Straight Archives — Page 2131 of 2451 — NSFW story

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. Read more »

[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… Read more »

The story of when I was mistaken for a prostitute… [FM]

This happened just about a year ago, I was 20 and was still rebounding from my previous relationship. It was the longest relationship I’d been in before but it ended on reasonably good terms, I was just in need of more attention after it. So I actively sought out more attention.

I frequented a bar near to my flat, it was about a 20 minute walk away into town and it was one of the only bars near me that anyone actually bothered to go to, so it was usually the only option. I’d dress up in the nicest (usually sluttiest) clothes I had, do my make up as nice as I can and whether or not any of my flat mates wanted to come with me or not, I’d head off. The plan was to at least get a few free drinks out of it, a good conversation, a number and if I was really lucky (and put out) I’d end up at someone else’s place.

And FYI I always put out. What can I say I wanted attention, physically, and I knew how to get it. Read more »

My Craziest Weekend: Part 2 – Saturday [MFF] [long]

[Part 1](https://www.reddit.com/r/gonewildstories/comments/73y0wp/my_craziest_weekend_part_1_friday_mf_long/)

[Part 3](https://www.reddit.com/r/gonewildstories/comments/744fj6/my_craziest_weekend_part_3_sunday_mf_with_extra/)

**Saturday**

Having worked late and fucked even later, I slept till afternoon before I woke up. Emma was already up, but not much longer than me. I wished her a good morning and asked if could shower. She said after the fuck I’d given her it would be rude to decline. I smiled and dressed at least enough to be semi-decent and went to the bath. I showered cold as I liked to do back then. I put my shirt and my boxers back on and went back to Emma’s room to fetch the rest of my clothes. I dressed, grabbed my jacket and went to the kitchen, where I had heard the noise of a coffee machine.

I had somehow assumed we were alone in the house, but to my surprise two girls, whose faces were familiar, but I did not know were standing in the kitchen. A brunette and a black haired girl. Both somewhere around 25 years of age, both in good shape and both in their way attractive. Emma’s friends and housemates I assumed, correctly as I was told after asking. Upon further deliberation I had seen them at the swinger’s club on occasion, but not with Emma. Apparently they were the one’s that had made Emma and George interested in the club, way back when. Their names were Anna, the brunette, and Megan, the black-haired one. They looked a little surprised. So I introduced myself, which elicited some smiles and giggles. Read more »

[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. Read more »

The first time I got to see Kayla’s tits [MF]

In honor of titty Tuesday, I wanted to share the first time I got to see my girlfriend Kayla’s amazing tits.

We had been hanging out for a couple of months but nothing had happened yet. I had gotten an offer for a comped room at the Mirage in Vegas and she happened to have a couple of days off from work, so off we went. This was actually our second time in Vegas, and I, being the gentleman that I am, got two beds and didn’t make any assumptions.

We got to the hotel a bit too early to check-in, so we just checked our bags and headed to the pool which she loves. We got pretty touchy feely in the pool. I carried her around a lot in the water, hands around her waist and legs; definitely plenty of pretense for what could happen later on. We stayed at the pool for a few hours and finally got a text that our room was ready. We went up to the room and got settled in. She laid down on the bed closest to the window and I casually joined her. We made small talk for a little bit but eventually I went in for a kiss which turned into a heavy make-out session. All the while I was rubbing my hand up and down her thick thighs and eventually started to rub her pussy over her bathing suit bottoms. Read more »

Keys [MF]

Whenever Sammie asked me how big my cock was, she wanted me to estimate its sized based on the space between keys on the keyboard. I suppose this his how some people thought, back when hooking up with people from the internet wasn’t as established as it currently is, and every phone didn’t have a camera built-in.

“Does it go from the “A” to the “K”?

“I don’t know how big your keyboard is.”

“They’re all about the same.”

“…”

“It’s probably only “A” to “J” isn’t it?“

“Hold on.”

“My guess is “A” to “;” but I have no idea how big your keyboard is, so it could be bullshit.“

“Wow, “A” to “;”! You’re going to split me in two!“

It went on like this for awhile. Sammie lived nowhere near me, and we didn’t talk that often. But every now and then we’d chat. She’d ask me about my cock, I’d tell her, and she’d tell me all the wonderful things she was going to do to it. This all sounded great in theory, but it’s not like I was going to fly out to see her any time soon. Would she bring a keyboard into the bedroom to see if I was telling the truth? It all changed when she said she was going to be visiting her sister who lives in my area. Read more »

Going to Daddy – Part 1 [Mf]

I can hardly believe it’s you, finally. As I unboard the plane, I move slowly, my bladder full from the long trip. Approaching you, I move into your arms, finally feeling safe. Despite the people moving around us, I feel alone with you, because you’re all I see. “Daddy….” I hear you groan, kissing me deeply as I feel your bulging cock for the first time. You taste incredible as my tongue meets yours, and you let me explore for a moment, sucking it. But after a moment, you’re happy pull me away. “Not here, Angel. Would you like to go home?”

I nod, shy at first. “Ok, Daddy, but can I pee first?” I see your eyes widen, heat blazing in them. “Tell Daddy how badly you have to pee, Love.” I blush, I’ve been waiting for this, to share everything with my Daddy, but I don’t want to pee with out you and we’re in a very public place. I feel you tugging me to the side of the hallway. “Baby, answer Daddy now.” Arousal nearly consumes me. Yes, I’m yours. “I need to pee so badly…” I whisper. “That’s what I was hoping, Kitten. Daddy waited so we could do that together. Do you think you’d like that?” Before I can answer, we’re moving and within moments we’re in a family restroom with the door locked. Read more »