[F] Getting to know my roo[M]mate – Parts 5 and 6

I’m back to the teasing yayyyyyyyyyyyy. Now to close the book on the latest post, Maya did forgive him, she’s moved on and they’re back to being friends. Some of you thought that situation might make her more comfortable with her nudity, but she doesn’t work like that.

Anyway, remember the panties I left in the bathroom? I’ve been doing it most days since then, except a couple times I just didn’t wear underwear. And well, today one of them vanished, he’d taken the bait. I noticed one was missing because I was doing my laundry, and that gave me an idea. See I’m really shit at doing frequent laundry, I was actually legit out of bottoms. I didn’t have that many to begin with, since most of my clothes were still back at my parents. So I started a batch in the washing machine that included the dirty pants I was wearing at that moment, wrapped a towel around my waist and exited the bathroom. I acted normally, sitting next to Jared on the couch and when he asked about the towel I told him about my laundry problem. He laughed a bit, but then I brought up that there was a pair of panties I just couldn’t find. He stuttered in response, saying I must’ve missed it. So it *was* him. I moved on to the next step of *da plan*. My towel wasn’t wrapped too well, oops. As we talked, I started discreetly moving part of the towel until my pussy was visible. Not very noticeable, but I knew he’d look down there eventually if he knew I was fully bottomless under a mere towel. And he did. For about 30min, we chatted while I was on my phone (so it’d make sense I didn’t notice my bare pussy) and he had a perfect view of my lady bits. I don’t think he took his eyes off of it once, until I got up to take a nap in my room.

[FF] fun at summer camp

So I was at summer camp 18 at the time I was a CIT. I had a crush on one of the other girls in my bunk so did she so she asked me before going back to bunk if I wanted to do anything with her I said yes so that night she comes over to my bed and gets under my covers I was in the corner of the bunk and she started to play with my boobs over my shirt I played with hers till her nipples got hard then asks me to lift it up and she did the same with hers and I sucked her tits for a bit then she sucked mine and she want to do more so she got between my legs I was in booty shorts she had me take them off and ate me out till I came with a bunk almost fully with other girls(all 18). After she just cuddled for a bit then went back to her bed and acted like nothing happened the next day

[MF] A real adult Disney vacay

For me it’s the little things. Our travel day was super smooth and easy. Room was ready by the time we landed. Luggage came out first and our shuttle left once we boarded it. Of course it led to great drinks, great food and a perfect view of the fireworks from our balcony.

Unexpected and Unintended Creampie With a Random Houseguest [MF]

*Ages referenced are from the time of the encounter.*

As college students are inclined to do, my roommates and I (M22) threw quite a few parties. Four of us lived in a rented house on a hill where privacy was abundant and we had no noise concerns. We became the de facto spot for gatherings of all sizes.

A mutual friend of the roommates, Nick, was coming to the area to visit and we said we would throw a bit of a bash for him while he stayed with us. From there, it was standard operating procedure – we got a variety of cheap spirits, some beer, chips & dip, etc. All the while we sent texts to our regular group of friends to let them know we’d be hosting again, to bring some booze and to let us know if they’d be bringing anyone else.

Nick was a bit of an odd bird. Always fancied himself a ladies man, despite a flimsy relationship with successfully wooing women. In a stroke of genius, he invited about 15 women he’d once hooked up with or hoped to hook up with in the future. “It’s a numbers game,” he’d say. He wasn’t wrong, but it put some stress on us as hosts.

I (19) [F] spent the weekend topless

Basically my bf bought this big timed lock box thing that’s made to like put your electronics in for a certain period of time. We did this a week ago where he locked all my bottoms in it but it’s a lot harder to do that with tops, so we only did it for a weekend

So basically on Friday night he took all of my shirts, dresses, jackets, hoodies, and bras and locked them all in the box, and set the timer for 2 days. We can’t really go shopping or in a lot of public places, but we still had to make it fun.

Saturday:
It’s feels pretty strange to not have any tops to wear whatsoever. Like I’ve been naked outside before but when wearing bottoms it makes my boobs feel so much more exposed. First thing we did was we went to get lunch at a drive through. I have long enough hair that I draped it over my boobs while we were driving there to hide them, and when we got to the window I put all my hair on the left side of my body and covered enough that they couldn’t see my boobs. There’s a very high chance they could see I was shirtless but they wouldn’t be able to know for sure I was topless.

[MF] My ex used anal to ‘Make it up to me’ and I still think about it 7 years later

One of my ex’s basically used anal to ‘make it up to me’. She always knew I wanted to do anal and tried but it was way too uncomfortable for her so we stopped after the 2nd attempt.

