Skinny dipping with a friend[M] leads to me[F] losing my virginity

I'm a bit of a rambler, and a long time lurker… I never thought of posting on reddit until I came across this sub! Being a frequent visitor, I finally mustered up the courage to refine and recount my own tale. So I'm going to tell a long stoy of me losing my virginity a few months back, with a lot of juicy detail! Hope you enjoy ;)

If you want to get to the hot and heavy bits, scroll down until you see


I'm a small 19 year old girl, asian background, 5"2', with a small waist, a round ass made from squatting and a perky pair of full B cup boobs. I grew up in a church community and in an all-girls school, and so had very little interaction with guys that I consider romantic or sexual. But I've been sexually curious and explored many channels of relief for a while now, which I kept a secret from everyone but my best friend.

Me and my friend make a guys night! [FFM]

Hi, I'm Cassie and this is my first story here. I'm currently 21 and this happened in my first year of college. I was 18 and this was midway through the year so I was very friendly with everyone in my course by this point. The girl in the story is my roommate and friend Jess. Jess is tall, like, I'm 5,7 I think and she's about 3 or 4 inches taller than me. She's quite pretty and has a great body, we're workout buddies and have been the last 3 years so we're both in great shape. I'm about 115 right now so I'd imagine she's not far off it. We've been extremely close since the start of college, I can talk with her about absolutely anything. We both use /r/dirtypenpals from time to time and share eachothers sexiest chats. Sorry, rambling.

My first train [m x5, f]

Some people I've been talking to through private messages have asked about my first real experience with multiple guys. So here it is :)

About three years ago, during the summer my FWB and I were hanging out in his bedroom. Our relationship if you put tags on it was me as his sub. I didn't say no and did as told. A couple of nights prior was one of his friends birthday. As a gift, I went on a date with him and we had sex if I was up for it, well I was up for it. I was explaining to my FWB the details of our sex and how I let him cum in my pussy because he ate me out after. This got him very excited and I was told to blow him. While giving him head, he tells me we have a party to go to and he will be there with some other friends.

He picked out my outfit, fishnets with a black/pink mini skirt and a white T-shirt, no underwear. Then we left for the party. While driving there, he tells me he would love to watch someone else take control of me in bed. But he also wanted me thinking of him.

Redhead in the Redwoods (MFF)

A group of friends that had started putting together sexy parties decided to have a trip away in the redwoods. We took various vehicles to said location and arrived at different times.

My girlfriend Megan and I arrived after dark on the Friday night, and was left with the bedroom that was downstairs from the rest of the group. We arrived late enough that the group was already in the swing of it. The upstairs living room had the lights off with the fireplace gently flickering to keep the room warm and sultry.

The friends that had arrived early had already found themselves in various states of dress and lip locking. This seemed rather tame, but there was a lot of cuddling and some oral going on in there. In no time my girlfriend and I were tired and decided to retire for the night.

The next day we enjoyed a wonderful group breakfast with a handful of people hooking everyone up with their delicious meal skills. By lunch time we were outside enjoying the redwoods that surrounded the property; and also enjoyed the large hot tub.

Stripping for us.

My wife and I are having fun. More fun than posting pics. We both love the great comments and feedback, but there's something missing. She has had some good times with a new co worker named Anthony. I met up with him one day and he seems cool. He assured me that he doesn't intend on stealing her away from me, and he can tell that she wants me more than any other guy.

Anthony even tried to hook me up with some female friends of his, but I really just like seeing my wife have her fun.

Anthony was hanging out after work this week. He got out before my wife did, so he met me at our place. We were having some drinks along with a friend of mine. My friend has seen pics of my wife before. It was mostly by accident, when I was flipping through my pictures on my phone and I innocently forgot to hide her pics like I normally do. He never asked any questions, neither does he know about Anthony and her.

[M/F] History Class

When I was a sophomore in High School I was fairly shy. A skinny, quiet, funny if you get to know me, kinda guy. I had had a couple of serious relationships but if due to age and my lack of bravery I had never really gone further than touching my girlfriends boobs on the outside of her shirt and other PG-13 stuff like that.

I had a history class where the tables were set up in 3 rows about 5 tables deep. Each table had enough room for two people to sit side by side facing the front of the class. There was no boundary between the two students and squabbles between students could arise because of one person taking up more space than the other. I shared my desk with a girl who had a last name close to mine in the alphabet. She was a punk rock/hippie type who would wear interesting clothes, dye her hair and of course test peoples limits. I really enjoyed sitting next to her. She was great to talk to and really opened me up.

Waiting for me to arrive and (F)inally (M)eet!

