[MM] Midwest business trip

So I last week I went to a midwestern US city for work. I was on my own and had my own hotel room for a few nights. So before I left I put up a craigslist ad saying I was looking to suck cock and bottom in my hotel room and if interested to please send a body shot. I’m 25 btw, tall, fairly good looking. So I get a reply from an older guy which is a huge plus. He sends a pic and he is in great shape for a guy in his 50s. Flaccid cock in the pic but he said it was 8.5 in so I figured he was a grower like me. So we swapped some emails and pics and I told him I’d email him when I checked in. So I check in around 4pm and send him a note. He leaves work early. I’m wearing pale green lacy panties and edging to sissy hypno porn when he knocks on my door. I am blown away at how good looking this guy is. Tanned, great shape and wearing his wedding ring. We shake hands and I start tugging at his belt. He drops his pants and I go to work. Sucking and slurping his soft cock. After about a minute he tells me to stand up and we both strip and hop in bed. He lays back and I start sucking again. I come up for air and we look at each other. Now I don’t kiss dudes, never have. Really not even attracted to guys as much as I am cock. But damn if he didn’t make me want to kiss him. And I did. Next thing you know we are wrapped up passionately tounge kissing. I’m panting with pleasure like a bitch and feverishly flushed. I’m calling him Daddy and he’s calling me Nickie and Bitch. He’s on top kissing me now and he sits back with my ass on his lap. He starts letting strings on spit drop down into my ass. That’s when I notice how hard and big he’s gotten. It stuck straight out with a crook at the base. I’d only fucked 2 cocks bigger. I ripped open a condom and he rolled it on and pressed his thick head against the rim on my asshole. He shoved the head in. I’m gasping and just groaning with pleasure. Now the whole cock slides in. Jesus fucking Christ, he was thick. I wrapped my legs around him and threw my arms around his neck. He started thrusting. I was completely filled. He fucked me like that for a good 4 minutes. Then he threw my legs to the side putting me in the fetal position all while banging aways. I twisted around and propped myself up a little so we could french some more. Then he shoved his thumb in my mouth and ordered me to suck which I gladly did. After a bit I pushed him off and got on all fours. He entered me that way but quickly pushed me down into a prone bone. At this point I was shouting. I hoped somone in the other room would hear. I just felt like such a whore and I loved it. You could tell he loved it. I was arching my back and pushing into his thrusts. That was too much for him. He grabbed my ass cheeks and with a roar gave 3 big pumps and flopped over. Holy fuck that was hot. We were both sweaty and tired. He left for the bathroom and came back sans condom. I should have asked he make me eat his cum out of it or dump it on my but I was in such a dizzy fog I just lay there till he came back. He let me kiss and suck his giant cock head free of cum. Then we kissed some more and made small talk while he got dressed. Just a super chill good looking dude. Which trust me, is kind of rare to find with Craigslist. So yeah, that’s my story. I masturbated 3 times after he left and came buckets each time. We plan on doing it again next time I’m up there.

I went for what I thought was a professional massage and had the best orgasm of my life[MF]

I don’t get massages often. In fact I had only ever had one before last night when I was in the Dominican for a wedding and the wedding party was given massages as part of a gift by the bride/groom.

I had a very stressful work week so far and was sore from going to the gym the other day. I decided I need a massage. I googled massages in my city and found a Thai lady nearby my condo that did them out of her private residence. The ad was on craigslist but she also had a website and her ad explicitly said that it was a professional massage and was not sexual. I saw the sexual ones and they all seemed to be priced around $150-$250 an hour and this lady was only $80 for 90 minutes. I specifically was looking for a professional massage and I thought I found a good deal.

Here is a link to her craigslist ad: http://imgur.com/a/N5U1p

[MF] A double shift with a fun break

A bit of background: I’d had a crush on this bartender for a while. I worked for another restaurant in the same company when we first met, but I was eventually transferred to the same place he worked at. We’d always had a flirty relationship and he’d previously showed me a picture of his dick. It only took a few weeks of seeing him every day for things to escalate.

We were both working a double, him on the bar and me at the door as a host. Lunch was always dead, and we were joking around with the other two servers on the floor. There was no manager on duty and maybe five tables in the restaurant. I walked by a table near the bar to take a sip of my drink which was on the server station. The bartender (I’ll call him Mike) looked over and me and said “Table twelve was staring at your ass. Also, I am staring at your ass.” We’d always flirted but he’d never been this forward before. I replied that it was really hard for me to stay focused when he looked so good. I went back to the door and nothing happened for the next hour or so.

I Done Messed Up…By Messing Around With My Best Friend [FM] [Cheating]

Posting this to get it off my chest since I have nobody I can tell about it. Maybe a couple of you will find it interesting.

(Not a lot happens, skip if just looking for fap material)
(Also, obligatory I suck at writing so please keep that in mind)

Kate (not her real name) is a good friend of mine, and basically my only friend at this stage of my life. We met my first semester of college. Her looks may have caught my attention but her dorky personality and dad-like sense of humor really captivated me. If it sounds like I’m crushing it’s because I am. But when we met we were both in relationships so of course my crush gets kicked under the bed and we become good friends.

Now back to her looks since that’s what y’all probably care about:

Fucking into the New Year [MFM]

So this is a follow up to the early Christmas present post I did a few months back, and I remember that I never followed back up on it. But while waiting to get tickets to go see Morrissey, my third time, yes I enjoy whiny depressing songs about doomed relationships and the regrets of the past, I remember that post and in a way thanks to waiting for the tickets, which I’ll explain later.

