I had matched with Cassidy, a midwestern cowgirl transplanted into NYC, about a year ago. I’d written some joke and she responded simply with my name in lowercase letters. It turned me on. She had long brown curly hair and a big cute smile with slightly buck teeth, and she wore a cowboy hat and boots in more than one of her pictures. I couldn’t gauge her tits from the way she dressed, but she was definitely a beautiful girl. For some reason that was the extent of our initial conversation.

A month later I messaged her again, but she didn’t reply. A couple weeks later, I tried again and still nothing. I had a rule about visual masturbation materials, so I would jerk off fantasizing about her sloppily sucking me and looking up at me, her big teeth shining as she stuck out her tongue and I shot cum onto it while holding a fistful of her gorgeous hair.

I ended up sending about five messages throughout a year, but never any response. Her pictures were all the same from when I first matched with her, so I just assumed she had found somebody and was off the apps. Oh well.

I was catsitting and horny so I scrolled through my matches and saw her. New pictures. Oh shit. Her face was so pretty. In one of her pictures she was on a bed with a girlfriend and her hair was spread everywhere. Got me hard. I messaged her something funny and she immediately responded. I got up and started pacing as we shared a quick funny back and forth and I secured her number. I texted her when and where we were going to get pho together and she easily agreed. My dick pushed against the inside of my jeans and that was that. I was gonna have me some Cassidy.

Thinking about making myself one with that cowgirl hottie got me horny so I called my FWB and she came over. Valentina was a skinny little Latina with awesome boobs. We made out and I pulled out my dick I played with her tits and thumbed her pussy while she deepthroated me on the couch, and I thought about Cassidy. I pictured her big dark hair and big white teeth as I pushed Valentina’s head down. Honestly she gave an A blowjob and could bob up and down with my cock in her throat pretty much indefinitely. I would always either cum or pull her off me so I could push into her pussy, so I never found out what her point of exhaustion was.

She kept sucking and I kept groping her tits and massaging her nipples. I wondered if Cassidy gave good head, and what her boobs looked like. I imagined it was her curly hair going up and down on my cock, and not Valentina’s straight hair. I imagined manhandling her, pushing her down onto a bed and jumping on her. Fucking her slow with my hands wrapped around her neck, her tongue stuck out and her eyes glazed over. I imagined thrusting deep and spilling my seed into her depths.

Suddenly I came hard, shooting cum down Valentina’s throat. She held her lips to my pubic hair until my orgasm subsided, and then slowly took me out of her throat and my soft wet penis plopped to my bellybutton.. She showed me her tongue and it was clean. I kissed her deep and we fell asleep on the couch.

I dreamed of big teeth and a tongue in a wave of curly hair…