How I accidentally became my stepsister’s eskimo sister (F, if that wasn’t obvious)

So, a little bit of back story about me. I’m half Italian and half-Japanese. After she broke up with my father, my mother married a guy who was Japanese, and had a daughter from another marriage. My step-sister is only a few year’s younger than me, but she can be kind of a FOB sometimes, so I have always looked after her.

We ended up attending the same university when I was an undergraduate. We were only there for the last half of my Junior through my graduation. It was hard for my step-sister to establish her own identity, but she managed to avoid any classes I may have taken, and to cultivate her own circle of friends (she joined Greek life and all sorts of groups I’d have nothing to do with, I basically stuck to cultural orgs and RHA).

Anyway, one night I was swiping through tinder and I matched with a guy who was pretty cute, who told me he wanted to take things slow. We met up at a bar. My first impression was that he was taller than I expected, the second impression was that he was a really fly dresser. We chatted for a while and danced. I don’t remember us going back toward my apartment, but we ended up making out on the front stoop. I invited him up and he told me “remember, I said I wanted to take things slow.” Read more »

How I lost my virginity [M/F]

This is an old story and my memory isn’t great but I think I got the story, for the most part.

The summer before my freshman year of high school my father had invested in his dreams and went into business for himself by buying a restaurant. The building was an apartment on top and the restaurant was below. It was beat to shit by the people who had it before hand (top and bottom) so there was a lot of work to be done. With me being helpful and my father never being shy with exploring child labor out of me, we got started.

It is important to note that my parents separated well before this and my father and I were together while my two older sisters and mother lived in Ohio. Over the summer, one sister, Danielle, had a falling out with my mother and was spending a few weeks with my father and me in our shitty upstairs apartment. My other sister, Ariana, drove her to New York to my father’s apartment. Read more »

My [28/M] wife [28/F] and I’s first threesome, with a beautiful girl [25/F] in Hawaii. Long but great read we promise.

So I’m not sure if people will enjoy this story or not, but it’s 100% true and is the hottest sexual experience of mine or my wife’s lives. I’m no big erotica writer but made it all the way through high school and college English so I’ll give it my best shot. Bear with me and enjoy…I promise it’ll pay off if you keep reading. (To skip to the good stuff ctrl+F to “Sabria”)

My wife Jess and I have been together on and off since college. I think we played it smart. We met at 19, fell in love hard and fast, but took things slow. We partied a lot in college, did our own thing when we felt like it, and didn’t put a lot of rules on each other.

We had the usual bumps in the road, including a few “breaks” that lasted a few months in duration and allowed us both to sow our wild oats and kind of “explore” other people.

But I always knew she was “the one.” And vice versa. We finally got engaged last year and married this April. We went on a nice 10 day trip to Hawaii for our honeymoon and had a fucking blast. We always have a blast with each other…it’s always been that way. Read more »

The Masseuse: An orgasmic epic

I had initially posted this in hopes of recreating the memory in some fashion on /r/dirtypenpals. But, after some suggestions, I’ve realized it’s really more a story. Something that I hope you all can enjoy here.

**—–CHAPTER 1: THE ORIGIN—–**

It all started when I accepted an invitation to be my friend’s groomsman. I was but a simple un-defiled man. Hadn’t even stepped foot in a strip club. Oh, but things were going to change. Next came the bachelor party invitation. Where you ask? Montreal. Oui, Montreal. I was hesitant at first. I was only vaguely aware of my friends propensity for strip clubs, prostitutes and the like. I’m worried what is going to happen and if I’m even going to be down to party. I tell him that I’m not sure I can make it. Plans and such… He doesn’t buy it.

> “Don’t worry, you’re in good hands. You don’t want to miss out buddy. Your life will change.”

My life will change? That’s quite a statement. I put it out of my mind for a month or so until the groom texted me.

> “You still have time.” Read more »

UNLV Sorority Freshmen Turns Amateur Entertainer [f][mast][exh][fantasy][pros][Pics in comment below]

The first pic is of my sorority Big, Katie, and me in Las Vegas where we attend school at UNLV. We are pictured at one of our hotel room engagements when, unless requested otherwise, we wear party dresses (more on that later). She and I have become good friends but not in any way that I would have predicted. No we are not lesbians. On the contrary we love men and started our own business in Las Vegas performing together for mostly visiting businessmen and convention goers. We are lucky to be going to school here as I know of no other city like it where a regular college girl can make the kind of money we do. In fact, college girls are in demand in the entertainment industry here.

