After years of teasing, I finally get to fuck him! (Cassian part 2: An ode to release) [MF]

[Part 1](https://www.reddit.com/r/gonewildstories/comments/tcie4l/i_edged_my_boyfriends_best_friend_with_a_covert/?utm_source=share&utm_medium=web2x&context=3)

Towards the end of my relationship with my partner, Cassian and I had exchanged nudes and dirty talk. My favourite was my Christmas gift – a picture of him rock solid, hovering above Christmas wrapping paper. He had a wicked sense of humour.

Once I was single, I pursued him doggedly. He had a lot of guilt about me having dated my partner for a very long time, edging towards a decade. He made me wait, and it drove me wild. I was desperate to feel him writhing inside me.

One day, we were at a BBQ with the gang celebrating the end of lockdown. I texted him, “do you want to come over after?” I saw him check his phone, catch my eye then put it away. He tapped his hand against the table, pursing his lips, thinking. Impatient, I rub my leg against his under the table, trying to convince him with my touch. Eventually he picked up his phone to reply, “alright, but don’t be weird.”

[MM] [First Time] [Oral] Chris’s first time with Drew

This is a true account of my first time with another man. I have not fabricated any part of this story and apologize if it isn’t “spicy enough”.

During college, I began to question my sexuality. As I got more interested in porn, I began finding more and more taboo and kinky porn and ended up finding myself attracted to man-on-man or pegging. I began experimenting with items (plunger handle, hairbrush handle, etc.) as anal toys. I found myself always wanting more than what I had. This led me to really be bi-curious, as I still was very attracted to women.

Enter Drew – Drew was a dorm-mate that I met and began a friendship with as he lived 3 doors down the hall in the dorm I was living in. We found out we had a lot in common (not sexually) and would hang out more and more. As things progressed through the semester, Drew got an opportunity to move to a different dorm with bigger rooms. He did and so I helped him move and discovered that his new roommate would only be there for another week or two before moving off campus.

Bi[m]bo [t]rans fling

I used to snap videos of me stroking my thick cock to an incredibly hot and very sexual trans woman. She used to do porn. Id play with my cock pretty often so she got a lot of videos before we actually met. Id cum in my own mouth, grind against prostate massagers, and show her my body. She’d send back videos of her huge fake tits and plump ass in the skimpiest lingerie. She always had on fishnets or something hot.

One day she told me she was free so i ubered over. I knocked on the door and she greeted me with a hug and a kiss, again wearing close to nothing. She was like 6” taller than me so my face was right above her tits.
Instahard.

We went into a back room and got naked while running our hands all over each other. I sucked TF out of her cock and she pulled me off of her only to suck mine. We repositioned on the couch and she filled my tight hornyy ass, cumming inside a condom.

[F]irst Reddit Hookup

I’m not sure where to post this because it’s more of a confession than a long drawn out story, but please let me know if it should go somewhere else.

So I posted not too long ago that I was getting obsessed with porn and (obviously) got a million messages from men. Well one caught my attention because he lived near me and was objectively hung like a god. I talked to him for about a week and finally met up with him yesterday. I’ve never felt so much and so little power at the same time.

I knew how much I turned him on, which gave me a huge rush, but at the same time he knew how helpless I was when we were together. I couldn’t say no to anything he wanted, and despite his being much older, he was able to keep up with my energy. It absolutely exceeded my expectations and left me wanting more. If you’re reading this, I hope this works as my public (but anonymous) thank you! :)

[MT] Breaking in a stranger’s boyfriend

Early this year I messaged a younger trans guy who was looking to start hooking up with people. His partner had “a slutty phase” and wanted him to have the same experience, but he was anxious about meeting a stranger, so he was planning to have her come to watch and encourage him.

Moreover, he was essentially a virgin and wanted to be eased into having sex at all. I’d done this for others before, and actually helped another redditor with their first time a couple months ago, so I was eager for the opportunity. Plus, I’d get to help out a trans couple, which is who I prefer (DMs welcome! 👀)

We exchanged face pics after a couple messages and really hit it off. I’m really into twinks, and he’s really into physically larger guys. Since there was potential, we started exchanging porn clips to figure out what kind of sex he was interested in having. It was an interesting combination of gentle and caring, and violent or even taboo.

He’d mentioned filming was a kink, so at some point I sent video of me roughly fucking one of my FWBs. He responded:

“I wish that was me…”

In the bathrooms

The bathroom is–or can be–a pretty sexy place, don’t you think? I mean, that’s where you take your clothes off and get in the shower. There’s nothing like hot water running all over your body to make a guy hard.