The first time she used anal to ‘make it up to me’ was a night out she lost her shit at me because a guy at my table looked at her friend up and down like she was a piece of meat. Which was somehow my fault. Didn’t even know the guy. This was standard behaviour when she was drinking, just flipping on me out of nowhere making a scene and I had it at this point so i told her to get home with her friends, I wasn’t taking her home and would talk to her the next day when she wasn’t drunk and out of her mind to have a talk. (Basically to break up)

Fast forward to 2am, she’s called me 16 times (I can see she’s home to her sisters on snap maps) – I eventually answer and she begs me over she loves me and blah blah blah, the poor sap I am I go over to her sisters house where she’s home alone to hear her out. I’m too soft and miss her and can’t hear her crying her eyes out. Especially alone.

I was a haram guy and lost my virginity to a milf from Craiglist [FM]

circa 2017 when craiglist was still around kicking, and we didn’t know it would be going away. I had recently moved across country and was living on my own. Coming from a muslim religious family, I never had any dating or relationship experience, or any intimate experience of any kind. I was in my mid twenties and attending university for law school when everyone around me had already been in long relationships or would brag about the experiences they’ve had.

I felt like I was missing out on something so one night, when I was feeling lonely and horny, I thought I’d post an ad on craiglist just to see what’s out there. I made it very simply and straightforward. I said I was a virgin who wanted to meet someone to loose my virginity and hopefully learn some things.

For the first 2 days, I only got dudes and scam emails to reply. However, I came back home from class on the third day and checked my messages and saw there was a message from an anonymous person with just a phone number to text. I was extremely scared because it could have been a random guy trying to rob me.

[mf] I had had the most wholesome highschool sexual experience.

So, this happened in our senior year, so no rules violated.

Ok, it was one of the first sexy times me and my then gf had had. Being shy, unsure and respective with each other boundaries teens, we stuck to the teen sexy stuff.

We had our fun, we had plans for a walk that afternoon. but when we were getting up and started dressing up i said…

‘could you… please not put your cloths back on? you are such a pretty girl, and i enjoy looking at you more than i thought i would, so… could you stay naked for a bit more time please?”

I’ve never seen a girl blush so hard ever before. she was smiling, her eyes shone and she was making something that could only be described as happy girl noises. i got the biggest hug ever, that sent me on the carpet.

we both felt so accepted and liked in the intimate way for the first time in our lives. also we enjoyed casual nudity with each other ever since.

this is one of the memories i treasure the most.

[MF] I hooked up with a curvy Redditor in a London park and we made each other cum in public

This is a story from just after lockdown in London. I had a different Reddit account at the time and had been messaging a girl called Charlotte.

She was petite but curvy, 5’2 and red hair. I was recently single and posted on RAOMD and she’d got in touch with me. We had a good connection and the sexting was amazing so decided to meet up.

Bars weren’t open at this point, but it was spring and unseasonably warm so we decided to get a bottle of wine and go for a drink in Victoria park.

She was wearing a cute summer dress that hugged her amazing curves and looked angelic. I have such a soft spot for ginger girls and she was exactly my type, with green eyes and lots of freckles that came out more in the sun.

We found a nice spot and cracked upon the bottle of wine. Thankfully there was no nervousness between us. I find it fun to meet someone after already seeing each naked and sexting a lot. It takes away some of the nerves when you know exactly what to expect.

[FM] Sister and her boyfriend

I (19F) had to stay late at college to finish a project and I called my 18 year old sister Sharol to let her know I’d be an hour or so later getting home. When she hung up the phone I thought I heard her say “good news”.

So as I drove home, I pulled up my security camera on my phone. My sister Sharol (18F) and her boyfriend Matt (19M) are making out on the sofa in the living room. I’m trying to drive while watching and almost ran a light. I pulled over into a parking lot and I couldn’t believe my eyes.

Sharol pulled her shirt over her head and her huge braless boobs pop out and Matt is massaging and kissing them. He stands up and Sharol pulls down his shorts and to my shock, he has this big hard cock and Sharol takes the whole thing in her mouth.

Matt is tall and slim and his cock is long and slim. Not a big thick cock but it’s long, and rock hard curving up slightly. Sharol is sucking his cock and then pulls it out and slowly strokes it while grinning at him. I always thought of him as just some skinny guy, but he has a beautiful cock. At this point I have my hand between my legs and I’m strangely enough getting wet down there.