Katie worked as a hostess at a steakhouse where she also got me a job. She quit but didn’t tell me the real reason until after she got to know me better. She started entertaining with another former hostess for a business that advertises college aged strippers. The business finds them work and gets a percentage of their earnings. Any tips they make are theirs to keep. Read more »

My (f)irst taste of pussy

While watching the Kama Sutra, she asked me to explain how the different positions would actually work. Giggling and stoned, I, who had previously had sex with only one guy, decided to show her, the virgin, what it’s like. Fully clothed and on the bed, we simulated missionary, doggy, cow girl and a few of the other positions being shown in the movie, all while laughing and talking about the awkwardness and how what would fit where.
I felt myself getting wet during all this but blamed it on what I had been watching (Kama Sutra) instead of what I was doing. She started playing along more… running her hands over my body and then innocently asked,”But how can you kiss when you’re in this position (Girl on top)?” – That’s when something happened.. I felt and heard and smelled and tasted the air around me change. And I kissed her. It felt like it was all happening in slow motion… her soft sweet never been kissed lips. The quiver of her body as I ran my hands all over her, and the look in her eyes when I asked her if she wanted to stop…
She took off her shirt and said,” Please… don’t .. ”
There was no nervousness, no shyness… just wild abandon. The heavy breathing, the urgent kissing – the ripping off of what clothes remained. I licked her neck, her hard, velvety nipples, the curves of her stomach, trailing down to the top of her beautiful pussy. I felt her stiffen up as I got close to her slit, so I stopped again and asked,” You can still say no… we can stop right now and pretend nothing ever happened”. She smiled and naughtily said,” Just finish what you started”.
I slowly licked my way down her slit, gently teasing her folds with the tip of my tongue. My fingers began playing around the outside too and I felt her starting to quiver and shake.
I gently sucked her clitoris into my mouth and started a slow licking then sucking motion, while easing my index finger into her. I felt her insides begin to tighten and loosen and her body involuntarily buck up towards my mouth. Her legs were shaking and her head was thrown back and I heard the most beautiful moaning and sighing – then a sudden stillness and I thought my finger would break off inside her from her orgasmic clench! I slowed down and stopped and she just lay there with her eyes closed, breathing heavily and barely moving. I nudged her,”You alive?”
She opened her eyes and with the most beautiful sparkle and mischievous smile said,”You’re next”.

UNLV Sorority Freshman Turned Amateur Entertainmer (pics of me included)

UNLV Sorority Freshman Turns Amateur Entertainer

The first pic is of my sorority Big, Katie, and me in Las Vegas where we attend school. She and I have become good friends but not in any way that I would have predicted. No we are not lesbians. On the contrary we love men and started our own business in Las Vegas performing together for mostly visiting businessmen and convention goers. We are lucky to be going to school here as I know of no other city like it where a regular college girl can make the kind of money we do. In fact, college girls are in demand in the entertainment industry here.

Katie worked as a hostess at a steakhouse where she also got me a job. She quit but didn’t tell me the real reason until after she got to know me better. She started entertaining with another former hostess for a business that advertises college aged strippers. The business finds them work and gets a percentage of their earnings. Any tips they make are theirs to keep. Read more »

[M4F] Morning sex-repost from goneonewildstories

We’ve slept well, tangled in each others arms. The alarm goes. I’ve got work. You don’t. You’re lucky. I roll over and turn it off, making to get up but you reach over, pulling me back. You roll onto your side wrapping my arm around you. I nestle into your back, kissing your neck. My cock finding a place betwwen your ass cheeks. You take my hand, kissing it gently and placing it on your breast. You’re moving your hips. The smallest movement. You feel me growing, getting hard for you. I moan. My hand sneaking down your tummy, onto your hip. Pulling you closer. You lift your leg, draping it over mine. Half turning you pull my face to yours. We kiss. You lift your hips. Almost on top of me. My hand finds your pussy, hot and very wet. A finger tracing from bottom to top, briefly sliding inside. Your juices coating my hand. I work your clit. Hearing you moan. Rocking your hips. You want me so bad. My fingers slide inside meeting your upward movement. The ball of my hand rubbing your clit as my fingers work inside you. A long moan as you flood my hand with your juice as you cum on my hand. I wiggle out from underneath you, rolling on top. Your breathing still heavy. I can feel your hart beating against my chest. We kiss deeply as I slide my cock into you. Moving slowly, gently inside you. Your legs raised allowing me deeper. Your fingers tracing my back. Gripping my shoulders. Pulling on my neck. Pulling me into you. Whispering in my ear. Telling me how good you feel. My thrusts more urgent now. Getting closer. I lift my head. I want to see your face. I can feel our breath mingling. Our eyes locked as my cock jerks inside you. Your arms tighten around me. Holding me close as I fill you. We lay still. Grinning at each other. I want this moment to last forever. I sigh deeply and glance at the clock. Real life kicks in. I’m gonna be late for work. I dress quickly while you watch. I lean down to you. One last kiss before I go. “Have a good day.” I whisper. Leaving you is the hardest thing I will have to do all day.

