[M]y [F]irst time tittyfucking! Long post

Hello everybody! First time posting on here so please bear with me. I’ve come to enjoy a lot of your stories and I figured I’d share one of mine. This is a story from years ago when I was in high school. If you want to skip to the sexual stuff go to the *.

A little about me at the time, I was 18. I was a senior in high school and I was about 6’2 and around 160 lbs. I was an athletic kid, did sports in school. I have dark brown hair and green eyes.

She was the same age and was about 5’6, brown hair that she normally dyed black and light-blue eyes, and had a very full figure. Looking back now, I didn’t realize how amazing her body was. She had a tight waist, round ass and huge breasts. They had to be a D-cup which for her figure was very large. Let’s call her Ally. (not a real name of course)

The time a woman on the subway groped me [MF]

This was back in 07, early summer in Toronto. I was in my late 20s heading back home from a teaching internship. I transferred at Yonge and Bloor heading north for what was supposed to be only a few stops.

I’m about 6′ and nad 175lbs with an athletic build. I was wearing warmup pants and an under armour shirt which I’m guessing she liked cause she gave me a quick double look as a grabbed the middle pole for balance.

I didn’t give her much thought as she moved over to grab the same pole. I was stressed about my internship, my supervisor was a lazy ass who only cared about his basketball career and not teaching. Anyway,

She resembled Clementine from Westworld. Had long curly hair and was braless wearing a tight baby blue sleeveless top with jeans. This train wasn’t the smoothest ride and kinda rumbled along the tracks. At the first bumpy part I felt the back of her hand bounce off my dick as it went into my groin. I chuckled to myself and thought about how that must be embarrassing for her. I just kept thinking about school as I stared at nothing.

Fucking [M]y Syrian Summer [F]ling on her Dad’s $10K Couch: A Craigslist Dream Cum True

If you want chronology, read Part I here: [[M]y First First-Date Fuck: A Craigslist Dream Cum True](https://www.reddit.com/r/gonewildstories/comments/bhvom1/my_first_firstdate_fuck_a_craigslist_dream_cum/). This continues our steamy summer fling, which happened 8 years ago (!) in between my college Sophomore / Junior year. Our second date was even better…

Me (Jack): 21M, Tall, Fit, Semi Tan, Shaggy Blonde Hair, Grey Eyes, Home for Summer, Very attracted to Middle Eastern, Asian, and Indian Girls. Basically dark features usually.

Her (Mariana): 19F, 5’1″ curvy but petite, porcelain complexion, Syrian, big doey brown eyes, naturally curly hair just past her shoulder, B cup breasts, extroverted, bubbly, very playful and submissive

_ _ _

After our lovely, unexpected, first date — a conversational, flirty, makeout, throat fucking, finger banging, and minute of penetration in the back of my SUV, Mariana and I called it a night. We were both scared of getting pregnant (she was 19F not on the pill and I was M21 and hadn’t brought condoms stupidly.) But we already started planning our second date: a true, uninterrupted fuck fest…

The never ending blowjob [MF] [oral]

Please comment or PM! I want to know how I am doing!

Context: this is a true story. Back in my college days I had a friend with benefits named Melissa. I met her at a party and I got her number. She looked like the type that would make a man crumble under her tongue. I learned that she had a boyfriend. Without manipulating her, she broke up with him and we hooked up a bunch over the years. While we never dated, she wanted me to take her virginity a few years later. She wanted her first time to be meaningful. This is a story about probably one of the hottest times we hooked up.

“Hey, coming over?”

“Yeah, I’ll be over shortly, calm your dick down.”

Melissa showed up with her night bag which she brought when she told her parents that she was staying at her girlfriends house. She was a commuter so hooking up was not an easy affair.

“Hand me that guitar, I want to playing ‘Paint it Black’”. She took the Guitar Hero guitar. While we played around a lot, we were also genuinely friends. Often the hooking up would come after hours of flirting until one of us just pounced. After going through an array of songs I asked what she wanted for dinner.

Trying new sexy stuff with my hot girl [MF] (both 18)

Q: do girls become deeper after some time or not?

For those who haven’t read my first story…
My sex life began 3 days ago with my first ever girlfriend (I am also her first at everything) and we had a very interesting and sexy first time after which we discussed about the next one.

She arrived at my house and I guided her to my bedroom. We started kissing which involved a lot of “I love you” and stuff but there was no stress like the first time. We took off our T shirts and I started devouring her tits as she was moaning and laughing (which fucking turns me on). That made my nuts start working.

Today was practice day though (you’ll see where i am getting at). We took off all our clothes, we sat on the bed cross legged and we were jerking each other off. Her pussy still tight as fuck (one time did nothing apparently) but my dick (7.1 inches) hard as hell. She fucking came after 5 minutes (I have done my research about g spots and shit like that so yeah i knew how to do it).

Terrible Snooker game at swingers bar turned into a terrible threesome [MMF]

So bit of back story about myself, I’m 23, Male, Bisexual, live in the UK, slightly over average in weight but also tall so it evens out a little. I have a lot of confidence in day to day life but never been one to be confident with initiating sex. Afterwards I’m fine I’m just shit at starting it, or so I thought.

