[MF] Got caught by my boss [True]

I’ve been at my job for just over a year now. I work in IT supporting something like 50 accountants. I’m the only one in the department that does what I do and I’m pretty good at it. I’m a normal mid 30’s guy – chubby, hairy, bearded, small to average cock BUT with huge balls and loads. I spend a lot of my time at work on reddit – usually writing stories or looking at porn. I can hide all my history and run things around the tracking services they use here so I’m not worried about that. Also I have an office so no one can really see my screen so I kinda just do what I want.

Flash back to about a month ago – my old boss left for another job and I was without a manager for a while. We had a manager out on maternity leave and she came back. Shortly upon her return I was assigned to her – which was great! She’s a good manager and not bad to look at. She’s quite chubby, nearing fat really. She had a chubby face and nice large tits, likely a DD cup. She’s especially thick on the bottom half with a large round ass and thighs that stretch her jeans. She wears cute tops and has red hair, which I love. She’s pale and has striking blue eyes. She also likes to wear skirts and dresses a lot which really turn me on. We’ll call her Ashley for this story, mainly because that’s her name. :)

[MF] Got caught by my boss [True]

I’ve been at my job for just over a year now. I work in IT supporting something like 50 accountants. I’m the only one in the department that does what I do and I’m pretty good at it. I’m a normal mid 30’s guy – chubby, hairy, bearded, small to average cock BUT with huge balls and loads. I spend a lot of my time at work on reddit – usually writing stories or looking at porn. I can hide all my history and run things around the tracking services they use here so I’m not worried about that. Also I have an office so no one can really see my screen so I kinda just do what I want.

Flash back to about a month ago – my old boss left for another job and I was without a manager for a while. We had a manager out on maternity leave and she came back. Shortly upon her return I was assigned to her – which was great! She’s a good manager and not bad to look at. She’s quite chubby, nearing fat really. She had a chubby face and nice large tits, likely a DD cup. She’s especially thick on the bottom half with a large round ass and thighs that stretch her jeans. She wears cute tops and has red hair, which I love. She’s pale and has striking blue eyes. She also likes to wear skirts and dresses a lot which really turn me on. We’ll call her Ashley for this story, mainly because that’s her name. :)

Incredible girl, incredible car sex in a sushi restaurant parking lot [MF]

A year ago I graduated from a Big Ten university (so in the midwest) and got a job about an hour and a half outside of my college town, basically in the middle of fucking nowhere, surrounded by a very small village and lots of corn, which is where I type this story at this very moment. I found an apartment mid-way between work and all my friends who were still in/living around school, but it is still far enough to be a little bit of a hassle to make the drive more than once a week or so. Growing up in a major city on the East Coast, this was an adjustment. There aren’t a lot of people my age in the town I live in, and the ones that are my age often fall into kind of the white trash face tattoo having demographic, so dating can be tough.

It gets a bit lonely around home. To keep myself entertained I would mess around on Tinder and Bumble trying to find some cute local girls, of which there aren’t too many. I found myself increasing my search distance more and more by the day. Depressed yet? Don’t worry, time for the good stuff.

The Woodworker and the Temp, Part 3 [mf] [masturbation]

A couple of weeks had passed and he had been fucking Penny, the hot young temp from work, on the regular. She was so eager to fuck all the time that he thought he might be addicted to her. When he was with her, he was rock hard the whole time and all he could think about was pleasing her. When they weren’t together, they were exchanging sexts, nude Snaps, and even had masturbated together on FaceTime. This particular night Penny was coming to his house, which she usually did since she shared an apartment with three other girls, and it was their one-month fuckiversary. He didn’t know if she’d know, so he played it cool and made some salads and steaks, grabbed a 6-pack of beer and changed his sheets. It would be a little more than their normal (his place plus beer and some making out on the couch before heading to the bedroom/shower/kitchen floor/back porch/etc) but it didn’t completely have a date feel. They’d never talked about going on an actual date.

[MF] Fucking a barely legal tinder date in my car

So this was last August. I live in a college town, and because of that, there’s plenty of attractive young women who are interested in just having some fun.

……….

I match with Samantha as I get off work one day, and she is stunning. Not like in a super model sense, but just so fucking cute you want to kiss your phone when you see her pictures. She has the body of a ballet dancer. Very petite, boobs were probably a large B or small C cup.

I add her on Snapchat after I let her know I won’t just bombard her with pictures of my cock – to which she simply replied: “ :( “

We begin really talking and she skips straight past all the bullshit and says she has sexual needs that she would like met. She sends me these breathtaking nudes and I can’t believe how lucky I am. She’s a freshman at the university, and she just turned 18 in June or some shit.

