[MF] The perks of dating a pro triathlete: tight body, awesome tan, and fully shaved

In my 20s, I was an aspiring pro male cyclist. To pursue my racing dreams, I moved to Colorado and would race and train 3-5 hours a day. While it’s a lot of working out, it’s a lot of down time, and being a 20 something fit guy, you’re constantly looking for good trouble and better pussy. I’d hang out at the bike shop, coffee shop, the park, the pool, wherever people were at. At the pool was where I met Jenna (not her real name).

Jenna was already a pro triathlete. She had long blonde hair, lean and toned, 5’7”, 130lbs and you could see her thigh, shoulder, abdominal muscles. Not a 6 pack or overly muscular. She was at the pool a lot doing laps and as an athlete, I wouldn’t hit on her there. I noted her backpack had some sponsor patches and figured out she must be a triathlete. I made note of which bike and clothing sponsors she had cause I’m a bike nerd.

How to Get a Messy Facial on your Kitchen Floor, in Three Easy Steps [FM]

The next time I saw Charlie his hair was still long and messy, but he had shaved, and on the whole he looked a lot more like I remembered him from our days in class together. We had met in a small, moody basement bar in Hoxton (let’s call it…I don’t know…Sadness Remembers?), and we were chatting with all the ease and tact of two people who are so certain that the evening will end with them fucking that, in making plans, in meeting and, thus far, in the evening itself, neither of them has felt the need to mention it. It was quite the feat, really, since virtually the last thing I remembered saying to Charlie was asking him to fuck me in the arse.

The Auntie Story #1 [FM]

As promised u/deodek and u/Azzurri1 on the latter’s contribution [https://www.reddit.com/r/sexstories/comments/hptjzn/my_sexual_exploits_all_real_experience_1_my/](https://www.reddit.com/r/sexstories/comments/hptjzn/my_sexual_exploits_all_real_experience_1_my/)

– here is the first part of *my* auntie experience. Further details regarding follow up at the end of this story.

**

This experience is written from memory. It happened decades ago and my memory may have altered a few things to make it easier on myself. Technically my aunt did nothing wrong and age is not an issue where I live. With regards to the latter I will not be specific other than I was a teenager. You can place the actual age where you want.

*Quick background (or jump to the **):*

My uncle lived with a new girlfriend Lisa who was about 10 years younger than him and about 11 years older than me.She worked in pre-schooling and as our own school had a week each year for us – as pupils – to try out different trades, I was offered a week at her job.

At the time of this episode my uncle, Pete, and now aunt, Lisa, lived in a flat with a master bedroom, a hallway, a small bathroom, a kitchen and a big living/lounge room.

I [F] have slept with at least 1,600 men in my life. My goal is 10,000

Yes. I’ll be honest. I know I should be ashamed but fuck that. Guys aren’t ashamed. I’m not either.

I started off working at a hooters in Tulsa. Other girls there said the same thing then that people say now. Yes, I always showed up with a top two sizes too small with my tits hanging out and yes, I really did go out of my way to stick them in everyone’s face and yes, I really did suck people off in the men’s room often enough for someone to say something about it to me. But the fact is that I racked up a number that guys would be pretty proud of.

At this point, the truth is I don’t know the exact figure, it’s hard to keep track when a lot of guys go at once, but I know plus or minus 20. There were some massive parties where I was the main attraction. Burning Man was always a big boost every year. I can’t say I know the exact number because, obviously, when there are that many people having a go at your holes over that many hours, and frankly when there are that many dicks on your face, it’s not always to see who is fucking you at the moment. You do always know when its someone different though. Usually.

[MF] I (M36) Went from teaching her (F23) English, to teaching her sex (Part 2)

A couple of months passed since my last “lesson” with Hina. I thought about her from time to time, but she was dating some other guy, not to mention our age gap and the fact that I used to be her teacher back when she was still a young teen. I decided I was lucky to have gotten her to blow me twice and swallow my load once, and move on keeping the hot memory. One day Hina messaged me out of the blue and we texted for a bit, which lead to a meetup. While there I asked about her and her new boyfriend and if our lessons were any help.

“Yeah, everything went okay I guess.” She said not sounding all that excited.

“Just okay?”

“We made out, got naked, I gave him a blowjob and I think he liked it. Then we had sex. It was a little painful and uncomfortable at first but I got used to it, and it wasn’t bad.”

“You still don’t sound that jazzed about the whole thing.”

“Yeah, I guess I was just expecting more. SEX! Everyone’s so crazy about it. But he put it in, in and out for a few minutes, and then he was done.”

[Group][MF] Had an unexpected somewhat orgy with former college classmates

Long post. My (25M) English and grammar are not the best so sorry for any errors. This happened last week Friday and the decisions made were definitely not the best. All the names have been changed and since none of them use Reddit I thought I’d post here because I just had to share this crazy story. For a bit of background, I live in South Africa and in my experience (I’m black btw), people are not too open about sex here as it is, let alone group sex. The idea of it was just a fantasy I had had and was sure would never come to fruition. My classmates and I were closer than normal and were somewhat friends but not really. As far as I know, none of us had been sexual with each other the entire time we were in university/college. The group was me and 3 other guys and 4 girls and most of us had not seen each other since graduation.

