Bailed Out of a Tricky Work Situation [m] [F] [oral] [squirt] [facial]

I was in my early 20s, working the front desk at my local gym. I know you’re thinking I was the guy who slept with all of the women, but that was not me. I was too shy. Of course, I was FRIENDS with all of them. They all loved me, thought I was cute and funny, but in a BFF kind of way, not a rip your clothes off kind of way.

Sometimes, women would come to the front desk and ask me who that cute guy was and if I could casually introduce them. That was my role—getting other people laid.

When a new girl joined the front desk team, I knew I was in big trouble. She was definitely into me. I know, you’re thinking if you’re so sex starved, go for it! But she wasn’t my type. She was obnoxious—never stopped talking. Well, of course the members saw what was going on, there.

“She likes you!” They’d say. They’d encourage me to ask her out, get laid—but I couldn’t. I just didn’t feel that way for her. So, they said I should let her down easy. But the problem was, I depended on her to cover my shifts. If I confronted her, she might stop helping me.

[MM] Office Sex

First-off a short introduction, I’m bi and not out so am usually discrete and rather cautious. While I am happy with my personal arrangement it does mean that encounters with men are usually few and far between.
I’m in my late 30’s and overweight but strong and some might say handsome. Clean cut, 5ft10, hairy chest, uncut (usually shaved) and pack a good 7.5inches although I am not much of a shower.
My story begins when I was bored at work and went online to check out the various hookup sites I am signed up to. An older man I know popped up and over the years we have always checked each other’s profiles but not really done much further. I was particularly horny that day and decided to just message him. I used to work in a building that he managed, serviced offices and such. A guy I knew was gay and always thought was a great laugh and a handsome older man.
To my surprise I got a reply straight away, we went back and forth a few times, exchanged numbers and I acted like I didn’t know him until eventually we agreed to meet at his office after work for an ‘interview’ where I would show him my proficiency in dictation. Not wanting to massively surprise him or freak him out I gave him access to my private pics, which have my face and waited to hear whether he still wanted to catch up…and waited…
It was only about an hour but it felt like an age, he texted me and REALLY wanted to meet. 5.30 couldn’t come quick enough, I checked out dick pics and his profile for a couple of hours, god I was horny.
By the time our meet up was due I was almost frothing at the mouth for some cock and nervously made my way over to the office block he managed. I walked in and smiled as I saw him and greeted him warmly. “Hi Jeff”, a tall, beefy and looking smart in his suit. I was casual as normal, jeans and a jumper. We shook hands as the last of his staff left for the day and he said out loud “Andy, let me show you the office I recommended for you on the phone. Oh, good night Anna see you tomorrow.”
I nervously smile as we got in the lift, we made awkward small talk as we went up. He guided me to an office door. I walk through and put my satchel down as he locked the door. I turned as he came over.
My cock hard in my jeans as I moved forward and on my toes to kiss him, I’m not usually a kisser but just go with the flow as the situation dictates. He was forceful and stuck his tongue down my throat holding me as he did.
With women I tend to be rather dominant, but with men and particularly with older men I seem to want to be dominated and submissive. I say this as Jeff broke off kissing me and pulled off my jumper squeezing and biting my nipples as he worked his way down to undoing my jeans. I kicked off my shoes and got naked, except for my socks. He smiled at my rock-hard cock and jerked it while kissing me until I asked him to stop for fear of cumming.
I then unbuttoned his shirt as I grabbed at his bulge wondering if it was bigger or smaller than the pictures in his profile. Licking and nibbling my way down as I got to his pants, unbuckling his belt and then unbuttoning his trousers letting them drop to the floor as I did. Looking up I smiled as I gently bit his bulge before freeing his cock.
Not my size but slightly thicker and at least an inch smaller. I cupped his now free hair balls as I licked the tip of his cock. Jeff released a soft groan and nudged me away as he got naked too.
We moved from the main office to a side room where we embraced and kissed as our cocks, leaking precum poked and prodded at each other. I quickly dropped to my knees again, taking him whole in one swift motion burying my nose in his hairy groin until I gagged.
I spluttered out his cock and panted as I laughed jerking him, I looked up and smiled. “You have a nice cock Jeff.” Before attacking it again, gripping his thick thighs as I bobbed on his cock.
Much to my dismay he pulled me up and kissed me, reaching for my cock again as we did, I tried to push him away but he held me tight jerking me. I relented and kissed him hard, whispering how I wanted his cock so bad.
He laughed and got on his knees, taking me in his mouth. Jeff lovingly licked and kissed my cock pulling back my foreskin and taking me in inch by inch, I groaned in pleasure as my legs shook. “Stop” I whispered, “You’re going to make me explode!” He relented as he stood.
We kissed again, I think because he didn’t want me blowing so soon and also he was pretty flustered as when I grabbed his cock he flinched as a string of pre-cum dribbled out.
Somehow, I ended up with my back to Jeff as he kissed my neck, and jerked me off, I was moaning as I leant forward. His cock slid between my arse cheeks, pre-cum glazing my skin, he began to poke his cock at my butt. I felt his head poke at my rim a pushed back a little.
I wanted him in me so badly, but I have never been a bottom and would prefer my first time to be with a condom, I don’t know maybe I should have just let him ram it home. I turned around to kiss him again, but he pushed me back and fell to his knees.
Jeff looked up at me as he licked the tip of my cock as I groaned, he sucked me length to tip a few times slurping loudly as I began to pump my hips, “I… I’m going to cum”, I moan pushing his head away. He clamped down and deep throated me as I sighed feeling my cock pulse and grow as me moved back holding only my head in his mouth. I erupted in his mouth, my legs shaking as I panted “Fuuucccckkkk”.
He kept sucking and swallowing, not releasing my cock until he milked every drop from me. Jeff released my softening member as he stood, I kissed him as we shared the last couple of drops remaining in his mouth.
As happens often when I cum with a guy, I lost my urge to do anything else and just wanted to get out of there. I got nervous and self-conscious apologizing. I felt bad that I didn’t reciprocate, but he was totally cool.
I think I owe him a blowjob to completion at the very least. Hopefully I can build on this story…