It's about a week before I am due to arrive in Texas. You're settling down in the couch to watch some T.V. You are actually talking with me on via text when you are startled by a knock on your door as you are not expecting anyone. You answer and see me standing there. Without allow by you to say a word I grab you and kiss you deep. You break the kiss and turn to close and lock the door. I don't let go as i squeeze tight and pull you back into me. I whisper in your ear " I have been waiting for your pussy for so long. I cannot wait to taste your sweet juices!" I slide my hands up removing your shirt You feel my body press up against your back as I reach and grab your beautiful tits over your bra… I massage your gorgeous chest was I slowly trace my tongue over ur spine. I stop and hook your bra with my teeth and continue to trace my tongue down your back… On my knees from behind my hands fall from your tits slowly down ur stomach. . You feel my long fingers begin to slide your pants down slowly as I tell you to put your hands on the door.. I slowly slide your pants down to your ankles. Tracing my tongue down your left asscheek and behind your left thigh.. I push your legs open slightly .. Such a gorgeous ass covered in a skimpy thong. Tracing my tongue up to the small of your back… I slowly rub it clit over your thong … Mmmmmm I can't wait to taste baby as Precum is oozing out of my cock at the site of your sexy ass… I press firmly on ur clit as i wrapt my tongue around the back of your thong… I peel the panties down with my tongue.. I part your ass a little with my hands… I can see your pussy glistening from behind… Mmmmm I lay my tongue flat and find the entrance to ur pussy.. I slowly push my tongue in one time, pull back out and trace it all the way up ur ass crack.. My tongue lightly hits ur asshole as It passes over ur crack while I hold on to your cheeks… Mmmmm I say, "I want to be dirty baby. I need to stick my tongue in ur tight little asshole.. I am craving to taste your asshole!" Your pussy clenches from my words as I lightly flick my tongue slowly on ur puckered little hole.. My tongue rimming around the edge of our sweet asshole as I take my right hand off ur ass, reach around, and rub ur clit slowly. Mmmm you moan a bit, arching ur back for me, inciting me in. Tracing my tongue around your asshole.. You taste so good, Carly! After flicking my tongue around your ass, I stiffen it.. I push my tongue hard into ur asshole.. My stiff tongue forcing its way in to your sweet tasty, tight hole… Mmmm so wet, soaking it asshole I pushing my tongue in and out while I vigorously rub ur clit from behind. Your pussy is soaked, as your asshole clenches around my tongue.. Mmmm I can't enough… My cock drips with Precum as it is rock hard… You are pushing back into my face.. Ur asshole begging for more as I tongue fuck it… Your legs are tight … You want to release as my tongue begs your asshole to let ur pussy cum.. Proding your asshole some more because I can't get enough you are so close as your tight little hole continues to clench on my tongue… I sense how close you really are and turn you around pulling your right leg up so it rests on my left shoulder and bury my face in your dripping wet pussy… It's doesn't take long as I I lick furiously at at your clit taking time to stick my tongue in your pussy too… My hands hold your asscheeks as i I squeeze my index finger slips in ur asshole while I lick your clit with fury… Cum for me baby! Cum on my face.. Feed my your sweet pussy juices.. I need it! Your start to tense as I slide my finger in ur ass deeper. You reach and hold my hair, forcing my tongue on ur pussy.. You gush all over my waiting mouth… Mmmmmmmm yes baby! Give me all of your juices… My tongue probing ur pussy more!! Begging for ur cum.. Mmmmmm holding my face on your pussy you loon done and see ur juices running down my chin.. Mmmmmm so fucking good as I I take my hand to my chin, wiping your juices away from my chin and bring them to my cock..I drop my pants I slowly stroke my rock hard cock with ur juices and you come down for orgasm… I stand up close to you… You can see the fire in my eyes as I reach down and grab behind ur thighs, pulling you up as you wrap your legs around me…. My cock hits ur pussy as your arms are wrapped around my neck, legs around my waist you feel my cock easily slide in as I kiss you deeply…. Mmmmm so fucking wet around my cock. As your body presses tightly to mine As I walk us over to the bed.. My cock never leaving that sweet pussy as i I lay you down and lick your ear while my cock stays deep inside of you… I tell you.. I am going cum so fucking hard in this pussy baby while our chests press together and I slowly pump my cock in and out of you.. Feeling every inch of my cock.. In and out slowly, my sweat drips onto your chest. Sucking and licking ur neck pumping harder now.. You feel me balls slap against your ass.. Your pussy swallowing up my cock… It feels so fucking good baby… I reach my arm under the small of your back and roll over to My back bringing you on top of me… I want to see how sexy you are riding my cock… Your hand on my chest.. You grind ur hips up and down on my cock… That's it baby. Fuck my cock! I want you to cum on my cock baby.. You ride hard on my cock and I reach up and squeeze ur tits… Mmmm fucking me hard.. You look so fucking good baby… I watch as my cock is being pulled my ur pussy.. It glistens with every stroke.. You are soaking wet around my cock.. I hold my hands under ur ass and pull ur legs up so our feet are flat in the bed.. I can see that beautiful ass in the mirror behind us… Ur pussy sliding up and down on my cock as you bounce on my cock, I help as I hold ur ass and slide a finger in the sweet, tight little asshole of urs and pull you up and down on my cock.. Mmmmm you are about to cum around my cock… You breathing is getting shorter as u ride me.. Mmmmm milk my cock baby! Make your pussy clench and pull all of the cum out of my cock , baby.I am going to explode inside of you. You being to buck on my cock… Squeezing ur tits hard, you begin to cum on my cock. This sends me over the top! As ur pussy clenches down on my cock, I begin to cum so fucking hard…. Mmmmm cumming together I unload into you! Loads of hot cum filling up your sweet pussy. Making your pussy mine as you pull and milk my cock. Mmmmmmmmmmm… Holding ur ass down… Cock all the way inside of you, releasing every last drop into you…. Mmmmmmmm fuck baby! Mmmm you slowly ride my cock.. Getting ever last drop of cum out… Our cum dripping out of your pussy down my cock, over my balls… We are soaking wet. Without hesitations I pull you off of my cock. Holdingur ass as I lay in the bed underneath u, I grab you and pull your pussy to my face… Mmmmmm rubbing my face in ur freshly fucked pussy,,,, mmmmmm you fucking love how dirty I am!! You watch as my tongue searches the insides of your pussy.. My eyes locked onto yours as I I frantically eat you… Mmmm cleaning my cum out of you… Tastes so good, our cum mixed together.. Licking and sucking on ur pussy.. Turns you on so Much as you watch your dirty boy clean your pussy for you… Mmmmmm tastes so fucking good baby.. Licking and rubbing my face in ur pussy, cleaning u up good, not missing a drop…you begin to cum again as I stare into eyes while I eat my cum from your pussy… Mmmm i wait til you are completely finished.. Making sure your pussy is completely clean…. I slide out from under you and say… Let's grab a shower and go get something to eat but in the shower I am going cum in this pussy some more so you are filled with my cum while we enjoy dinner!

