Coworker at a company wide meeting [F]

A few years ago, I was at a company wide meeting for work at a hotel out of state. I was pretty manic and hypersexual at the time. I work in compliance, so I assumed a lot of the sales people are/were cautious of me. They were at first, but over the few days we were there, almost all of my drinks were bought by other people.

I’d been really careful with my drinking at these in the past, given my position. The rest of my department never went to the bars out of fear they’d hear something they needed to report. But I wanted to have fun, so I stayed at the bars with my coworkers.

I was pretty drunk, manic and thirsty my second night there. I was drinking with a friend from the office who I had a slight crush on years earlier. For the first and only time in my life I hit on him. And by that I mean I just straight offered to suck his dick. He said no.

Sleeping Pills + Inviting over a stranger from the internet [F]

A few years back I was going through a pretty bad hypomanic phase. That usually triggers my hyper sexuality. I made some dumb impulsive slutty AF decisions in the past. I met a guy on a dating app and arranged for them to come over – in the middle of the night after I took my sleeping pill and was passed out.

I was about 80% asleep. I told him where I lived and left the door unlocked. I fell asleep and lightly woke up to him touching me. My sleeping pills were strong so I was barely conscious. The only thing discussed prior was him needing to wear a condom, for obvious reasons.

I vaguely remember him taking off my clothes and playing with me. I was not attracted to him at all – and that made it so much hotter. That someone I would never fuck was able to take advantage of me while I was sleeping and unable to stop him.

I remember feeling a sharp pain in my ass and realized he was fucking my ass. This was not discussed beforehand. But I was letting him do whatever he wanted – mostly because I was to knocked out to do anything about it.

[F] 29 the first time I met this guy from okcupid we fucked 14 times

A few years ago I was living alone and having a solid amount of casual sex from dating apps – binging after my first real breakup. One night I went out with some friends and came back to my apartment at 2:00 AM incredibly drunk and horny.

I had been talking to this guy Max, from okcupid for a few days so I decided to invite him over. He had “really liked me” and was thinking about not coming over the first time for a drunken hookup especially because he was sober. He ignored his gut feeling and came over.

He ended up staying at my place that night and then stayed the whole next day and the following night. We had sex around 14 times.
The 15th time we tried having sex, my pussy would just not allow him to enter. It basically pushed his dick out.

[F] 29 – first time having sex, anal sex and getting throat fucked

When I was 21 I lost my virginity to a guy named Jesse. He was in his late 20s maybe even 30. I’d only given head a handful of times before, but I’d always sucked on my dildo and tried to see how far I could go. I was basically accidentally training my gag reflex 🤷🏼‍♀️

He knew I was a virgin, and when I started giving him head I remember him being a little surprised. He realized I could deep throat and pushed my head down a few times before asking if that was okay – it was. He had my lay down flat on the bed as he hovered over me and started to lightly fuck my mouth. Once he realized I was okay again, he thrust so hard and deep that HE was worried about me. I again assured him I was okay and he went to town on my throat.

I felt like such a good little slut that I was immediately able to get throat fucked. I was new at it so I didn’t really know the right way to breathe out of my nose etc and I felt myself throw up a little, but I just swallowed it, didn’t tell him, and let him continue.

[F] First Date Anal with Tinder Hookup

I met a guy from Tinder a few years ago. We were smoking and chilling and just having a good time. He offered to give me a massage, and of course I said yes. He was rubbing my back, shoulders and arms for a while. It felt amazing but it was making me so horny. He would get so close to my boobs and then pull away. I was crawling out of my skin from the tease. I finally begged him to please just touch my boobs and he kind of laughed and kept doing what he was doing.

Finally he touched my tits and my ass but was teasing my legs and not touching my pussy. I was literally trying to angle my body in a way that he would touch, but he didn’t. He was making me beg for it and he was getting so hard watching me squirm.

We were fooling around and I sucked his dick, when I asked him to fuck me, we both realized we didn’t have condoms. He came in my mouth instead. By this point it was almost 3 AM and I ended up sleeping over. In the morning I was pushing my ass on his dick. We ended up being so horny that he fucked my ass without a condom.

[F] Realized my love of painal

For a few months in 2018 I was hooking up a guy I had met on Bumble. I’ve always been attracted to personality and vibe more than if the guy was “hot or not”, but he was very conventionally attractive. Tall, fit and a cute face, and later found out a big thick cock.

He would come over, we would chill for about 30 minutes and then hook up. He’d never been with anyone who was willing to try anal before, because of his size. I volunteered to give it a try. I’d only done it a few times before, and guys much smaller than him would struggle trying to squeeze in. So I figured it would be best to do some prep work before he even got there (which I’d never done before). In the shower, I started fingering my ass, and realized why it had always been such a struggle. It hurt my finger more than it hurt my ass lol.

I tried using just my fingers, but it was useless. So after the shower, I took my slimmest dildo, some lube and tried to make it work. The tip to the dildo was skinny, so putting it in initially wasn’t too hard. The hard part was actually getting it inside me. But I managed. It was so tight, I’d wondered if it had hurt partners in the past.