[MF] My [M18] Bar encounter turned into a thing with [F27] Sexy young Milf

First time poster, loved some of the stories so thought I’d give back to the community. Skip to last two paragraphs for naughty bits.

Let me start this by saying many years ago I was a fresh 18 year old (Legal drinking age) at a rooftop bar for my brothers birthday with our older sister and each of their respective friend groups. Here is where I locked eyes with her; My brother soon advised me “That chick keeps giving you the look” in this instance is when I realized she gave me a wink from across the bar. I couldn’t really make out her features being more than tipsy and quite a dark venue so I approached her steadily.

She stood there with her friend with piecing green eyes I could see in the ever-changing lights with a short skirt on which accentuated her nice firm ass, loose top on with some cleavage, straight brown hair. I introduced myself and she gave me hers (I will refer to her as “P” for the story). “What are you doing here tonight?” P asked with a lustful smile/look in her eye which melted me down. After some small talk we exchanged numbers as my Bro and his mates wanted to head to a club down the block. “Make sure to come back here.” she said to me after I pulled away with the group. I had already planned on coming back as the bar was our sisters local drinking spot and she pretty posted up with her friends who were the designated drivers aka our ride home.

Side quest, seducing a thicc blond longboarder. [M]et on a bus from college back home and had a lot of [F]un.

I want to start this post by saying it’s my second erotic tell all, ever. For those of you who liked my last one and left a comment or followed or sent a message, from the bottom of my heart I thank you.

If you like this post please see my previous work. I’d really appreciate it if you did.

On to the story:

I was on my way back home to nyc from the college I attended in upstate NY. I had just discovered Chance the Rapper’s first album, Acid Rap. I decided the best way to travel, if I’m confined to a long bus ride through the rugged mountains, would be to spark up and get high while window gazing and listening to some dope new tunes.

I did so and found my seat as the bus was still just opening up to passengers, early in the morning. I spent the first few hours of the ride in a complete bliss. The lush spring landscapes of the Adirondacks combined with some mind-blowingly good music had me on a seriously good vibe.

[MF] Comfort sex

*Sometimes when things get hard, all we need is a bit of physical touch.*

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I met him my senior year of college when we were both 21. We dated casually over the summer, and although we both were not ready for a relationship, we still deeply cared about each other.

______

“Is everything okay?”

I didn’t know how to answer. I couldn’t even look at him in the eyes.

“Hey hey, it’s okay. You can trust me. I’m here for you,” he said, reassuring me.

Sitting next to me on the couch, he put his arm around me and pulled me in as I rested my head on his shoulders. The amount of sudden calm that I felt being in his arms was almost overwhelming. It was so comforting being with him I could stay here forever. Safe and sound.

“Thank you, for everything,” I said, head resting onto his shirt.

“Of course, you know I’m always here for you,” he responded. “I just want to see you happy. And see your smile.”

He lowered his arm down to my side, and touched the skin beneath my shirt.

[MF] The time a fucked my college teammate in the ass

[Part 1](https://www.reddit.com/r/gonewildstories/comments/h8pai0/mf_the_time_i_fucked_my_college_teammate/)

I have a number of stories I’d like to share of my past. I’m in my early-30s now, and my sex life has toned down quite a bit from what it used to be. But I relive these experiences and am turned on by sharing them. Scroll down to SEXY TIME if you get bored with the backstory.

Alexa and I began dating after our hookup. I really fell for her. I won’t get into all the mushy gushy stuff. For the purposes of this sub, she was down to fuck all the time. I got a kick out of randomly throwing her down on a couch or bed, peeling off her leggings, and going to town on her perfect pussy. It was the best pussy I’ve ever seen. I loved to make her cum and then slide my cock into her while she was still convulsing.

The first time she went down on me was at her parents house. We slept in her room (she didn’t think her very religious parents knew we’d fuck, but come on — they knew). She was shy about sucking my cock. Turns out she had lost her virginity less than a year before and wasn’t totally confident with herself.

Adventures with Amy Part 4 – Halloween Party [MFM] [cuckold] [consensual]

Amy and I continued to have a strong relationship through our freshman year, and we even shared an apartment over the summer as we’d both landed internships in New York. Once our internships ended, we went back home to our respective hometowns.

While back home, I met up with my best friend from high school, Andrew. Andrew and I had gone to the same school since 2nd grade, though we didn’t really become friends until middle school when we found ourselves in the same classes – a trend that would repeat every year until we graduated from high school. We’d kept in touch during our first year of college, but being in person we started catching up in greater detail, in particular talking about our sex lives. I told Andrew about Amy, including the details about Josh and Alice.

