[MF] My first time getting nudes and doing a hook up.

Hello everyone, just found out about this subreddit and I read a few posts, which reminded me of a story that I would like to share with all of you. The story is about my first experience doing sexual things with a girl. This happened a month ago. And I wish I could go back to that day everyday. I will not put the real girl’s name in the story because I feel wrong in doing so without telling her about this, and she was very nice to me so I respect that.

A little background before the juicy story:

About me – Before this encounter that I had, I never been the best with girls, and I think that still stands correct lol. Back in early freshman and sophomore year of high school, I had a “girlfriend” but we never did anything except hug and kiss. The only real action I had, prior to my first sexual experience with a girl, was with my hand and good ol’ porn. I come from a household where my parents really never gave me “the talk” and they always told me never to have sex until I was married. I never have smoked or have drank either, so you can see what type of household I was raised in. **I was 18 when this story happened.** I am a white guy with black hair. Very fit and athletic. I just graduated high school when this story took place. I am the typical nice guy.

In the Parking Garage [MF]

Ext. – Walnut Creek, California – Evening

The weather started to cool, and autumn was finally here. As I drove down Main Street, I noticed how all the leaves had turned golden, and I knew it was only a matter of time before they started to pile onto the ground. I parked my car on level 5 right next to hers. I’m sure the security team that worked the structure was more than used to seeing the same two cars there. Perhaps we worked at the mall? Yet, we weren’t clocking in.

As I walked across the street, I held my jacket closer to my body as the wind whipped through the corridor. I made a mental note to make sure I wore a warmer sweater next time.

B&N was on the ground floor and a two-story location complete with a cafe on the top level. The girl I came to meet… was on the ground floor near the magazine racks. I came up behind her, with her deeply engrossed into the book she had in her hands, and pressed my lips to her neck while inching forward until I felt my full body connect with hers. She stiffened by then relaxed once she realized it was just me.

Turned a newbie into a sex queen [MF] long story

Several years ago I was way too involved in seeing escorts. I guess everybody goes through periods in their life where they are exploring and making bad decisions. I was a little early in my mid-life crisis and met a few women online and had some fun. Then, I started getting into escorts.

I learned how to choose the best and made some friends. I met a woman who was advertising online. Typical story, her husband left her with three kids. She was very attractive and tried to do the right things and ended up deciding to try escorting. She was shy and sweet. Despite the fact that she was hot and sexy she had some self-esteem issues.

So, I see this new ad for a new escort and pounced on it. We met just a few days after she had started. By then, I was pretty good at knowing how this all worked and how to make the girls feel safe. So, we meet.

[MF] Collection of our gonewild moments gone bad. [Short]

Little known fact about your typical post in this subreddit. For every story of success and happy endings, there are numerous tales of moments that got ruined, took a turn for the worse or ended fits of laughter.  Chelsea and I have libraries worth of more hot stories but an equal amount of moments where we can laugh at our misfortunes. This is our collection of short stories and moments that failed to meet the “That’s Hot!” quota.  Hope you get a few laughs and facepalms at our expense.

___

I love my awkward wife more than anything, but she has this uncanny ability to say and do the wrong thing at the worst possible moment.  One particularly inconvenient moment happened early on in our relationship. She was going down on me in one of our recovery phases but she was still horny. I was flaccid and sprawled out half on and half off the bed with Chelsea on her knees between my legs.  My eyes were closed and mentally zoned out, just enjoying the moment and reliving the previous 20 minutes. Chelsea is doing her thing and I suddenly feel her stop. Her lips were squeezing my soft shaft flat so that it was pressed out wide in her mouth.  It was a weird sensation, neither hurting or feeling all that good.  I open my eyes and look down to see her staring back at me.  Perfectly still, she manages to grin with my limp cock still pressed flat in her lips.  She releases it with a pop, “Look, I’m Rufus!” referring to my dog while the cock in her mouth was attempting to mimic his tongue. She beamed a smile then giggled, soon returning to what she was doing.  

Boy[F]riend [M]ade me [F]uck another slut for his Bday (Part 1)

For my bf’s birthday, he told me he wanted to take a weekend trip and invite a friend to come with us. As soon as he said that, I knew what he really wanted ;)

My bf, Andres, has a lot of hot female friends, but there was one I secretly wanted to fuck the most. We’ll call her Marie. She lives in Colombia, though, so I had resigned to the fact I’d likely never play with her. Well, about a month before my bf’s birthday, we find out Marie is gonna be in town. As soon as Andres tells me the dates, I realize she’ll be around for his bday. I point that out to him, and I know he’s thinking the same thing I am.

[ff] My early days getting to know my best friend as a girlfriend, continued…

So last time I talked about how me and my best friend, Alexis, were encouraged to kiss each other to practice for kissing boys. We took the advice, had some nervous fun, and got carried away. We got closer and more comfortable with each other and learned a bit about sex and what feels good, and it got to where every chance we had, we would get down to bras and panties and just cuddle and make out in bed together.

