Straight Archives — Page 1489 of 2451 — NSFW story

[MF] Seeing an old crush 22 years later

I’m 42 now, but back when I was 20 I had a massive crush on this girl who was two years younger then me. I was taking classes at a bible school run by my church, and she was an 18 year old grade 12 student in the same building.

Every day I’d catch sight of her in her plaid skirt and and form-fitting blouse, and it drove me insane. I tried to be a good Christian who controlled his dirty thoughts, but seeing her perky tits pressing agains her blouse was too much for me. Combine that with her pretty smile, red hair and freckles, and I was constantly fantasizing about her.

She was flirty too, but in a seemingly innocent way. We were both trying to be moral religious young adults, so I never assumed she actually was the interested.

Fast forward 22 years to last summer, and I was sitting on a restaurant patio that was a walking path go right past it. Who do I see go by? Jen, that same girl I had a crush on years ago. I hadn’t seen her in probably 15 years, but I was Facebook friends with her so I definitely creeped her profile often. Read more »

22[M] Spring Break Tranny experience in PCB

I’m an athletic built straight guy. I was on spring break in PCB and walking back to the hotel alone. A random car stopped and asked if I wanted a ride. She was a hot MILF so I got in the car. After introducing ourselves, she was straight forward and asked to blow me. I couldn’t believe what I just heard and looking for a great spring break story, I said sure. She pulled the car over and started blowing me. It was honestly an amazing blowjob but being a little drunk, I couldn’t cum. I kept asking to fuck her but kept saying no so I was happy with the blowjob. Once we were done, she was driving me back and she was asking about my frat and if I ever did any gay stuff like suck dick. I thought it was funny and made a few jokes about it but she kept asking about it then it clicked that I starting thinking she might be a trans. It was weird but I was oddly turned on then made a move by grabbing her leg and saying I’d be open to anything. She started to unzip her pants and said “anything?” back to me and once I said anything again she pulled out her semi hard cock. I bent over the seat and started blowing her while she was driving. I was use to receiving road head and now I’m giving it. It was my first time ever sucking a dick and I kinda enjoyed it. We decided to go back to her hotel room instead. Read more »

Red Heads Always Have More Fun [MF]

This is one of my first dating app hookup stories and it certainly is one of the best or at least was the most fun. I had just downloaded a dating app (cough Tinder) and end up “matching” with this gorgeous red haired girl that I am going to call Adison for the sake of discretion since she was married and is actually still married today. Adison had beautiful natural red hair down to her mid back, a fair complexion, absolutely huge tits with perfect nipples, (to this day the nicest I have ever seen) and a curvy body that any guy would get caught staring at. Adison lives in a beautiful penthouse overlooking Central Park in Manhattan and is married to a guy who is out of town a lot for work and “frankly didn’t satisfy her sexually” according to her. Read more »

I [f]ucked hi[m] on a park bench

So I guess this is part 2 of my first story, and a little overdue – I felt that my sexual encounters with Louis have been too vanilla to post on here… Anyway, if you haven’t read the first part, my neighbour, Louis, and I run together every morning and we hooked up a while ago, so I guess you could say we’re dating, though we haven’t put a label on anything.

We have continued to go for a run in the morning, which usually ends with me at his place and a quick fuck on the couch. About a week ago though, we left at the normal time which is about 5.30, and here in Australia the sun is coming up later so it’s pretty much dark at this time of the morning and we don’t really see anybody out this time on our usual route.

The night before we’d been sexting a little, but I’d been too tired to make myself cum, so I felt pretty horny in the morning, you could say.

We started jogging before slowing down to a walk as we reached the park.

“Last night was hot,” I told him. Read more »

I’m looking to write customized erotic stories in exchange for (negotiable)

I’m sorry if this is the wrong place to post this. I’ve been on Reddit for years, but I still have no idea how to use it properly or if I’m doing something wrong. I’m having fun though.

I will write a custom erotic story just for you in exchange for whatever we agree upon (more details below). Gay, straight, fetish, romance, whatever. If I don’t have the knowledge to write about your specific fetish or kink, then I’ll probably ask you where I can learn more about it before embarrassing myself. The most fetishistic (or whatever the word I’m looking for here is) stories I’ve written so far were about age play and forced feminization, and I enjoyed writing them both and all of the other ones.

If you don’t like the story I write for you, I can rewrite it with whatever corrections you’d like. I’m not claiming to be a great writer, but I can write stories that are hot.