“So you’re a cuck then,” he stated.

“A cuck?” I was unfamiliar with the term.

“Yeah. Cuck. Cuckold. Don’t you remember from Mr. G’s English class when we had to read Shakespeare? Tina got sent to the principal’s office when she asked Mr. G if he was a cuckold.”

I did remember. Tina was a bold girl.

[FM] Cirque du Soleil

I dated the sweetest guy. I told him I’d never really seen a professional live show, and I’d always wanted to see Cirque du Soleil. Just in conversation. This was pretty soon after we started seeing each other. On my way too and from work, I was seeing a billboard advertising their latest show. I couldn’t see how I could afford to go, though, or who would want to go with me. Then one day, he told me he’s got tickets to the show, for him and I. It was a couple months away. I don’t live in a city, so he planned for us to make a little getaway out of it. We’d get a hotel and go to the show. He booked the tickets for the afternoon, so that we would have the evening left to do other things in town.

We had been talking for a while about going to one of the clubs in the city. A swingers/sex club. Neither of us had ever been to one; each of us was the other’s first really sexually open partner, and it was something we wanted to try togeher. Since the club didn’t open until 8, we made a plan to go to the afternoon show, then get dinner, then go to the club together.

Becoming a Pro Dom’s Kitten, P. 2: Hitching a Ride [FM]

[The First Night](https://www.reddit.com/r/gonewildstories/comments/hfc289/becoming_a_pro_doms_kitten_the_first_night_fm/)

*At the end of this, there’s some rambling stuff in italics. If you want JUST the sexy stuff, read on, ignore the italics, and wait for part three. If you want the more honest truth about these events, keep your eyes out for italics.*

– – – – –

Everything my life was, everything I thought I was…was different. I felt magical, vibrant, alive. With renewed confidence, I continued pursuing friendships. Put my nose to the grindstone academically. My parents planned a trip to come see my sister and I–my sister had started university in Nearby City two years previous, and she and her boyfriend would be hosting Thanksgiving that year. I was looking forward to it. I’d been missing them, even though I was quick spending all my time with new friends.

And speaking near-constantly with my new Sir.

Rick was….

Rick was a god to me. I can’t explain it any other way. His confidence, his presence, his aura in the company of others in the scene. He had been a professional dominant for many a year at this point, and I felt beyond blessed to be in his presence. I felt honored that he had noticed me, an eighteen-year-old BDSM virgin. A froshie university student, far from home, who was oh-so-vulnerable.

[f]irst time being vibratored by [m]y boyfriend

It was the day after I turned 19 and was staying with my boyfriend (in his uni room) to celebrate. We had been making out and he had spanked me a couple of times, getting me warmed up. We had takeaway and after I had opened all my presents, he got out another box. He said this box was a special present for tonight. I eagerly opened it and it was a pink bullet vibrator. I’d never seen one in person before and didn’t realise what it was at first.

I asked him what it was and he asked if I wanted him to show me. I stupidly said yes. He pushed me back and lifted my skirt up, pulling my panties to the side. He smirked and turned it on, I realised immediately and as I was beginning to say “I know now!” He pushed it against my clit. I instantly started moaning and he adjusted to level to tease and punish me.

My First Anal with my boyfriend (Hard Anal pounding) while my room mate watched (mostly) [FM]

Sex stuff starts at ————————-

Hi I’m Emma, pics on my account, It wasn’t a regular college night, there was a storm outside. Me, my room mate Ellie and my boyfriend Brian, we were all cuddled up together on the ground in a blanket watching Before Sunrise (I love that movie), we had seen it before, we were only watching it again cuz we couldn’t decide what else to watch. Halfway through the movie, Brian started to get frisky, we soon started making out and forgot about Ellie and she kept watching the movie or watching us… After about 2 minutes of kissing we realized Ellie was there too.Brian and I are really open-minded plus i kinda have a crush on her (I’m Bi. Nobody asked? ok :( ) so we proposed a threesome but she declined. We couldn’t get to Brian’s room cuz it was across campus and you had to pass the ground, but it was raining heavily, so we stopped kissing and sat there with a sad face. Howeverrr she said, “Well you guys can do your stuff but I’m not gonna leave this room, if you guys are comfortable with me sitting here then you can go ahead.—————————————————————————