sexystories Archives — Page 102 of 1074 — NSFW story

Jenny life goes down the rabbit hole

Jenny I in a lot of ways had given up on life. Being a single high school band teacher on the wrong side of 35, well the thought that she had made lots of wrong choices in her life had been creeping in.

Here she was directing freshman in her utilitarian pants suit, that she bought just a bit baggy for when her tummy would inebetally get bigger. But today was different her lack of panties and the bra she was wearing had changed her attitude.

The lack of panties wasn’t totally new but the bra was the first gift she had gotten from a man in a long time. The fact that he talked about how sexy she was, how he could help filll her many fantasies that she was convinced would stay that way till she died gave her the hope that the second gift waiting for her at home this Friday could change alot of things.

When she opened the first package she was a bit taken back. The bra was nice but nothing as kinky as she expected. Then the note drove it home “wear this Friday it costs more than an outfit of your frumpy clothes”. Read more »

[MFM] Highschool teammate turned FWB in college Part 4

The next day when we woke up, Rocky and I got to work cleaning our dorm room and clearing a space for our beer pong table. Once we finished cleaning I made a quick call to a friend that I knew could snag us some beer for our little get together with Jill later that evening.

“Man I can’t believe this is really going to happen,” Rocky said while trying to hide just how truly excited he was.

“So you decided to bet on beating her in a round of beer pong? You know she’s really good, right?”

“I’m not worried. You saw the text messages that she sent last night, she’s into this thing too.”

“Well just remember that she takes her bets very seriously, so don’t hold back, even for one second.”

After a few hours, Jill was knocking on our door and Rocky shot up to open it. “Hey Jill,” Rocky said in a slightly shaky voice as he answered the door. Jill rolled her eyes as she walked passed him. She was dressed in a white crop top, a pair of short jean shorts, her wavy light brown hair was put into a loose messy bun, and she was wearing a pair of plain white flip-flops. Read more »

You are just a fuck toy under daddy’s table!

You are wearing a thong and a dog collar. I am working from home taking meetings but under the table I am not wearing pants. I asked you to crawl to me and sit under my table with your mouth open. I will put my dick in your mouth, you need to suck it like a good girl.

But, you can not make any noise because I am working and taking meetings.

Just suck it like a good girl, I will push it deep in your throat, sometimes while working I will hold your head and push it hard and fuck your throat. I will spit on your face, slap you sometimes, but the rule is that you can’t use your hands (probably tie your hands or handcuff you from behind) and take daddy’s dick out of your mouth.

If I ask you anything you just have to node your head and keep sucking my dick. I will probably keep you like this all the time when I am working, I will take short coffee and water breaks, that will be the only time you will not have dick in your mouth, otherwise it should be in your mouth all the time. I like messy and nasty blow jobs, I love to watch you drooling. I will spit and cum on your face and body all the time. You are just a fuck toy under daddy’s table!

Quickies #1: At Any Moment [MF] [F] [Exh] [Voy]

“She could be here, ah, at any moment,” Vicky gasped as her boyfriend’s hand snaked under her top, across her torso, and up toward her breast. Despite her protests, the slender blonde slid into the touch and leaned against her molester, pressing her back into his chest. She should stop him, pull away from his grasp, but when his wandering palm found her bare tit, she instead let out a low moan and lolled her head onto his shoulder.

“I guess we better be quick then,” he whispered into her ear before sucking the lobe into his mouth. Brad caressed his girlfriend’s breast, enjoying the feel of the soft mound filling his hand. Vicky wasn’t particularly heavy chested, but her lithe figure made her boobs appear much bigger, and just playing with them always made his prick stiffen. This time was no exception, and his growing erection pressed into the shapely ass in front of him. The extra layer of danger in what they were doing only added to his arousal — and hers as well. Read more »

We met on a swingers site [MF] [MFM] [FMF] [MFMF] [swing] [bdsm]

I think the year was 2012 or 2013. I was separated from the soon to be ex wife. I was bad at marriage, but good at sex and I needed to fuck. I turned to a well-known swinger’s site and put up my profile. Of course, I was scared of being recognized, but later realized if they did recognize me, how would they explain finding me on a swingers’ site?

I put the profile up, and I matched with a gal named “Cheryl”. Now, I did not know Cheryl, so we started talking, communicating via the website, and eventually texting. We exchanged pics right away because there’s nothing worse than building chemistry and then finding out they are not what you are attracted to. Nothing wrong with personality, but I want to be able to look at what I am fucking too.

Cheryl and I talk, exchange the pics, and everything is going well. She tells me she is looking for someone who is more Alpha/ Dom in the bedroom as her husband is somewhat vanilla. She lets me know that he is aware/approves that she is looking to fill that need and they have discussed it. Read more »

The Fuck Train (MFF)

Sick.

I’m sick of travelling. It’s all I seem to do these days. I managed to somehow get a job in this terrible market, but now I spend three hours commuting each day.

The view is boring. Rolling fields and the occasional cows staring at the whirring machinery.

At first, it wasn’t so bad, I didn’t mind taking the train and used the spare time to try and learn a language. Then it was to catch up on books. Then sleep. Now I’m sick of it.