I [F] tested out my new lipstick by sucking my fiance’s [M] dick. [FM]

I purchased some new lipstick today, so I decided to go home and put it to good use.

While my fiance played a video game on the couch, I snuck into the bathroom to get ready. I pulled on a sexy new cropped tank top over my chubby tummy and large breasts. I slipped on a tight, way too short school girl skirt to match, removed my undies, and pulled on some thigh highs. I put on my vibrant red lipstick, eyeliner, and mascara, pulled my long dirty blonde curls into pigtails, threw on some earrings, took one last look in the mirror for good measure, and instructed him to close his eyes.

When he told me he was ready, I stepped out and propped myself up on the door frame to showcase my hard work. I told him to open his eyes, and as he did, a surprised smile greeted me and he said, “Damn, baby, you look hot!”

I straddled him and kissed him for a few moments before eagerly tugging off his shorts. I crawled down to the center of his legs and readjusted my glasses before wrapping my lips around his tip. I worked my way up and down the shaft, making sure to soak every inch with wetness from my mouth. His moans excited me, but not as much as him grabbing both pigtails and fucking my face.

The first time I [M] fucked my [F] girlfriend in the ass

Obligatory but this was some years ago. My ex and I were both 21 at the time and had been dabbling with anal sex but with no success. This was mostly because of our inexperience at the time with anal foreplay. She’d always reluctantly plead in previous instances to go all the way but I’d always shut it down when her body language showed physical discomfort.

Flash forward to the day it finally happened. We were at a holiday party at my parents’ place and because it had been a while since I’d lived there, they converted my room into a game room. That said, a few drinks in we moseyed upstairs to what used to be room and started going at it full tilt. Next thing you know we hear footsteps coming upstairs so we retreat to what used to be my closet and close the door before anyone comes in. The parents were playing poker downstairs so my mom sent the teens up to play pool/Xbox, etc., leaving us stuck in the closet.

Got a free blowjob from a hooker [MF]

I was about 19 or 20 I went through a phase of trawling through dating websites (pre tinder) for older women who were down to fuck.

I had some free time and saw a profile online for a 30 something blonde bbw. We starting chatting and she mentioned she was in town today. I lived with flat mates so she wasn’t keen to come to mine and she was travelling in a caravan so that was out. I got the feeling she was travelling with her husband or kids or something.

As any horny teenager does when they get a hint that they might get some, I sent a dick pic to her. She said she loved sucking cock and that it looked tasty. She told me she was staying near a beach across town but maybe we could have some fun in the car. So I got my ass in the car and drove down to the beach.

I should mention that this was the middle of the day during the holidays so this beach area was really busy. I parked in a car park near the beach and messaged her so she new where I was.

My engaged friend is getting sluttier and cockier (part 3) [MF]

Acquaint yourself with Sarah and I. [Part 1](https://www.reddit.com/r/gonewildstories/comments/hrluth/my_first_time_with_my_friend_who_had_a_fiance_mf/?utm_source=share&utm_medium=web2x) and [Part 2](https://www.reddit.com/r/gonewildstories/comments/huivv9/my_adventures_with_an_engaged_friend_part_2_mf/?utm_source=share&utm_medium=web2x). I also write about Sam and I, [My adventures with Sam](https://www.reddit.com/r/sexstories/comments/hm6ifj/the_first_time_i_fucked_my_longterm_friend/?utm_source=share&utm_medium=web2x)

~~Long post~~

Halfway through the trip Sarah had given me a blowjob and we had fucked twice. I was very single at the time, so I was constantly in a flirty mood. I had some chemistry with two other girls who came on this trip with us. But, something happened at the halfway mark which turned it into a more exciting vacation.

Midpoint of vacation: I got my cereal and beer, walked out to the deck and sat in peace. Sarah and I had not done anything in the past day or two. No change in her behavior, just for the past two days, she didn’t come to my room, I didn’t find her downstairs at night or anything (I lurked a bit). But like every morning, this day too she came and sat beside me with her breakfast. Only today it wasn’t as peaceful. We heard a lot of commotion and yelling and laughter. I got annoyed and got up ready to ask someone to shut the fuck up, but as soon as I saw who was causing the noise, I just came back smiling and sat in my chair. Sarah asked who it was and I just said, “Its fine…” she got up and looked around. Came back towards me and slapped my shoulder. “I hate you…” she said sarcastically. About 6-7 sorority girls had arrived in the villa right next to ours. One of our friends happened to be in the same sorority as the girls next door (different chapter). The rest of the morning I had a smile on me, Sarah at one point asked, “Can you not be this happy?”