There are all kinds of other situations in that little room that can make you feel really good–as I found out to my delight.

I’m Matt, and I was spending the summer at home after my freshman year of college. I’d just celebrated my nineteenth birthday and was feeling pretty good about myself. In the house there was only me, my parents, and my older sister, Nancy–she was twenty-one and never let me forget that she had two years on me.

She was one of those rare girls who had both brain and beauty. As for me, I guess I had some nice muscles here and there–maybe not so much in the brain department, but who needs a brain when you have a nine-inch cock?

Lots of girls at college found my appendage pretty appealing during freshman year, let me tell you!

[MF] My first time giving a blowjob i learned that i can deepthroat really easily… thanks to porn.

My first time giving head happened when i was 18 and the guy was a guy i worked with who was 30.

We had been out on a friday night after work and we were at a bar with maybe a dozen other people. As the night progressed the group split up, as they do, into those interested in going to other bars/clubs whatever. This guy was hot and he said he was going to stop by his place to pick up a few -things- to bring to the club later and asked me if i wanted to come with him. Of course i did!

We got a taxi to his and we were sitting in his living room having a drink before calling another taxi to the club. Now this was 12 years ago and i was drunk so my memory of how it actually happened is a little fuzzy. He was asking me about another guy who was hitting on me at the bar who i wasn’t interested in and asking if i had a boyfriend. I didn’t.

The Invitation [swinger][orgy][party][exhib][anal][ffm][ffmm][breed] first post in this sub

Sixteen years.

Sixteen years she has stayed by my side.

For sixteen years, she has been my ever loving wife. She was the mother of my two children, both now teenagers. To her, sixteen years was a lifetime and she would complain of the ravages that time has taken on her body. To me, sixteen years ago was yesterday and she was still the 19 year old college student from L.A. that I married.

I tried to show her, every chance I got, that she was still the object of my desire. In truth, I felt that I was the one to whom time had been unkind. When I met her, I was a 22 year old Lance Corporal in the Marine Corps, full of life and motovation. She stood by my side when I was promoted to corporal. I stood by her side while she gave birth to our son. I saw her crying while she held our six week old baby in her arms as I got on the bus when I deployed to Iraq. It was her smiling face that I saw when I closed my eyes at night and when I stepped back off the bus when we came home. So many years later, my hair had gone gray and the long term consequences of military life had taken their toll, but she was still by my side. I tried to make her see that it was my own failing, and not hers, when my ability to “stand at attention” needed medical intervention, I could understand how she would think it was because of her… But it wasn’t.

[MF] My roommate snuck in after a shitty Tinder hookup

pologies for the length and format. I’m typing this on my phone, still hungover and in bed.

So I’ve had a thing with my roommate/neighbor. We’ve made out a bunch and fucked a few times, but we both kinda decided it wasn’t a good idea to date people under the same roof – especially with other people sharing that space as well. She’s this petite Filipino girl with little boobs and an ass so firm you’d think it’s carved from marble. She also has fantastic style that rarely includes a bra or underwear.
For reference, I’m a 6’1″ Italian dude with the beginnings of a dad bod.

Well last night I went out with some other roommates drinking, and we came back to the girl with another guy, just kinda chilling in the living room. She was kinda hanging on him with her leg propped over his. It was pretty obvious that herself and the date she brought home were a little wasted (as was the rest of the group I came back with lol). We chatted with them for a bit before breaking to our rooms respective to crash.

Lovin’ in the Apocalypse Ch. 05 [Apocalypse, romance, drama, almost cheating, voyeurism]

Last time on, Lovin’ in the Apocalypse!

Tom and Rachel reconcile in a not so romantic but intimate way. The air clears for Rachel and she begins to accept life inside the new camp.
Meanwhile, another group not too far away deals with some internal conflict and sets its sights on distant enemies. Their leader shows unbending will and promises to keep his son safe no matter the cost.

How will Tom and Rachel handle being out in the open after a while behind walls? Will their courage hold as unseen danger closes in around them? Find out now!

Chapter 5: On the Job Training

Cameron pulled the pickup truck down a bumpy gravel road and slowly moved along, careful not to make the engine growl too loudly. Diesel engines were noisy enough while idling to attract the infected’s attention. The day was quiet and the evening sun was still bright enough to allow them to operate. They would have to start looking for a place to bed down soon though. Moving around at night was a good way to get trapped or worse.