So, rewind the clock like 2 years or so I was a fresh 21 year old who’d just come out of a messy relationship. So I was back in the dating game trying out new stuff, like one night stands and casual fucking with FWB, but I really wanted to try new things. So I decided to take a trip to the local swingers club.

Now I’ve never been in a swingers club before nor did I know what to expect, but when I went in I was dead nervous. The owner greeted me and showed me round the place and it was pretty nice to be honest. First floor had a lounge area for socialising, bar, hot tub and sauna. Upstairs was were the action was happening though; glory hole, BDSM room, group sex rooms, dark rooms, all very dark and dim lit, walls were painted dark red and black, all very cliche.

Ode to Cock Worship [MF]

I’m back! Is anyone surprised?? /s

This is less of a chronological story and more of an amalgamation of a couple different experiences with the same guy. Again, if you wanna read more of my stuff with him, check out these stories: [blowjob](https://www.reddit.com/r/SluttyConfessions/comments/bgodm6/my_first_blowjob_18f/), [virginity](https://www.reddit.com/r/gonewildstories/comments/bh1zqk/how_i_lost_my_virginity_to_a_9_inch_cock_mf/), and [the time we almost got caught](https://www.reddit.com/r/gonewildstories/comments/bhgtsr/almost_caught_mf/)! (some of you pointed out that his mom probably knew and, whether she did or didn’t, she thankfully treated me the same)

Anyway, here’s a description of me and the guy:

– Me: 5′ 1″, blonde, 18, junior, B-cup, slim, blue eyes

– Him: 6′ something”, blonde, 18, senior, fit, 9″ and super thick cock

As you may have gathered from my last few posts, I love cock. Licking it, stroking it, sucking it, feeling it jerk inside of me. Sure, I adore rough sex, but there’s something so great about taking your time and giving attention to every part of it. Kneeling down and looking up at him above me. Starting off with wet kisses and little licks, feeling it get hard in my mouth. Tasting his salty skin and smearing little dribbles of precum on my tongue and around my lips. Paying special attention to his balls, rolling and massaging them with my mouth and hands. Now that he’s hard, his dick is fucking beautiful, long and thick and blushing red at the tip. I push it against his stomach and take a slow lick from base to tip, curling my tongue around his slit to taste him.

Part 1: I 35 [F] narrowly avoided a political sex scandal by coercing my daughter’s friend 18 [M] into impregnating me. *recently found out, it’s a boy!! :)

This is a secondary account just because I know of a few people that know my username likely wouldn’t appreciate hearing the details in this story. I almost deleted this before sharing, I got nervous and couldn’t make up my mind even though it’s anonymous. Does that happen to anyone here? Lol. It’s a long read but I assure you I didn’t over embelish anything. I wrote it out the exact way that I remember it though I did skip out on minor or boring details.

Early last year, my husband and I separated after 16 years of marriage but our lifestyles were very busy and we’re both in the public eye. I’m a local elected public official, not wanting to specify which, and I serve in a medium-sized town. Due to our lack of time and partial laziness, we just never got around to actually filing for divorce nor even really telling very many people at this point, or at least I didn’t. My father is also a locally known preacher and so I take care of organizing activities, etc. Basically put, I have a respectable reputation to maintain. So to the public’s eye, we were still thought to be a normal husband and wife couple and it was just easier to keep it that way for the time being, at least for me. So when the following situation sprang out into the open, I had to do some quick maneuvering to avoid public rumors of a sex scandal as if I cheated on my husband since we didn’t officially file for divorce yet and few knew we had already split apart from each other’s lives, living seperately. Luckily everything worked out great but it’s a long story so bare with me.

He [F]ucked [M]y Ass, Then Came Inside

Last night we went home after a couple of drinks, I was feeling a whole new level of freaky. I took a hot shower and came back to bed with wet hair and smooth legs. I slipped on a lacy pair of panties and slid into bed next to him. He leaned over and gave me a gentle kiss which I quickly turned into a heavy make out session. Shortly after we were both naked and getting tangled in the sheets. He went above me and reached in my bedside table to grab some lube, in which his dick was right above my face so I gave him a sloppy blowjob and played with his ass. I told him to grab my fox tail butt plug, which after he lubed me up slid in no problem.

[M]18 My epic first time with the sexiest virgin in town[F]18.

Excuse my awful english…
So, I was texting a lot with a hot girl who was very serious with the “losing my virginity” issue. She waited till she found the “one” and even thought the whole school wanted to fuck her she didn’t let anyone touch her and that’s why i fell in love with her. She told me she was into me and that was it.

Fast forward 3 months(!) we found out that we are made for each other and even our parents meet (we didn’t keep our relationshio a secret). We had a lot of discussions about sex but the first thing she wanted to stretch her virgin pussy was my condom-free dick, so she wouldn’t let me put a single finger in there (she hadn’t never even masturbated).