We were getting really comfortable with each other and really close. We were starting to feel more like girlfriends than friends, always spending time together, talking more, getting physically closer obviously, and I was thinking about her a lot when we weren’t together. We pretty much were girlfriends, but we still had the idea that this was just for fun, and for practicing for being with boys, and it didn’t really “count” for anything. I don’t know what that means now, but we were just trying to figure things out back then.

The Teen Tease [Mf] [Romance] [Adultery] [True Story] she comforts me whilst we watch my girlfriend cheat

I drive my girlfriend Claire to the New Year’s Eve venue. We had been celebrating New Year’s Eve here for several years running since her mother’s 50th. I had thoroughly cleaned my car of last week’s antics with Eve… I parked up then walked around to open the door for her, offered her my hand, she instead passed me her clutch bag as she clung to the car door and climbed out of my car.

Claire stood up, brushed herself down, adjusting her tight fighting black gown dress and pulling it taunt over her curves. She took a step forward. A single strong strut subtly exposed her leg and thigh through the slit in her long black gown dress.

“How’s my hair?” she bent forward and preened herself whilst checking in my car wing mirror. Her long brunette hair was immaculate, curly and flowing over her tanned cheeks.

“You look amazing.” came my reply.

I had missed her dressing up like this. She had put such an effort on tonight, she was dressed to impress. She clung on to my arm, stumbling a little from the pre-drinking at her place, as she took hold of my bicep to steady herself.

[MFF] – My Repressed Catholic Girlfriend, her best friend and a sex game

I’ve written multiple stories about my girlfriend (now wife) so if you need more context and background, see any of my other posts in this subreddit. To recap the main points; Chelsea was raised in an ultra-strict household, typical hellion rebellious teenager, she remained a virgin in the front for years by partaking in anal sex among other things by her college boyfriend. She had a competition show-horse where she worked at the stables to help pay for the rent and feed. Had a best friend in a fellow co-worker at the stables named Lynsi. They were inseparable and whom she confided her darkest secrets with and vice-versa. Her friend had to get another job out of town and eventually they grew apart because of life but mostly it was the psycho boyfriend Lynsi started seeing. That’s the short-short version.

My Manager and Assistant Manager made me their cumslut [MMF] [threesome]

-This is my first time writing about my sexual experiences, so forgive bad punctuation haha but if you like I can write some more at some point-

Drinks with coworkers sounded like a good idea, who’d have thought I’d wind up fucking my Manager and Assistant Manager at the same time!

It started early one Friday evening at my local pub. Me, 19 years old, just started working at a liquor store, having a couple of drinks with my manager Peter, 25 year old SINGLE attractive guy with perfect olive skin and fit as hell. Anyway my boyfriend of 4 years broke up with me about 2 months ago now and honestly this was the first time I’d gone out and done something social since then. I was excited because I was finally free to get drunk and mess around as much as I wanted.

We’d had 3 drinks by the time my assistant manager James arrived, he’s 31 years old, 6 foot 3, broad shoulders and muscular, but unfortunately in a relationship (not that that’s stopped people before). Both James and Peter had dressed up for the occasion and the sight of 2 mature, well dressed and attractive men had honestly got me a little worked up. The rest of the crew arrived soon after and we settled in for a couple of hours.

I [M] find my wild side with Arianna [F]

“Brzt … brzt” I pulled of my gloves as my phone got a notification. My phone lit up with the beautiful picture of my wife and kitten. My wife was gorgeous flowing red hair, piercing grey eyes, a light dusting of freckles along her cheek bones and the bridge of her nose. The small fire symbol for tinder had popped up. Ariana messaged me, I opened the text and saw “bitch you got hot pockets?” I laughed rechecking out her profile, which I had swiped right on last week. She was a bigger girl with full lips half lidded eyes and a darker complexion. Her profile read “down to clown” so I replied being as forward as possible, “yea I got hot pockets, come over and ill fill you up!” I expected to be blocked after that, she wasn’t really my type but I was horny and it was getting late. “Where you at boi?” I was soon to learn that Ariana didn’t mind forwardness. “I get off work at 1:30 am, if you’re still awake Ill come pick you up”. “Shit that’s late I might be to fucked up then :P” I had expected this, working the swing shift had many downfalls. “Well”, I said “My house will be empty tomorrow around noon if you want to swing by”, “Wait, you have a girlfriend?”, “Nah a wife”, “She know you’re on here?” “Yea if you want you could meet her”, “Umm that too weird I don’t wanna meet her but if she’s chill with it ill be fine”. We chat some more but around midnight I stop getting replies, I was a little disappointed as I had spent the last few hours fantasizing about Ariana.