[FF] My Chastity experience Continued Pt. 5

Hello again every one! I was ordered to update you as part off a punishment for mistake I made earlier today. I was eating Natalie out as part of my weekly tasks and I got so caught up in the moment of just enjoying the feeling of her cumming on my face and mouth that I started playing with my nipples without thinking about it.

Natalie was mad. Up to now Ive been good about not touching my self when I’m pleasing her but today I finally messed up. Natalie slapped my breasts hard about 15-20 times each and then asked if Id like icy hot on my pussy or to try something new as a punishment. I chose something new and she pulled my hair as she made me crawl into out kitchen. she got out some unbaked rice and spread a good amount out across the corner of our counter and told my I was going to spread legs on both sides of the counter and place my pussy on the rice. Once I did she had me lean forward so I was into her arms with almost all my weight pushing my lady bits into the hard rice.

[MF] Met an older man at a technology conference my school paid me to attend

Ten days at a very high end tech conference with my own room, that was a recipe for disaster. The conference, like most tech gatherings, was 90% male with the only female attendees being the salespeople. I was probably one of the youngest attendees as well.

One night, a company hosted a small concert in a local bar. Since most of my peers from school were complete nerds, I went alone. While standing in line, I noticed an older man wearing a CEO badge, so naturally, I was instantly turned on. I introduced myself to him while he was hanging out at the bar and he must have thought I was a gift from God. He asked me what my favorite drink was. I told him I was underage and hadn’t really been out to bars before. He asked me if I had ever tried a Moscow Mule before. When I said no, he bought me one. And a second. And a third.

Training My Ex: Her First Blowjob [FM]

A little background, this is back when we were both in college, I was in my senior year, 22, and she was a freshman, 18. We’re both Indian, though I was born here and more experienced, while this was her first relationship. I’m 5’6″, and she’s very short, around 4’11”, with a big ass and DD tits. I’d say we were both around average builds. Our relationship evolved over the year and half, but I still remember distinct moments like this particular one.

It was the 3rd time that we’d hung out as dating, we had been friends a while before. The first time we ended up making out in my bed. Her DD boobs were practically falling out of her tank top, so I helped them out. The second time, she gave me a HJ, and I came all over her hands. I’ll come back to this later.

[FM] Couple. He made my fantasy come true.

So my husband and I are both new to this and I recently told him about my rape fetish and he has been totally up for everything I have thrown his way! :)

He’s working night shift tonight and we’ve already discussed our rape fantasy for when he comes home and I cannot wait. I a literally too excited to sleep!!!

A trip to the (nudist) beach [FM]

With a short lull between conventions, uni finished, and life at home being decidedly boring, earlier this week I found myself browsing some of Craigslist’s more “interesting” areas for the first time in ages – I wasn’t really expecting to find anything and wasn’t motivated enough to post myself, but I figured there are worse ways of spending half an hour or so with nothing better to do.

Amongst all of the usual affair, one advert stood out and caught my eye – a man looking for someone to accompany him to a nudist beach. This isn’t something I’d ever even really thought about before, but my exhibitionist curiosity was piqued and so I found myself sending a message. I quickly received a response, and after some e-mail back and forth we moved our conversation to another online app. Frankly, we hit it off straight away – he was intelligent, polite and funny, and as a guy in his late-40s his penchant for younger girls matched my interest in older men. We talked extensively and eventually made arrangements to meet on the next sunny day to head to the beach he knew of, only to find the day we were hoping for good weather turned out to be rather less sunny that hoped – thankfully, the next day turned out to be good weather, so the plan was on.

[FM] I fucked and came in my sleeping girlfriend

So, this happened this morning and I wanted to share. My gf has had a mild concussion for about a week now, with a constant headache to accompany it. Now, this has mostly meant no sex. The couple times where we have tried, it hasn’t gotten very far before she can’t handle it. So needless to say, I haven’t gotten to cum with her. So, I’ve been super frustrated the past week and we’ve both felt bad about it. I’ve been able to sneak in some me time, but I have really been needing her pussy.

We have discussed in the past about me messing around with her while she is asleep, or her with me. Basically, we both don’t mind it and trust each other. But before this, nothing has really happened other than maybe waking each other up with our hands, or maybe me eating her out. We had tried to have sex last night, but as with the rest of the week, it didn’t last long. I was too tired last night to get myself off, so when I woke up this morning, I was very horny.

Losing my virginity with my best friend [MF]

My best friend in high school was a girl named Lantana (like the flower). The guys in my senior class called her “Hotlanta” (like the nickname for the city of Atlanta) because she’s really sexy, and because she planned to go to Georgia Tech after she graduated. Lantana played almost all the sports at school and has always kept a tight, athletic figure and a deep tan. She has soft, blonde hair and blue-gray eyes. Gorgeous. Unfortunately, I never hooked up with her in high school. The timing was never right: one of us had a steady partner every time the other was free, and neither of us was really the cheating kind. I suspect she knew I had a crush on her no matter who I was dating, but she never brought it up.

[MF] Let me tell you about the time u/TripleDsInThisBitch sucked my dick

About 12 or 13 years ago I sent a message on AdultFriendFinder to a hot couple about 50 miles away from me. Their profile picture immediately caught my attention. It was a picture of Amber covering her face with a pink cowboy hat wearing only cowboy boots. She had a beautiful tan and a set of tits that were to die for!

I was really happy to get a response almost right away. They were younger than me (I want to say they were 23/24 years old, I was 29) and they said they had only met one guy so far. They were very new to the whole lifestyle and we’re still trying to figure out what their boundaries were. They said they were looking for a guy who would be cool with getting a blowjob while being filmed. I had no problem with the filming, but I really wanted to fuck her. I told them that, but it was non-negotiable. We emailed back and forth for a month or so and then set up a date to meet.

[M][F][Slight femdom] My denim jacket gave me a hot night with a beautiful woman with after a rare Uber ride I gave. Finally plucked up the courage to share this story (which has a sad ending…), and God help me for using my main account for this…

Around 19 months ago when I was still driving for Uber, I picked up a woman (I’ll call her Diana) on a Saturday at around 11pm who I first thought couldn’t be more than 25-27 years of age, myself being 25. She was dressed in formal clothes like lose formal pants and a white half-sleeves shirt. Blonde, smooth shoulder length hair. *Pretty*, was my first thought. I didn’t check out her bodily curves etc.

Anyway, when she typed in the destination address, she said to me before it even updated on my phone, “that’s the correct address, I just don’t feel like going by bus or train. Just wanna get home ASAP.” I looked at the app and it showed a ride from Dallas downtown to Houston, nearly a 4 hour drive.

Before I can even begin processing, she goes on, “I’ll pay you a hundred bucks in cash when we get there.” Me, being the over-modest idiot I sometimes can be, replied “Well, if you pay just for the gas of my back and forth journey even then I’m grateful. Let’s get you home.”

Hot Tub Party [MF][MMF]

This is a long story with a bit of build up, so feel free to skip past the intro right to the sexy parts.

I was 19 at this time, and had been invited to a house party by my friend Rose. I didn’t really know anyone except the girl who invited me, but people were friendly and drinks were flowing, so it wasn’t hard to get comfortable. A lot of these people knew each other through the local Burning Man community, a crowd that I was just starting to get to know, but one that I was beginning to realize had plenty of opportunities for me to get into the best kinds of trouble. Rose was pretty hot, with a weightlifters strong physique (I have a weakness for athletes.) As we mingled through the party it came up in conversation that she was in a poly relationship with the couple who owned the house, Lloyd and Helen.