[FF] My weekend being dominated by my goth queen

Last weekend I was going to the gym out of town during a visit with friends and I met the most beautiful girl at the gym. She’s pretty much the definition of big tiddy goth gf so I was falling in love the minute I saw her. I was falling in love even MORE when she closed the gym early and I ate her out in a sauna. What’s important is that she’s one of the kinkiest people I’ve ever met, and she has access to her parents’ credit card, so we spent this weekend alone (sort of) in a hotel room…

I took the afternoon off on Friday to catch my bus down. Honestly I think my bosses are getting tired of me taking all these long weekends, but I don’t really give a fuck. If they want me to care more they should pay above minimum wage. At least my kinky goth queen, Olivia, treats me nice. Unlike my boss.
I got to the hotel and Olivia was already waiting. She had been wearing workout clothes when we met last week, which she looked amazing in. It was still a big shock when I went up to the room with my suitcase to find her in five-inch black heels, tight-as-fuck pants, and the hottest fucking leather corset I’ve ever seen in my life. She was wearing a black collar and thick dark smoky eye. Her hair was up in a high, dark ponytail. I could tell immediately that she had done this before and I was so fucking happy.

You don’t have a Carla in your life? Part IV. [MMF] [mast] [DP] [oral]

Part IV in this series. You probably want to read parts 1-3 first.

* Part 1: /r/sexystories/comments/8vd5oq/you_dont_have_a_carla_in_your_life_sucks_to_be/
* Part 2: /r/sexystories/comments/8wacwm/you_dont_have_a_carla_in_your_life_part_ii_str8/
* Part 3: /r/sexystories/comments/8x0jxl/you_dont_have_a_carla_in_your_life_part_iii_str8/

-=-=-=-=-

So, people have been asking me about Mick. If you recall, the story so far is that he was in a relationship with Carla, and then I stole her from him. It cut-up both me and Carla when she broke-up with him, and yeah, he didn’t talk to either of us for a few weeks. I’d lost one of my best friends. He’d lost Carla and me, I guess. And Carla felt like the worst bitch ever to have existed.

But things did get better. As Carla has explained, we got back in touch and eventually we began to involve him and his eight-inch cock in our sex life in threesomes—and some other escapades. And it turned out he can be kinky as fuck.

To illustrate this, here’s an email I sent him from work a few days ago about a fun thing that happened (although Carla didn’t think so at the time). I’ve had to delete some identifying details.

-=-=-=-=-

You don’t have a Carla in your life? Part III. [Str8] [voy] [mmf] [piss] [Fsub]

Please see parts one and two of this story, also here on /r/sexystories.

/r/sexystories/comments/8vd5oq/you_dont_have_a_carla_in_your_life_sucks_to_be/
/r/sexystories/comments/8wacwm/you_dont_have_a_carla_in_your_life_part_ii_str8/

=-=-=-=-=-=-=

This is James here again.

In those early days of our relationship Carla and myself joked about whether or not I was a voyeur. She believed *she* was one, but I didn’t think that label applied to me. Yet her argument was pretty solid—she had not only seen me sneakily jerk off watching her fucking somebody but our relationship had started because of it! [See part one of this series.]

One sunny day while we were getting lunch at this hip vegan place we started discussing whether watching sex movies made you a voyeur. Carla salaciously faked a confession where she told me she watches porn pretty much every day and that she felt it made her a bad girl. She watched my face to see if it turned me on. But, eh, you know what? Girls watch porn as much as guys. Big deal. We all masturbate and that’s a good thing. Just don’t do it in church.

Then Carla began talking about The X Files and how she regularly got off to them.

That time [M]y very conservative girl[F]riend wanted to try watching porn

Becky: “I want to watch porn!”

Me: “Excuse me, you want to do what?”

Becky: “You heard me, I want to watch porn and touch myself…”

From any other girl I wouldn’t have second guessed this request, but Rebekah, or Becky as I usually call her, has, and will always be, a “good girl”. She’s from a very conservative Christian family. She goes to church every Sunday and holds true to a certain set of beliefs about sex and relationships. Well, she’s made a few modifications. Importantly, she’s not against premarital sex (or I wouldn’t be telling you this story), she can be a very sexual girl, but she has a rules.

1. No oral sex, giving or receiving. It’s not clean… or some nonsense.
2. Nothing but PIV sex period.
3. No birth control of any kind. It’s pull out method or nothing. If Jesus wants her to have a baby, then she will.
4. She’ll do missionary or doggy, anything else is too “slutty”.
5. She’s never used a sexy toy, or masturbated, without a man in the room to encourage her to do so.
6. When you pull out, you better get cum on her breasts.

A Huge Deposit

It was last Friday afternoon at the office and it had been a very stressful week. Now that it was 3:30 and things started to slow down, I leaned back in my chair and took my eyes off the computer monitor for the first time in what felt like hours. I glanced over at the new girl, Amber, and our eyes locked for a moment. A little smile appeared on her face so I smiled back. She then turned her gaze back to her monitor and returned to work. But I didn’t look away.