I went on a first date a with a guy I'd met online. The text flirtation has been heavier that I usually allow, and I felt confident that if he proved to not be massively different than his phone based demeanor, I'd probably spend the night at his place. He has major Kurt Vile vibes: tall, lanky, long messy hair, lots and lots of dumb tattoo, so like, bad boy in boots. I die, so cute, such a boy lol.

I don't smoke but I have a soft spot for the casual nihilism of those that do, so i agreed to meet at a smokers bar. It was great and very old school and they squeezed their own grapefruit juice in house. I looked fantastic in all black with delicate gold jewelry. I wore a pinafore dress which has low key school girl vibes, which was fun.

We got along just fine and eventually he took me back to his place, where we continued to get along. We were on his couch and I was kneeling on it looking out the window over the back. I love that time before someone makes the first move, I always try and make it obvious how I feel before I pull the trigger. Like kneeling on a couch like a kitten, showing off my curves, begging to be pulled over his lap so we're face to face. Or to be bold and straddle him myself. The tension there is delicious to me. In this case I leaned over my own shoulder to kiss him gently, and then hid my head slightly in my arms. So demure, so cute. He loved it and said I must be a heartbreaker, which is a great thing to say to me.

He took his time getting me undressed in the bedroom, making remarks at a few new discoveries. I adore that kind of attention, being lavished with it. He has hot divorced guy energy: like he's slightly defeated by life but also he's got a super hot babe in his bed so it can't be all bad. I like this in a man. He wasn't effusive, and his compliments had just the slight tone of objectification and self defeat. Like tsking his tongue and muttering “what am I going to do with you” when I wriggled under his finger tips, not even directly addressing me.

Before I really knew it he had me completely naked on the bed, and was dropping down to kiss my pussy. I was seriously turned on and soaking wet, which he probably suspected from how he'd mentioned the wet spot in my panties before. When he got between my legs, tasted me and saw what a mess I was already, he said “now this is something special”. I hadn't been responding to his words up until then, but this made me melt and sigh and huff. He went down on me for a nice long time in that position, and he was surprisingly gingerly. He teased me and didn't rush me along, lapping delicately at my clit and occasionally fucking me with his long tongue.

I was hella stoned and enjoying the fuck out of myself. All of a sudden (lol it had probably been like 45 minutes) he's like “lamb, I want you to sit on my face”, moves to position and when I don't respond instantly he hits me with another, more commanding, “lamb, come sit on my face”. I love being on top for the first time, it lets me show off how cute I am when I am humping. I roll my hips really quickly but smoothly, a bit frantic but clearly pleasurable for me. He gripped my hips soooo hard. Big hands, firm grip, I loved the support, especially cause I was a little wavey.

I have a shy orgasm so it's really hard for me to come on a first date, so although he kept me plenty interested, we moved on eventually. At this point I'm falling asleep but he's keeping me awake to play with me, clearly a night owl. I didn't mind, he seemed to get that I wasn't going to be giving him real attention the first night and was happy to just help himself to handfuls of my sleepy body. He even said how gorgeous my drowsy eyes looked - bedroom eyes were earned that night haha. But then, in the late hours, he got up close next to my ear and said a handful of things that made my body refocus all at once.

I don't remember all of them but the one that first got my attention was him moaning about how hot I looked in my bridesmaids dress. At first I was like, what?? But then I remembered I'd sent him photos of a wedding I was in where I looked super duper slutty cause all the girls were in matching dresses and I had way more curves then anyone else. Him bringing up that photo was surprising to me, and it made me realize that he'd spent a lot more time looking at the photos I'd sent him than I knew. He was massaging my ass whispering all about how fucking thick it looked in the girly slip dress, and how thick is felt in his hand. He pulled me up right against his lap while spooning and got a hand between my legs. He told me how positive he was that I was pulling attention from the bride, how I must be used to being in the spotlight. When I laughed he would double down with his fingers on my clit and force me into a moan instead.

People change late at night and he let his combative side fall away and just started really praising me, but still with a nice edge. The vibe was sort of that the proximity and denial of my body has worm his down, and in his desperation he was willing to concede things - like how fucking adorable I am, so fucking cute. Hearing this while he's got me aggressively in his grip and with his hand between my legs, while I'm on the edge of sleep after a few hours of play, oh and I'm high as a kite…well I suppose that was enough to overcome any shyness id been feeling earlier. I grunted really primarily and came on his hand, which he immediately recognized for exactly what it was. He, of course, told me what an absolutely perfect girl I was, so good for him, so sweet and precious. I melted into him and let him slowly bring me down.

I passed out all wrapped up in him. The next morning he was thrilled to see how wet I still was, and clearly enjoyed that he had gotten me there in such a particular way. It's hot for me because I've been so confident around him but now I feel sort of embarrassed, like he's got my number. But hopefully he'll continue to wield his power for good.