[MF] When I was 23, met a 46f nurse with a mom/son fetish in a motel…

After encountering an older woman online at a swingers site, I convinced myself to take a chance and meet her in one of my early swinger/open marriage type encounters. I flew back into town after a business trip and went straight to a motel in a small town. I waited for her and I was extremely nervous… our conversations had hinted that she had some particular kinks which I wasn’t sure how I felt about… basically she wanted to fantasize that I was her son and she really wanted to eat my ass. Ok!

I was about 200lbs, 6 feet tall, and thickly hung. She was a redhead nurse with large tits and a little too much makeup. She looked better in person as I watched her walk towards to motel from my second story window. I was very young and inexperienced so I was very nervous.

She knocked on the door and I let her in. We exchanged pleasantries and I had a hard time keeping my eyes off her chest… they were quite large. She wasn’t a super model but she definitely exuded the “milf/cougar” stereotype and spoke to me in a very caring manner. Even her purse looked like a mom’s purse to me. We really didn’t talk long before things got heated…

Adult Theater Encounter in Wichita [Group] [public] [exhibition]

Sorry if this is a little difficult to read. It was originally intended to be sent out as a series of tweets, but got too long. So post-editing turned it into this masterpiece of writing. ;)

We put out an ad on Craigslist trying to find where the best theater was – something with larger rooms that would actually be a theater, not just tiny arcade booths. We got a few responses and found one that wasn’t super far from a casino and planned our stay around that. 

One pretty hot couple wanted to meet us there but couldn’t get someone to watch their kids so they weren’t able to make it. (hi!) Another rando wanted to pay money for Tina to do all kinds of shit. Too sketch for us though

We went to the store and were greeted by an adorable old man who gave us the run down: $8 for 24 hours for a couple in the theater. Perfect.

[F]ive Star A[M]enities at a 3 Star Hotel

I had to travel out of town for a work conference that I really didn’t want to go to. It was a 4 hour presentation and someone had to go, I drew the short straw so that meant I had to catch a flight, check into a hotel, stay the night and fly back immediately after the conference. It was ridiculous but most of my job is so I just sucked it up and went. I booked a flight first thing in the morning which put me at my destination by about 11 a.m.. Stupid, I know, being that check-in wasn’t until 3 p.m. but I didn’t care. I figured I could find somewhere to eat and wait it out until my room was ready if that’s what it came to.

With no checked bags I was at the hotel by 11:30 a.m. with my duffle bag slung over my shoulder and wearing my favorite t-shirt with a pair of dark jeans. It was my favorite t-shirt because, and I say this with zero hubris, it fit my frame perfectly. I got in line bethind a few people who I assume were checking out and waited while I glanced at the 3 girls working the front desk. All of them were very cute and for a few moments I thought about quitting my job and coming to work here if that’s what the staff all looked like. They probably don’t send you to bullshit conferences. After a few minutes it was my turn and a pretty Hispanic girl waived me up to her computer.

