Losing My Virginity to My Brother’s Friend [FM] [virginity] [hot tub] (based on a true story)

Losing my Virginity to my Brother’s Best Friend

I couldn’t believe how quickly I had gotten to this moment.

One minute, Brad was just my brother’s friend and seemingly unrequited crush.

Now we were sitting here, together, in my hot tub. I had been relaxing, enjoying the peace and quiet of my boring spring break. Of course my parents were out of town during the one week their daughter was home. Typical. On the bright side, I had the place to myself.

Sadly, my brother would be driving home soon. Brad showed up as I was just getting ready to hop into the hot tub, and I invited him to join me. Now, he sits across from me, shirtless, in borrowed trunks.

“So, are you still liking your major?” Brad asks, interrupting my daydreams. He splashes the quietly churning water. I kept the dial on low so the sounds wouldn’t drown out any potential conversation.

“Oh, you know. I’m not sure yet. I’m still getting a lot of liberal arts requirements out of the way,” I say. “How is psych? You’re graduating this year, right?”

The Tribe [Cuckold] [Cheating] [Con NonCon] [mF] [Anal] [Interracial] [Breeding] [Polygamy]

[Another prologue tester / teaser opener with similar intentions to “Unexpected Falling Out”, with the reason for opening a second one to give me the option to switch between writing the two and not falling into the boredom / writer block trap of the series and refreshing my mind.]

It was another humid rainy day deep in the middle of the Amazon Rainforests of Brazil. He was right then in the middle of being part of a unique tribal expedition together with his team on day two of their journey. It was most fortunate, that he and his team were on standby that fateful day he recalled. Thinking to himself he and his team were extremely lucky, even as they rested for the night under makeshift tents made in the middle of the rain. They were all just resting in the lounge area at the Institute of Tribal Studies when the call came that day.

The call was from their local branch in Brazil that had just informed them of the potential discovery of an unknown and possibly forgotten tribe! Apparently a local Brazilian explorer was charting the area when he stumbled across it, coming back after to inform the local branch of it.

Tell Me [M/F] [slight D/S]

We cuddle, breathless from our little game, both naked, slightly sweaty and deeply satisfied, our heartbeats in sync. I nuzzle my face on the crook your neck and you caress my back with your warm, big hands as we both cool down. After a while, I say:

“You know, I had a very detailed fantasy lately about me being the dominant part for a change.”

“Yeah?”, you ask, curious. “I’m intrigued, tell me.”

“I’m not sure you’ll like it.”

“Tell me anyways”, you say, demanding, in that special voice that makes me do anyything you command. I sigh and give in to the inevitable.

“Well, it starts like this: We go into your room and kiss, gently at first, then I start to kiss you more passionately and bury my hands in your hair.” My voice is quiet, a little unsure whether this is a good idea, but it gets stronger as the vision starts playing in my head, a film directed by my subconscious and watched by me many times.

The party was a real “Banger” (M/F)

I wasn’t one for parties, but I do enjoy watching drunk people stumble around. I was a senior in high-school and spent the majority of my time working or at school. One Friday after school when waking up from a post-work nap, and as any typical teen would do and checked my phone. Surprisingly I had an invite to a party, she was a girl who I had met in art class. She was a senior then and I was a sophomore, I became pretty close to her… to the point she called me “dad”. As years went on she graduated and was the only one I bothered to keep up with. With nothing better to do I said I was on my way. When I arrived there were about 10 people there and so I sat down on the floor and began to watch everyone drink till their liver exploded. After about an hour she sat down next to me, she hadn’t drank much at all and started simple conversation. After a little while she said “let’s go somewhere else so we don’t have to watch these dumbasses”. I got up and followed her down the hall way to her room, though the whole time I was looking at her ass. As we walked in the room she shut the door behind me, when I turned around she was already in just a bra. She always wore baggy clothes and you could never tell just how great her tits were. In one swift motion she pushed me onto her bed and pulled my cock out. With an almost evil look, she put it in her mouth and within a matter of seconds she proved how grand at giving head she was. After a couple minutes I had all I could bear and stood up, she was tiny compared to me and I found that hilarious. Then it was my turn to have the evil smile, “I’m gonna fuck your brains out” I said with a smirk. “Well it’s about time” she chuckled. Grabbing her by the back of the neck I pushed her onto the bed, then pulled her pants down around her ankles. Picking my belt up off the floor I let out a laugh even I was scared of. She looked back and had a deer in the headlights look as I swiped her ass with the first belt shot. “FUCK YES” she moaned out, she looked back at me with lust in her eyes. I hit her again “HARDER DADDY” I took a step back as my cock got harder than it ever had; “please daddy” she begged. With one more hit, I wrapped my hand around her throat as I pushed my cock into her. With my balls slapping her clit, I cupped her boobs as she wrestled her tongue into my mouth. Pinching her nipples she started moaning against my lips. After a while she became hard to hole from sweat, pushing her onto the bed I put every bit of strength I had into fucking her against the head board. Soon enough her eyes rolled into the back of her head, and an ungodly moan came from her throat. I didn’t ease up a bit, pick her up and holding her against my chest she was nearly limp. Soon enough she came to. “Cum on my face” she whispered in my ear, with that I sat her down and to her knees she feel. Deepthroating my cock until I blew what seemed to be a gallon of cum on her face. “Fuck that was hot” we both said. “We’ve gotta do that again soon” she said with a smirk. I didn’t know if I could keep up with her much more.

How I Almost Lost My Virginity [FM] (Repost) (Blowjob)

I was a good girl all the way up through high school. Straight A’s, I never got into trouble, I always did as I was told, but, unknown to my parents, I’d gotten pretty heavily into watching porn. Watching the women sucking and fucking on the screen in my bedroom was the height of sexiness to me, and I, a virgin, knew beyond the shadow of a doubt that I 100% needed to get fucked.

