Anal For the First Time [MF]

Hello everyone. I’m back with our most recent sexual experience. For background, in the 10+ years we have been married, we have attempted anal sex once… and it was on our wedding night. It was obviously extremely unsuccuessful due to being young, stupid and not careful/prepared. I hadn’t really ever pushed to try again because I knew how terrible of an experience it was both of us but mostly her.

Fast forward to the weekend. Trip all to ourselves, no children, no real schedule. We spent the day hiking and enjoying time to ourselves. We ate an amazing meal for dinner and return to the hotel for hot tub and hotel room sex.

***
We start furiously making out in the shower after rushing in from the hot tub. We have some foreplay including some clit rubbing and gentle tugging and eventually migrate to the bed in fancy robes. We sit on the bed and watch an episode of The Office on TV while playing with each others’ bodies. We start disrobing in the middle of the weigh ins during Dunder Mifflin’s weight loss challenge and during Jim and Pam’s proposal. (Such a great episode btw). We go into 69 and while turning around, I reach over to the nightstand and grab our 7 inch vibrating dildo and start slowly fucking her with it. I continued to slowly insert the head of the dildo while licking and flicking her clit with my tongue.

My First Group Sex Experience [MFM]

A recent dirty penpal post about gloryholes brought back a funny memory of college. It also was the first time I’ve ever publicly sexually explored with another man. Growing in a strict religious household where there is homophobia and repression of sexual desires, it really left me yearning sexual connections in college. After fooling around and getting more confidence with women, I had this experience with a friend of mine in his room in a frat house. You can read about some of my previous college sexual experiences in my history, but this story happened during my Junior year of college.

Look for the ** to skip to the sexy part

My best friend, Matt, from high school and college was a frat and lived in their house on frat row. He was popular and played on our college’s baseball team and fairly attractive. He was dating Steph, a free-spirited brunette, about 5’11” and very petite, with probably 32Bs and a fairly dainty ass that matched her frame. They had a fairly open relationship and they honestly seemed more like FWBs but called each other BF/GF. My buddy is 6’1″, broad shoulders and was pretty built given how much he worked out for baseball.

[M]y Latest Asian Massage Parlor Experience

If you’re new to my stories, here is a story of [my first AMP experience that you can read here.](https://www.reddit.com/r/gonewildstories/comments/ih2mjp/my_first_asian_massage_parlor_experience/?utm_medium=android_app&utm_source=share)

Being a regular at a massage parlor is helpful because they will usually give you their name to ask for which indicates that you’re a regular client and looking for extras/happy endings. I have a usual, Wendy, who I have enjoyed in the past. I called Monday because I had a long lunch break and she was able to fit me in. 

Massage was going as normal but as she moved up towards my upper thighs and glutes, she was getting more bold reaching up towards my asshole as I lay face down. She was really spreading my cheeks with each stroke and she asked if it felt okay. I grunted through my mask and facehole of the table that I can move my legs apart if that’s helpful. She gave me a cue to spread my legs. I felt completely vulnerable and I loved it. 

[M]y First Asian Massage Parlor Experience

This story takes place 8 years ago when my wife and I were living in a more busy part of Southern California. At the time, I was daily driving my Kawasaki to and from work/graduate school through SoCal traffic. All of the saddle time resulted in me being incredibly stiff and sore in the shoulders, back and hips. The commute was terrible and only made slightly tolerable because I was able to cut my commute time in half. I was spending 45min-1hr commuting each way and if I were to drive a car, it would have taken me 1.5-1.75hrs during rush hour times. I had heard of stories of happy endings at sketchy massage parlors and after doing some research on Rubmaps, I decided on a fairly high rated parlor on my route home. 

My First Sexual College Experience Part 2 [MF]

This is a follow up story to [My First Sexual College Experience](https://www.reddit.com/r/gonewildstories/comments/gcd22i/my_first_sexual_experience_in_college_mf/?utm_medium=android_app&utm_source=share)

Jaleh was always a perfect lab partner. Smart, funny, reserved, and beautiful. She had the most amazing ass and was one of the first Persian girls I’ve ever had a crush/feelings for. This story picks up right after she gave me my first blowjob and I ate out my first pussy.

My roommate was fast asleep above us in the top bunk in my dorm room. I had dozed on and off since he got back as we cuddled and spooned with me as the big spoon. I had thought she was asleep too when I could feel Jaleh’s hand sliding down the front of my abs and across my trimmed pubes. The feeling of her fingertips against my lower abs made me tingle and gave me chills. I have always loved that sensation and the chills it gave me when girls would rub that area above the base of my cock. My cock quickly stiffened beneath her hand as she slowly swirled her fingers around the base of my dick. I could feel my breath quicken and she silently began stroking my already throbbing cock.

My First Sexual Experience in College. [MF]

Hello /r/gonewildstories. I have been contemplating writing out a few past sexual experiences from before and after marriage to help pass the time during the quarantine/stay at home order. If these stories pick up some traction, I may write more but I wanted to talk about my first ever blowjob/oral experience. I am not the greatest writer and I would greatly appreciate any feedback on how to improve.

During my Freshman year of school at a University in California, I found myself in a physics lab with an attractive Persian girl with the cutest butt I’ve ever seen. We were partners with 2 others at our table. Jaleh was about 5’4” with smaller B cups and a perfect round peach ass. It looked amazing in jeans and I would subtly stare at her while she was walking around the lab. We would frequently find time to study in our group of 4 outside of class going over lab assignments and studying for tests. Many times, the other 2 would leave and it would be just us. Nothing ever happened between us and the conversation rarely progressed towards anything sexual until near the end of the quarter.