Two More Days Before My [F]riend comes to see [M]e.

Well, things are about to get complicated. So this is the pickle I’m in.

I currently live with my friends from high school. These same friends, the 3 of us used to have 3 somes back in the day. fast forward today, and we all live together and recently started to have 3somes again.

Well now, this other girl that’s from the same school, we used to play hooky together and was one of my best friends and would pretty much give me head whenever I asked for it. even if she was in a relationship. The Couple that I’m living with now, the husband, let’s call him “chase”, back in the day drove me to pick up my friend lets call her “Dee”

We picked Dee up brought her back to my place and kinda talked her into giving us head. she kneeled before us and said shes never done this before, but this girl obviously watched a bunch of porn because she was a fucken pro! Both of our cocks were so wet and she loves to suck cock so she was pulling out all the moves on both of us and chase and I had our eyes rolling in the back of our heads. It’s a Blowjob that we both (chase and I) think back to all the time!

[MF] The light skinned sorority pledge with the unknown motive

Her body type:
Light skinned black but closer to black with black curly island hair.
Mid C cup breasts and a larger than average cellulite butt.
Face was not so great plus she had braces.

The short story:
My memory lets me down on how exactly I met her but she was in some of my classes.

She was pledging for a sorority.

In retrospect, I think part of her hazing was she had to just allow a guy to continually have sex with her.

I eventually met her at her apartment. (She shared this with 3 other girls, I met them all first day meeting her.)

She recommends we hang out in her room and she closes the door.

She puts on a movie. We watch for a couple minutes and she snuggles up to me.

I make a move and kiss her. She claims she has a boyfriend back home but makes NO continuous fight and just allows me to kiss her.

I pull my pants down and ask if she would give me a blowjob.

She proceeds to give the WORST blowjob in my life. She clearly had never given one before.

[MF] First fuck was a ruined orgasm

Her body type:
High B cup breasts, but only average butt.
Face was girl next door nothing any guy went out of his way to hit on, probably why it was so easy.
She was tall for a girl.

The short story:
In high school, I met this girl at a football game, I played it like I was someone important around my friends but hard to get. I was popular in my high school, which you can use me as an example of a popular kid who never had sex. We only chatted for 30 minutes if that.

This was at the advent of social media such as Facebook. So she found me through mutual friends on there.

We talked daily for a month or so. (So mind you 30 minutes in person + couple hours a day for a month or so)

It was high school, so 75% of our conversations were me bluntly asking for sex. (So my game was not amazing sue me.)

My game might not have been amazing but it worked. (For this whole story she has no idea to this day she was my first, I was not her first)

Much Needed Therapy 1/2 [FMMM+] [Exhib] [Wife Cheat] [Preg] [Extreme]

**Much Needed Therapy** 1/2 (by Greer Masterson)

“Ready?” Jules asked, barely above a whisper. Her eyes locked onto mine as she opened her mouth and gently engulfed the head of the throbbing red cock in her hand. Her soft, muffled moans were barely audible against the strained breathing from the man lying prostrate in the alley. She moved slowly up and down the length of the fat shaft. He was longer and thicker than I expected. Had I expected anything? I wasn’t sure, but this wasn’t it.

My head swam from the smell of him and I turned to the side, but I couldn’t take my eyes away.

“Oh, God,” she whispered, her lips leaving his cock with a smack. “He really stinks. I bet he hasn’t showered in days.”

“Months,” I mumbled.

Her face snapped towards the sound of my voice even though her eyes had never left mine, as if her conscious mind had become so disconnected from her subconscious as to forget that I was there.

[MF] [Cheating] I wasn’t going to London (part 4)

**Previously:** I travelled to Sicily for three days of, basically, sex with a friend from Snapchat – Sophie. I lied to my girlfriend about where I was going, but my various attempts at cover failed, and she knows where I’ve been – if not who I was with. I’ve returned home to find her with her bags packed, having said I’d tell her the truth…

**TL;WTS?** This is a very story heavy part, given the circumstances. But you will find what you seek three dividers away (that’s including the one right below here).
___
I entered the front room and – more out of hope than expectation – held my arms out for a hug. My girlfriend Lori just stared at me, unmoved. Her eyes shifted to a seat nearby, as if instructing me to take it. I sat, and braced myself for an awkward evening. Lori opened the conversation.

“Who was she, Nate?”

“We haven’t had sex for two months. You haven’t shown any interest in pleasuring me for longer. I’m sorry. I cra…”

“*Who was she, Nate?*”