Name has been changed and personal details are left vague for anonymity. If he’s interested in being identified I’ll tag him in the comments.
“Jack” posted that he was in town for the week and “loves pleasing a lady”. His post mentioned he liked a full bush and his ideal age range was for older women, which intrigued me. I messaged him—even though I’m neither of those things—because I had my fingers crossed his uncommon preferences also included plus size women.
Our conversation was short but he was very respectful and had a great personality via text. I confirmed he had read my profile and saw I mentioned I’m bigger since it’s a problem for lots of people. Jack said it was “the opposite of a problem for him”, so we swapped pics and continued chatting. He was cute and seemed like not a murderer, so we made plans to meet for drinks at his hotel bar. He was leaving in the morning so I was excited to catch him before he was gone.
I braved Saturday night 6th street traffic to go to his hotel and he ✨was already waiting for me in the lobby✨ when I parked. Polite, respectful, actually showed up… and on time?? This guy is clearly not from Austin.
I was very happy to see that Jack was way better looking in person than the pic he sent me. Don’t get me wrong, he was very handsome in the picture he sent me, but in person he was GORGEOUS. He had a casual, confident vibe and smelled great when he hugged me hello. Wonderful smile. Cute accent. He was the height he said he was (which, as a 5’11” woman, is always a lovely surprise) and had a great body. Very muscular legs like a cyclist, and a fantastic butt to grab on to. I was already excited to get in his pants within 30 seconds of meeting him!
He bought me a drink and we chatted downstairs for about 45 minutes, then we went up to his room. He was immediately all over me, kissing me, grabbing my ass, kissing my breasts, undressing me, very urgently wanting to get inside me… but also he was super respectful and took his time.
Very good kisser, great lips, not too much tongue. He was very passionate and paid attention to my entire body, all the parts most guys skip. He was very firm but gentle. Made me feel incredibly sexy and desirable. I was practically begging him to take my panties off because he had me so turned on.
The oral was FANTASTIC, he made me cum multiple times. I definitely squirted more than once. He kept going down on me over and over until it was too much and I needed him to stop and let me catch my breath. It’s very clear that eating pussy is something he’s passionate about because he’s VERY SKILLED at it. The things this man did with his tongue… and god, those lips. I want those warm, soft lips on my clit all day, every day. Jack is absolutely a pussy eating wizard. He should be teaching workshops and sharing this knowledge with the world. The man is truly gifted. I repeatedly complimented him on his skills and he was extremely humble about it, shyly laughed, and kept saying he just likes to make a woman feel good.
After we finished, I started to get my shit to leave and he was like “oh do you want to stay and hang out for a bit?” This guy is DEFINITELY not from Austin. We cuddled and hung out and talked some more. Jack was very interesting and engaging and an excellent conversationalist. We ended up having a ton of stuff in common and it was refreshing to spend naked time with someone that got my brain as turned on as my body!
He’s uncut, which I love, so I played with his cock while we talked and it wasn’t long before he started things up again. He ate me out some more, made me squirt multiple times again, had exceptional gspot GPS, and left me breathless and dazed repeatedly. I desperately wanted to return the pleasure he had given me so many times so I gave him a very enthusiastic blowjob, then we had sex.
Again he invited me to stay longer because he was having so much fun. More cuddles and talking, then I said I was gonna go so he could get sleep. He kissed me goodbye… which lead to making out… and more of him eating me out. I wondered how many times he would do this but definitely wasn’t mad and gladly stayed for more each time.
Spoiler alert: He stopped me from leaving four times like this.
He had to go to the airport very early and I felt so bad for keeping him up, but he was the one who kept undressing me! After we had sex for the second time, he realized the time and said “oh wow I really need to get some sleep” so I started to get up to leave (again). He started kissing me again, and as tempting as it was to stay and live out my free use fantasy for a few more hours, I decided 3 hours was enough and reluctantly stopped anything else from happening and got completely dressed.
He walked me to my car and we said goodbye. 10/10 random act of muff dive. Jack was an absolute delight and I would love to get those full, luscious lips between my thighs again if he’s ever back in town.
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