There was one saving grace though, Tiff. Tiffany had started catching the train last week and asked if she could sit with me. I’d had no complaints and she’d lightened the mood. She came in on the second stop and since then we’d become fast friends.

She also liked to dye her hair crazy colours. At the moment it was a bright pink, almost opposite to my blue. The only noticeable difference between us was that I was quite curvy, with double F breasts and larger hips, whilst she was quite petite. A size 8 in clothing and similarly a small chest. Read more »

Med School Chronicles (MF)

I had just begun my second year at med school and moved into a new apartment block. My first year had been Covid stricken so I did not spend enough time on campus or away from home to have any real fun. Mind you I was quite conservative at this time. I had a long term girlfriend back home and we were going to make the long distance thing work.

Cut to 2 weeks later and I was on my way back from the gym. My earphones in and oblivious to the world around me, I entered the elevator to get to my apartment when I heard someone yelled for me to hold it. I looked up to see a newbie and her parents. I held the door for them as they thanked me. I smiled and didn’t pay much attention to them.

I only began to take interest when they asked for the same floor as me, turns out she was a first year and would be moving in across the hall from me. I introduced myself to her and her parents and helped her with her bags. She introduced herself as Nikita. I offered to show her around sometime which she gracefully accepted. Read more »

[ Update ] Hots for Coworker

Recap from first post. Me ( F27 ) coworker TT Tall Tech -TT34 6’8″ ( M31 ) FL fetish website.
Found my hot coworker ( TT ) on FL . TT is a quiet, polite person. Much taller then myself.
Yesterday was a typical work day for me – answer phones, fix computer issues, ask for help if needed. TT is a very helpful and smart person. Because he is so tall if I ask for help he has to bend down and get on his knees to talk to me. ( I’m 5’3″ )
The day before after looking and steering at TT from a distance and just imagining what i saw on FL every time I made eye contact my heart rate and blood pressure sky rocketed. When ever he spoke I listened to everything he said for once. Id close my eye’s and just day dream about him being in my presence in an intament situation. ( Tied to a bed in just my best silky night gown. Hearing him say my name and feeling his large soft hands run up and down my cold skin ) At one point I opened FL at my desk and looked back at his pictures. Never would have i guessed that he was build like that under is black slack’s, tight button up long sleeve shirt.
Tords the end of the day, it was just another female tech and myself in the office. Like most females we got to talking about men. I brought up a topic about our male coworkers and we both agreed that the men in our office were not that attractive. Loners, gamers, lazy. don’t get out much. ” Dad bods” over weight, hairy. Just not what attracts our attention. Not once was did TT get brought up. I didn’t dare bring up FL or that TT was much more then what was on the outside.
End of the day came way too fast for once. When I got back to my apartment I had to cool off with a loke warm bath. As I laid there I messaged my girl friends and told them about everything. TT, FL and well everything. They suggested that I invest in some more reveling work attire. This morning I rummaged through all my nice cloths to pick out what I felt may show just enough skin but not enough to get called out at work. I found a cocktail dress that went just down far enough to show my coaler bone, a skirt that went down to just above my knees when sitting in my chair. I’m now sitting at my desk typing this up just waiting for TT to come in again. Maybe today ill ketch his eye’s lingering on me. looking me up and down. Maybe feel his eyes touch me in a way I have never been touched before.

What Made You Say Fuck Today? [M] [Str8] [mast] [toy] [humor]

I ordered a surprise for my girl for her next visit from a distributor that typically encloses free gifts with each order. Gifts that I strongly suspect are shit no one would buy, and so they give it away in order to empty warehouse space. In this order, for a free gift, they gave me… I don’t even know what they are actually called. I’ve always called them “pocket pussy.” A silicone sheath supposed to be a masturbatory aid for men. Sort of the flip side of the coin from a dildo, I suppose.

Only,… Apparently, they sent me one for a leprechaun. My dick is bigger than the entire thing. And the hole that I’m somehow supposed to get my dick in is no bigger than the hole in my dick! What the fuck?

Amused as hell (and confused only slightly less), I decided to try it anyway, just for shits and giggles. I mean, it was free. And there was no sending it back. And it wasn’t like I was going to bother trying to figure out something else to do with this lump of silicone. So, I wouldn’t be out anything when I tore it up and reduced it to trash. Read more »

We went out last night

Last night I decided to go to a bar downtown. It was a long day at work and Grace (my step sis) suggested it. Normally that would mean we Uber to a bar, have some dinner, drink and get fucked up, go home, and fuck. But tonight was a little different.

We showed up and there was a guy at the bar who was really cute. Normally I ignore random bar guys but Grace went over and said something to him. Before I knew it he had pulled up a chair and joined us.

We did the normal chat, you know the where are you from and what do you do for work conversations. But the more I kept drinking the sexier he got. At one point I had “accidentally” spilled my drink on him. I went to dry it up and touched his cock. It felt like a good size under his pants and I hovered for a whole making eye contact as I obviously stroked it a few times. He just gave me a smile and put his hand on my leg. Grace saw this and just said “I think you two need to go to the restroom.” Read more »