I can write between 600 and 1000 words in under an hour usually. It can be longer if requested or if I decide it should be longer, but I can’t guarantee any timeline and I won’t change the terms of our agreement if I choose to write more. Read more »

The Massage Goddess: Jane, Pt. 2 (FF)

At first, after turning over, I felt that familiar exposed feeling. Dani worked on my feet, which was divine. She also kneaded my hands, which felt far better than I would expect. She even massaged my scalp, which nearly drew me to another orgasm by itself.

Now, she is rolling her hands over my belly, side to side. She works from the tops of my shoulders down to my waistline. When she reaches my large mounds, she climbs up and cascades down. She gives a little extra attention to my nipples as she passes by.

Once she touches my nipple, I yearn for her to focus there. Sure enough, Dani knows, and detours back up to my chest. Closing my eyes, I see flashes of the beach, now at daytime. This memory had been tucked away, and I had completely forgotten until now.

We lay in our lounge chairs in our villa, overlooking the gulf. It was morning, before the buzz of the villagers and tourists began. The beach was mostly empty, except for the occasional early riser strolling along the shore. Read more »

The Massage Goddess: Jane, Pt. 2 (FF)

[Colin](https://www.reddit.com/r/sexystories/comments/gb4lvz/the_massage_goddess_colin_the_college_boy_fm/?utm_source=share&utm_medium=web2x)

[Jane, Pt. 1](https://www.reddit.com/r/Erotica/comments/g9vwum/the_massage_goddess_ff_sensual/?utm_source=share&utm_medium=web2x)

At first, after turning over, I felt that familiar exposed feeling. Dani worked on my feet, which was divine. She also kneaded my hands, which felt far better than I would expect. She even massaged my scalp, which nearly drew me to another orgasm by itself.

Now, she is rolling her hands over my belly, side to side. She works from the tops of my shoulders down to my waistline. When she reaches my large mounds, she climbs up and cascades down. She gives a little extra attention to my nipples as she passes by.

Once she touches my nipple, I yearn for her to focus there. Sure enough, Dani knows, and detours back up to my chest. Closing my eyes, I see flashes of the beach, now at daytime. This memory had been tucked away, and I had completely forgotten until now.

We lay in our lounge chairs in our villa, overlooking the gulf. It was morning, before the buzz of the villagers and tourists began. The beach was mostly empty, except for the occasional early riser strolling along the shore. Read more »

[M] When I was 24 I Fucked my Best Friend’s Mom

It was like any other Tuesday until I found out that my last class of the day was cancelled. I texted my best friend Pete and he told me to head on over to his house so we could work on the econ problem set. He was still on campus but planned on meeting me right after his class.

I arrived to Pete’s house in less than ten minutes, parking my car in his drive way. I sat there for a few minutes as I smoked a bowl and listened to some music. Out of nowhere, there was a tap on my window. I looked up and it was Ms Rachel, Peter’s mom, returning home from her jog. She was wearing a tight sports bra that could barely contain her large supple breasts and yoga pants that clearly showed off her fat pussy lips and her curvaceous ass. Her cleavage glistened with sweat as her hard nipples drew my eyes. I rolled down my window, trying my best not to stare.

Ms Rachel: Hey Benny! What are you doing waiting in the drive way? Come on in.

Benny: Sure. Read more »

Lisa stories. She takes me on an adventure.

I’ve posted this on the gentlefemdom sub, among others, before. I’m not sure if this sort of thing is popular here. Let me know.

I came home from work coughing, which isn’t unusual, because of allergies. Lisa looked at me. “Are you sick?”

“Of course not. Just the normal.”

“I’m going to have to take your temperature. I was able to buy a thermometer today.”

“Sure.” It sounded good to me because I was worried I’d maybe been infected. Masks had only become available a few days earlier.

“Go ahead and shower.” That was something I did every day before and after work. I didn’t want to get Lisa sick.

After I showered I came out of the bathroom naked. She was sitting on the couch and patted her lap. “Lie down here.”

I laughed and said, “Yeah, sure. Where’d you put my clothes?”

“You can dress later. First I’m going to take your temperature.”

I laughed again. “What, you bought a rectal thermometer? Right …”

“It’s all they had. Lie over my lap.”

I looked at her, trying to get the joke. Her face was absolutely serious. “What’s going on here?” Read more »