This takes place after our second encounter, she had just come back from a conference in Vegas and asked if we had any plans on New Year’s Eve, now sometimes we’ll go to a bar or in one I actually spent it at a Morrissey concert, but mostly we will go with friends or family and New Years isn’t as big as when your younger younger, if you know what I mean. So we said we didn’t have much planned and agreed to go to her place on New Year’s Eve. We spend about a week in talks and finally the day comes, we leave around 9pm to her place, she’s hosting. She lived about 20mins or so away, in a nicer town, we arrived and found parking.

Five Years of Film School Stories: The girl I was seeing jerked me off for a couple of girls at a party. [MFF]+F

Alright, let’s keep this story train going. This is the second story I’m sharing about my five years in California in film school and beyond. (https://www.reddit.com/r/gonewildstories/comments/6vukj7/five_years_of_film_school_stories_fucking_the/).

To reiterate: I’m white, 6′ 3″, dark hair, athletic build (I’ve been told I have a “swimmer’s body”), and have an above-average cock. I’m not the most handsome guy in the universe, but people seem to find me attractive enough, so that works for me.

So, I was seeing Rachel (sexy smile, 5’11”, dark skin, small perky tits, high plump ass, and legs for days) and we had fooled around with her roommate, Robin the actress. Things escalated from there between the three of us, but I’m going to take an aside and tell another Rachel story before getting to the really good stuff. Yep, I’m making you wait.

The grad film school I went to operated like a mini-film studio. Everything was collaborative and involved the same processes we would be going through when we started working in the industry. Producers met with writers who pitched stories to directors who got cines, sound people, and the rest together for film projects. This led to extremely long days, close proximity, and some intense parties. This story is about one such party.

[M]y college-era [F]WB, and first MILF

Hi readers, I’m a long time reader of this subreddit myself, but first time I decided to try and share a story myself. This is a story from my college days, up in the Midwest a-ways. I was about 23 at the time (I’m 30 now), studying heavily for a Computer Science degree. So I spent a lot of time coding, at coffee shops, on campus, and even out at the bars. There were a few choice places in this decently sized college town, for a young man to quietly enjoy a beer during long coding sessions. I made myself a little home at one of these bars, frequenting it often, getting to know the bartenders, who would have my favorite smoke and drink available when I walked in, especially during the winter months. It was a great place to be, I met a lot of good friends there, and on a couple lucky occasions, I got lucky enough to meet a girl here and take her home.

How a date with a coworker turned into the best sex I’ve ever had. [MF]

Forgive the formatting, I’m on mobile. I’m 18, she’s 18. I’m also not a fantastic write so there’s a tldr at the bottom.

I work as a middle manager at a smaller amusement park. I can’t get too specific, but it was indoors and out max capacity was 200 people. Think of it like a pool.

I had worked there for about 9 months, and at the time this girl, we’ll call her Maddy, had just started. Maddy was tiny. At about 5’1, she wasn’t very tall but she had a very tight ass, and a pretty good size rack, maybe a C cup. I should also mention that she only wore tights, which were see through if you were as determined as I was.

We immediately hit it off. She was confident, but cautious. She was quiet initially, but then started to dance to the music while working and she became very bubbly quite quickly.

It took us about a month to get as close as we are now. We’re both confident and crack jokes all the time. The only difference is that I don’t dance and she has a tendency to fly off the handle.

Dress Code [MF]

It’s Friday night, after a long week all I want is to go home and Netflix my way into sleep, but the universe has different plans for me.

I get a call from a friend, he tells me that his wife has a girls night out and want to know if I want to go over, watch a game and have some drinks. I agree and about an hour later I’m at his house.

There is a good game on tv, the beer is perfectly cold and he ordered some good pizza from a joint just down the road. Everything is going pretty chill until we hear the door of his condo opening. It was Jess, his wife.

Jess was home early. She said the girls night out turned out to have too much drama and she decided to go home. I told my friend and Jess that I would be on my way, but they both told me to stay. Jess said that she still wanted to have a few drinks, hanging out with us was guaranteed “no drama”.

The Eighth Wonder of Reddit [MF]

This post is about Caitlin, the eighth Redditor I’ve hooked up with. It also details three encounters we’ve had, so you fine folks get a three-for-one. That’s the kinda guy I am.

**About me**

You can skip if you’ve read my other posts. If not, here’s a verbal snapshot of myself: 28 yo 6-ft, 195 lbs. Gym-goer, but average shape. I’ve lost 12 pounds since March though (woot woot!) Brown hair, (usually) green eyes. I’m hit on quite a bit, which is flattering. Though I do keep my slutty side private, and most friends would have no idea the sort of debauchery I’ve gotten into. Since college I’ve gone from one long relationship to the next. The most recent was an engagement that ended and finally found me embracing the bachelor life. I’ve always had an extremely high sex drive, but being antisocial found myself on Reddit as opposed to a hookup app, or at a bar.

I’ve recently been referred to (I choose to believe lovingly) as a fuckboy. I’m not a fan of the term, but there’s a point where you have to accept it. So sure: I am. I don’t like the word “bull” either, but I love fucking other fellas’ SO’s. So I guess I’m that too.