A lot of (f)irsts with a stange (m)an from craigslist [Part 2] | 2016

Part 1 here

So we were back in my room and he told me to lie down, with my head at the bed's edge. Being the porn afficionado, I am, I assumed he was going to face-fuck me, but instead he decided to play with my pussy some more. It was like he couldn't get enough of it, and this alone made me unbearably horny.

I complained that his cock was out of my reach, and he responded by pulling me off the bed and gruffly telling me to face away from him, arch my back and spread my ass cheeks for him. When he felt my arch wasn't pronounced enough, he positioned his foot on my neck and nudged me down, and pinned me down like that. That alone made me gush, and he commented on how wet I was. He was pretty good at dirty talk, and he intuitively knew what kinds of things would set me off. His comments ranged from shaming me, 'What would all your friends and family think if they could see you being spreading your ass and pussy for a strange man you know nothing about?' 'I think I'll take pictures and send them these images of you bent over, at my feet like a good little whore' to appreciative comments like, 'God that is the most perfect little asshole I have ever seen' 'Your pussy is so fucking delicious'. Meanwhile all I could manage at this point were moans, yelps and strangely enough, laughing... All of these comments were made while he buried his face in my ass and pussy, slurping all my juices up. I thought I'd pass out, if not from pleasure then from dehydration.

He suddenly stopped and I heard him rustling through the paper bag he'd brought with him. It turns out he'd come bearing gifts - lube and a vibrator and a couple of other treats we didn't get to use. I was most excited about the vibrator because I've never experimented with toys before, he must have remembered me mentioning this in a previous conversation. I trembled as I felt the cool sensation of lube being poured onto my ass and dripping onto my asshole and the hum of the vibrator.

I damn near died when I felt the vibrator travel a path from my asshole to my clit, only to intensify on my clit - it was the most amazing feeling I have ever had. At the same time, I felt him start to finger my asshole gently. I managed to ask him if he was into anal play, and he responded he was if I was. I told him I was curious. Like I said before, my memory is a bit hazy in parts because of the intensity of the whole situation, but what happened next is he fingered my asshole while grinding the vibrator into my clit. I never thought ass play would do anything for me, but I came so fucking hard from this. The combination of the throbbing vibrator and the new feeling of fingers in my asshole was unreal. My loud cries and squeals probably traveled to neighbors, but I didn't even care.

He seemed pretty pleased by the results of his actions, and he massaged my ass, thighs and slit as I collected myself. Like a dork, I thanked him for the amazing orgasm. I also began toying with the idea of kidnapping him and keeping him tied up in the basement, because I worried that I'll never find someone else as attuned to my sexual desires as he is. I seriously found myself wondering what I could offer this man to show my gratitude for the orgasm I'd just had. I idly wondered if he'd accept the huge cantaloupe in the kitchen.

I'll fastforward through the next bits because I couldn't possibly include everything we did- I had his cock and balls in my mouth some more. He allowed me to explore his ass and asshole. At some point he had me play dress up with all my slutty clothes and stockings. He commanded me to dance and parade myself before him as he laid back and watched, appraising me. His gaze was so fucking intense, and I usually would have felt self-conscious about dancing, the dramatics or with being watched so intently. But with him, none of those feelings surfaced. He soon had me out of my clothes again. He positioned me on my stomach, propped my butt up and commanded me to show him how I masturbate. I confessed to him that I've been lazy about masturbating and haven't tried to figure out what really works for me (terrible, I know) He chastised me for this. He remarked in an off-handed way that he liked me best naked, and placed me in various poses for photographs (with my camera) as he knew I like taking nude pictures of myself. At some point I told him that I really want to attempt vaginal sex, but he recommended that I try to accomplish the initial penetration by myself in a relaxed setting, which I agreed with, although I was disappointed...I soon felt better when he grabbed my hips and yanked my pussy and asshole up to his mouth for the umpteenth time....

Let me skip ahead to the final act of the afternoon. By this time, we had been playing for about 3 hours. He pulled me off the bed and he had me on my knees, my upper body resting on my bed.

I'll confess that I feel conflicted about what came next.

He continued pouring lube on my ass and fingering my asshole and playing with my clit with his mouth and the vibrator and doing all these wonderful things so I was pretty delirious and not being as alert and assertive as I should have been. It's like I had just decided to give him complete ownership of my body, which as a submissive person, is an aphrodisiac in itself. At some point, I felt his cock running along my slit and press against the entrance of my pussy and slightly pump. More than anything, I wanted him to thrust his cock into me, pain or no pain. But this would be a bad idea so miraculously, through my lust-filled haze, I managed to squeak out, 'Is that your cock?' He apologized that he'd gotten carried away and removed it, but this turned me on even more because I have a breeding fetish, and I also enjoyed the idea of him getting carried away and acting against his better judgement.

But the real issue that reared its head here is that of using protection.

He'd been doing all these pleasurable things to my asshole and pussy. even managing to fit his thumb into my asshole, when I felt his cock start to slide in. I had not been expecting this, and it hurt, but with the combo of the discomfort of his cock easing into my asshole and the vibrator assaulting my clit and pussy, as well as all of our grunting and moaning and cursing - lets just say that my better judgement flew out of the window. I didn't stop him. I understood how insane and dangerous it was that a stranger was fucking me in the ass without a condom on, but I really didn't care (today I care though, I care very very much, but more on that later) It hurt, but I was incredibly turned on and it was so surreal to feel him pumping in and out of me slowly. It almost feel comfortable when he stopped moving and just rested inside me. I should mention that the contrast between our skin tones (I'm black, he's white) was pretty hot, and although racial fetishization makes me cringe so hard, I almost lost it at the sight of his cock moving in and out of my asshole. I was crying out into the mattress to muffle the noise, he was slowly pumping in and out and after one hard thrust to the hilt, he suddenly pulled out and came all over my legs and back. I just lay there while he cleaned up in the bathroom.

We had agreed on a time that he would leave by, and the deadline was fast approaching, so he started getting dressed when he got back into the room. I watched him silently as he did this and we just smiled at each other and giggled. My back hurt, my neck still bore the imprint of his foot, my throat felt raw and my entire diaphragm ached, but I felt sated, powerful and like I was now privy to an important secret. I stood up on shaky legs, and hugged him goodbye. Neither of really spoke, there was just this sense of contentment and comfort?

So now looking back, my first comment is that I shouldn't have let bareback anal sex happen, despite how enjoyable it was. I will definitely get tested after a week, because that seems to be the best window within which to get tested.

Secondly, I am thrilled because I got a vibrator and other toys out of the deal.

Third, I felt proud of myself for following through with pursuing an item on my wish list. I still feel some of the effects of my adventure yesterday. My throat is pretty sore, and although my asshole doesn't hurt so much, it just feels like I took a huge dump, and I'm kinda scared to poop again so I've been putting it off.

And finally, I am really excited by how adventurous I turned out to be. I was totally into everything and trying as much as possible. I swallowed every load that he gave when I was sucking his cock, I was pretty chill about anal stuff, I was super into some of the more shocking and degrading dirty talk he had - I guess I just never knew that I could handle all these things. It also helped this stranger was very attuned to what I wanted, so we complemented each other nicely. It's kind of annoying how his cologne got everywhere though, and I can still catch whiffs of it around the house.

So there you have it reddit, my first real sexual experience (potentially my last if it turns out my reckless decision led to me contracting some godawful disease)