[M/F] Summer Camp ’01

I went to this church camp one year when I was in High School. I was not religious and really did not want to go but my parents insisted. I knew quite a few people going and there was my neighbor who I got along with pretty well. She was a nice girl, never really got into trouble. I knew she had a thing for me. Anyways so off to this camp we went.

I took two joints with me and managed to sneak off to make my experience a little more enjoyable. This was just a short weekend camp and I thought I could survive it.

I went to all of the activities and had a decent enough time but one night they were having a costume carnival type night. Everyone was dressing up weird so I borrowed a skirt from my neighbor and wore a girls skirt, about knee height and some big old sweater I found in the costume closet. I decided that it would be kind of fun to not wear underwear under that skirt so I didn't.

An old story – closest thing I’ve ever had to a threesome. [mf]

This is a story from the year after I left university. It’s the closest thing I’ve ever had to a threesome.

I’d been invited to a house party in a big shared house in Putney, where lots of my friends lived. I was single at the time but there was a guy at the party I’d slept with a couple of times, in a friends-with-benefits kind of way. Let’s call him Paul (for the sake of argument).

Paul and I hadn’t had sex for a few weeks and I wasn’t sure it would happen again – though I was hoping it might. The party went on with lots of laughing and dancing and we chatted a bit, always with others nearby so there were no clues whether he had sex on his mind or not.

I’d been half hoping we might end up going home together, to my place or to his, but it got late and it was clear that lots of us were going to end up staying over, as we often did after parties in those almost-student days.

Guy with ridiculously gigantic cock tells a hot short story about being balls deep for the first time. (Photo in OP)

OP here: https://www.reddit.com/r/ladybonersgw/comments/3tbr42/waiting_for_you_in_the_dark/cx5i5hx

Size queens are rare but I've been with one and she was nuts. I was trying to stuff my shit in her gently but she kept demanding that I "Just fucking jam it in there" "jam it in me" "push harder" and "force it in" while yanking my hips toward her as hard as she could which kinda scared me bc at first I genuinely thought I was going to hurt or injure her or she was going make me hurt her. The only thing that put me at ease was that she was a gymnast so she was fucking ripped. Like, rippling abs and bulging biceps ripped. She was fucking huge and bulky and I'm pretty sure she was stronger than me. The whole thing felt like death by snu snu and It was ridiculous lmao

I almost had to pinch myself when she growled at me "don't be a little bitch fucking break me in half". That's the only time I've ever been given permission to destroy someone like that. I came fucking gallon right after she said that. Ever seen a zebra cum? No really go look it up, it's on YouTube. Buckets and buckets of never ending cum. It was like that.