Romantic dinner suddenly turned into rough sex [F/M]

How we met:

I met Jay at a coffee place / bar while I was out drinking with some friends. I’m not exactly sure how, but he somehow became part of our group that was hanging out even though he didn’t know anyone initially. He was friendly, cheerful, charismatic and confident (or drunk) enough to talk to strangers. We connect over some common interests and he buys me some drinks. I find out that he is a college student and only 21. At 25, I kind of set 22 as my lower limit age-wise for guys, so it made me less interested in him. I know “age is just a number blah blah blah” but I just didn’t want to deal with inexperience and immaturity. I actually straight up told him he’s out of my “range” in a humorous tone and he responded in a serious manner that he’ll be turning 22 soon. I find it funny and we continue to chat and drink. As we get more drunk, we somehow ended up talking about sex. The topic of slapping comes up. I tell him that I sometimes like getting slapped across the face and choked a little bit. And that I really, really enjoy getting spanked. Now the whole dynamic between us changes. I now sense that he has become extremely interested in
pursuing me. It was like it went from lighthearted chatting to getting zeroed in on. I felt like a target the way he was looking at me. I was wearing a tight fitting, somewhat short dress and heels. I felt his eyes on my chest, legs, everywhere. He was also making lustful comments. For example, that I looked so hot and slutty in that dress and that the glasses I wore make it even sluttier. While I would be a bit embarrassed to admit it to other people, the way he was looking at me and his comments made me super horny. Eventually, my friends were leaving and I followed them. He found me outside and got my number, making sure to squeeze my ass before he left. He also touched my underwear, right where my wet pussy is, as he was doing that. Read more »

[M4F] You told me you were lonely so a snuck into your room while you slept.

I came as soon as I could. I knew you would be asleep by the time I got here. It’s a long way, but I didn’t want you to sleep alone. Not tonight,. Not any night.Your house is dark. Everyone is asleep. I’m going to have to be very quiet. I can’t afford to wake anyone up. That would cause too many problems. I creep through the house finding your room.
Through the door I can see you sleeping. I close the door gently behind me as I come in. Leaning against the door I look at you in the faint light.You’re beutiful. Laying on your side, one arm under your head. Hair bunched up on the pillow. Smiling slightly. I hope you are dreaming of me. I tiptoe across the room, lean down and gently kiss your cheek. You murmur somthing incoherent. Smiling I stroke the spot I just kissed with my thumb.
I sneak round the bed, dropping my clothes to the floor as I go. Climbing in beside you I snuggle into your back. Wrapping an arm around you. Our bodies fitting together perfectly.You smell good. You feel good . I want you. I want to wake you and fuck you, but I know you need to sleep. You have work in a few hours. Instead, I kiss your neck. You murmur again. Rolling over to face me, you wrap your arms around me. I bend a knee bringing my thigh up and finding a place between you legs. I can feel your heat and a slight wettness in your pussy.You grind into me just a little. Moaning as you do. But not for long. I know you are still asleep. I kiss you gently. Smiling, as I too fall asleep in your arms. Sweet dreams baby………
You wake with a start. A sharp intake of breath. A little scared. Then you realize it is me. I’m half awake, I feel your hands on my face. Then your breath. Your lips on mine. Planting happy kisses. Trying to wake me. I open my eyes, smiling up at you.
“When did you get here?” you ask.
“Last night.” I repy. “You were asleep. I didn’t want to wake you.” I’m trying to sound nonchalant. Like it’s no big deal I’m here. But you know how far it is. The effort I made to be here for you.
You gently push me over onto my back, climbing on top. You feel good there, your weight pressing on me. Like a hug rather than a burden.You’re still kissing, running your hands over my hair. Your breasts squashed against my chest.
I can feel you moving against me. Feel the wetness of your pussy as you rub it against my hard cock. I wonder how long I will be able to stand this. I can feel you rubbing your clit against the head, getting faster as you get closer. My hands are on your hips. Feeling the urgency of your movments. Stroking your back. Wanting you to cum for me. Your head is nestled into my shoulder. I hear a muffled moan as you say my name. A sharp pain. You bite me as you cum. And then, as the pleasure subsides, you raise yourself up.
Holding my cock with one hand you guide me into you. A moan as you lower your whole weight onto me Your back arced. Head back. Long hair hanging behind you. You ride my cock. Slowly. Enjoying feeling it inside you. I look up at you in the predawn light. You look perfect. I have one hand on your hip. The other on your thigh. Your hips rotating, grinding into me. It feels so good. Your hands on my chest now for extra leverage. Bucking harder. My thumb finds your clit. My wrist bending the wrong way. It hurts but I know it will make you cum. You lean back and I prop myself up. My face buried in your breasts. My mouth finds a nipple. Gentle bites with my teeth. A load moan from you. I feel you cum on my cock. Jucies running out over my balls.
You fall forward. Lifting your ass slightly as I move under you. Pumping. Stroking. A hand on your ass. My fingers find your ass hole, slick from your cum. A gasp from you as I tease. You push back a little. One day I’ll fuck you there, but not today. The tip of my finger slides inside and you are cumming again. My cock jerks inside you. Warm cum spilling into you. You bite my neck. Bite it hard, Sucking, leaving your mark on me. That’s gonna take some explaning.
We lay togeather a while. But we need to move. You’ve got work and I have to be out of here before your family wake up. We dress, creep back through the house and out onto the street. One last long, lingering kiss before we go our separate ways.