Unfortunately, I hung out with a bunch of hopeless virgins like me, and I knew that the only way they managed to talk to me at all was to not view me as a sexual figure at all. Baggy clothes and no makeup only helped/hurt, I know, but I liked their company. Had I just whipped my tits out and announced my pussy open for business, I knew they would all run for the hills, so I did what I had to do to keep the friends I wanted. Graduation was only days away, though, and while I could have just walked into school with a tight top on and batted my eyes at some jock, I wanted something a little more personal.

[M]y time with Two [F] Teachers [str8] [tits] [mature] [milf]

Mrs. Webb finally lets go of your hand as she lingers behind you, closing the door to her bedroom as you walk into the dark room. “Well, I finally have you in my bedroom, boy, and now we’re going to work on some extra credit. She grins wickedly as she walks past you, her hand brushing yours as she walks into the darkness. You hear a shuffling noise, and with a soft clicking noise, light fills the room.

Mrs. Webb, standing in her skirt and white loose top, stands in the light next to the bed and you finally notice Mrs. Sellers lying on the bed, wearing black stockings, a garterbelt, black bra, black thong panties, and high heels. “I so love when you bring us home a new pet,” Mrs. Sellers purrs.

Mrs. Sellers bites her lip and makes a slight pouting noise, “I don’t think he wants me, though,” she playfully teased as she turned her lips downward. Bringing her hands to her breasts, she squeezed them together from either side of her bra cups. “I catch boy looking at my boobs all the time, but now he doesn’t seem all that interested…”

Me and my grandma

I admit it. I once was in love with my grandma. Or better said, hard for her. It was quite some years ago. I was barely out of school, she around sixty. And a widow for the better part of a decade. And yes, she liked it hard. And yes, there was a certain period in our lives when we fucked each other like some animals. At every possibility. For a while. No, we are not together any more. But what happened is still our little dirty secret.

Back to that point in time were it all began. I was a fresh high school drop out. On the hunt for job. Something with a perspective. With the chance of building up a career. But in the area I lived in, nothing. Just minimum wage jobs. So I had to look elsewhere. Everywhere. And I found something. An office job. In a really big and well established company. Far away from home. So I needed some accommodation.

But the payday wasn’t that great. So renting my own place was not doable. For the moment. Luckily my grandma was living near my future workplace. Alone, in a big empty house. Grandpa was already gone for good. Her offspring, my mom is one of them, already out of the house. So plenty of empty room for me to occupy.

The Sissy Journal Vol 001

Day : 03/13/2019

Time : 1:30 PM

How : Gr****r

Where : His Place – House

Name : ? 001 ?

He hit me up on gr****r. We chatted and swapped pics. Sent girly pics first, then boy pics. He wanted to meet up right away.

I went over to his house in boy clothes. He lives only a few blocks away. I walk in…

As tall as me. Olive / white skin. Chubby Hairy Daddy Bear. Glasses. Cute.

We sit in the front room and I light a joint. We puff it once before clothes start coming off. I show him my freshly shaved legs and asked if I shaved all the way to my ass. Of course I do and he wanted to see. I strip completely and turn my ass in front of his face while he sits on the couch. He touches and spanks my ass. Then he stands up and takes his pants off. OH MY GOD, HE IS UNCUT!!! I have never sucked an uncut cock, so I quickly get on my knees to give it a try. LOVE IT!!! He likes deep head. He wanted to fuck me, and tried a few times, but I wasn’t “ready” ( I explained it to him after ) for anal. He stood over me and worked my mouth and throat till he was ready to cum. Asking where I wanted him to cum, I opened my mouth and stuck out my tongue. I let him cum in my mouth and kept in in for a little bit after. I spit it into a tissue that was in my jacket pocket. HOT ONE, HAVE TO DO IT AGAIN!

Chapter 3: A Free Use Society Takes Power. Ashlee loses her virginity.

“Welcome to my first primetime episode!” Ashlee announced to the cameras. She was on a soundstage, wearing high heels and a short, tight white dress that hugged her curves and let her tits hang out.

The cameras closed in on Ashlee as she read, “I have so much to share with you tonight. Over the past week, I’ve been used to please so many cocks.. I think I’ve lost count.” She forced a giggle. The producers told her to pause here and play up her innocence. “Let’s get right into the footage!”

A graphic montage covered the screen. The viewers saw pictures from Ashlee’s first interview and spokeswoman announcement. In rapid fire they showed each clip of Ashlee getting cummed on. Then the words appeared, “Fuck doll lessons – Ashlee learns to obey”

~

The footage from Ashlee’s last week filming the episode begins to play… Here’s what millions of viewers saw…

She was outside on a busy street in a city, with lots of tall office buildings around her. She wore a frilly pink and white apron, a white garter belt and white thigh-high stockings. A big, childish pink bow was tied on her head and she wore tall stilettos.

Masturbation [Solo Female][Sex Toys]

She laid in the flickering light of a few candles, among the tangled silken bed sheets. Her chest rose and fell slowly with her relaxed breathing, a finger tracing the areola of a breast, slowly circling the soft skin and coaxing the nipple to rise and harden in gentle pleasure. The finger moved inward and a soft gasp escaped her lips as it brushed over the sensitive bud that tightened in response to her touch. She gently pinched and tugged, arching slightly as heat pooled between her legs. A soft moan worked its way into the room as her fingers became more rough, pulling harder and rolling the nipple between them, the sharp pain turning to liquid pleasure under her expert hands.