I've had success on this subreddit before, but forgot to ask permission from others to post the success story. I remembered this time!

I was out to Chicago for a music festival (Riot Fest, if you're curious) and wanted some fun while in town. I didn't make a post, but responded to a very nice man that I later met when I arrived. I'll refer to him by his username: Infatuated.

We chatted a few days before I left to make sure we were on the same page; we talked about our sexual health and history, what we liked/disliked, wanted from this encounter, exchanged pictures to know what the other looked like, and usual flirty messages. Infatuated really made sure I was heard and listened to, felt safe, and understood my methods to ensure I stayed safe and healthy.

Cut to us meeting: he meets me at my hotel and we chat for a bit. He was patient with me as I exude confidence through text, but am nervous in person. We laughed it off then started making out. I took off my shorts and he took off my shirt. He laid me down on the bed and starts kissing my body and complimenting (something I'm not use to). We keep kissing as he rubs my clit, feeling how wet I already am. Infatuated enjoyed teasing me (with consent) about how I was very excited for this. He slides two fingers in as we keep kissing. Once I started moaning into the kiss, he breaks away and immediately starts eating me out. The way his lips and tongue felt on me were bliss. He would finger fuck me as he gave special attention to my clit. Once he found the rhythm to get me to orgasm, he didn't hold back to ensure I went over the edge. To my surprise, Infatuated choked me and made sure he was choking me for pleasure and not death. I welcomed it since I wanted to try it (and learned I enjoyed it). I was glad he knew the proper way to choke and really liked he would adjust his hands/pressure to make sure I didn't pass out. I came twice before we took a break. He was encouraging and explained that face sitting can be fun and was open to do it with me. I explained how I wanted to try, but no one else was committed to trying. I straddled his face after we established he would tap my thighs for when he needed air. It was fun, but I explained it wasn't for me. He encouraged me to try again with someone else if given opportunity. After another break, Infatuated started eating me out again. I was already sensitive and really enjoyed the attention on me. Infatuated attempted to get me to squirt after I confessed it happened once. He succeeded and gave me back to back orgasms (4 total at this point)!!! I asked him to stop to let me catch my breath as my thighs were shaking and I had a moment of "No thoughts, head empty, just bliss" Infatuated chuckled at how I just laid there and mentioned he should have kept going instead. Feeling FANTASTIC at this point, I reciprocated and gave him a blowjob. We quickly switched to penetrative sex (doggy and missionary) because I wanted him to cum too. He did and we relaxed together. I asked for one more orgasm and he delivered. I watched as he got up, washed his hands, and got dressed. I couldn't move as my legs protested by shaking whenever I thought of leaving the bed. I stayed on the bed with my blanket covering me enough. We kissed, I thanked him for such a great time and memory of chicago, and said our goodbyes.

All in all, Chicago has a special place in my memory and pussy. If you're reading this Infatuated, thank you again 😘 hopefully we'll cross paths again!