his head back, hitting the tile, but he didn't make a sound. He knew he had to be quiet. His eyes rolled back, and his mouth opened in a silent scream.

Always female and never not annoying. "God, he's so handsome," one mumbles. "Sexy," the other one corrects her. "Bet Poppy's fucking him." I frown. God, I fucking wish she were fucking me. To my dismay, the two of them ride with me down to the ground level, and when the doors open, I push through them to get out first, but then I turn around and slam my arm against the elevator doors to keep them from closing. I look at them both very carefully.

The combination of having incestuous sex in front of strangers while enduring sexual insults combined with the friction in her pussy was too much for her to take and her body and soul exploded. The wails from her mouth were so loud it brought others into the room to see. And for the first time she squirted all over. I kept ramming my meat into her intensely spasming vagina to prolong her orgasm. Then I gave in and shot my hot cream up into her womb. My hips bucked up against hers and we grinded them roughly together. We kept grinding and grinding in an effort to extract every drop of cum we had in our bodies. Then we collapsed in a heap with Grandma's sweaty body on top of mine. We are now i

“Just a minute.” I shook my head as I joined the guys in the small kitchen. “I can’t fucking believe it. Why am I not allowed to get in?” Homer shook his head in amusement. “Do you have something to say?” “Girls value their privacy a lot. They have things they didn’t want boys to see.” “Like what?” “Tampons, underwear, shavers, maybe pictures with their exes, love letters, and so on,” Owen replied. “Sex toys.” Homer shrugged.

He wasn’t always the most pleasant drunk. Tommy was my first high school boyfriend. Things started off great, but Tommy was really sexually aggressive. I was a virgin in nearly every sense of the word. Tommy was only the second guy that I had kissed and I had never gone beyond that. He kept pushing for more than I was really ready for, but I did it because I thought that we were in love. Apparently the blow jobs, fingering, and painful anal sex weren’t enough for Tommy, though. He wanted everything and I just really wasn’t ready.

"Amen to that, sister," The ten girls in the Horton's mansion cheered. Someone turned on the music, and Mandy passed around glasses of wine to everyone. Tylie downed her drink in one gulp before picking up a small-sized dildo from the box. She had only been fucked by one guy- her highschool boyfriend who did more soaking than actual fucking.

"Oh, don't play innocent with me. It's not like you're a virgin. Heck, the whole neighborhood knew when you lost it. You made such a fuss about it." Poor Tommy, in his enthusiasm to breach her after she said yes, he'd hurt her more than he intended. His screams as he ran down the street, her hot on his ass pelting rocks at his bare backside had raised a few eyebrows. His family ended up moving, they had to when her brothers wouldn't stop stalking Tommy and detailing ways they were going to remove the cock that tainted their sister. Since her disastrous first time, Naomi had enjoyed a few sexual encounters. Although none of them came close making me feel the way I do with my two bloody jocks.

“I never thought I would be attracted to a tomboyish girl before. But damn, I can’t get your friend out of my head.” Jen stared back at me for a moment and then she smiled apologetically. “I’m not sure about that. You know she used to be bi. But it didn’t work out. She was pretty adventurous when it came to sex. She’s tried it all. Men, women, oral, anal, but she liked going down on a girl more than she liked sticking anything in her. One time, she vomited all over the bed when the guy started sticking it in.”