I posted my original mission (and success) a few months ago, and in that initial set of responses, I made another connection. Let’s call him P…for Pleaser. (I’ve had my notes for awhile and life just calmed down enough for me to write this out.)

Pre-Pleasure P was one of the first guys to message me, and since neither of us had met anyone from Reddit before, we joked about our mutual unfamiliarity with how to go about meeting a stranger for a dive. Our easy connection quickly moved from banter to flirty, then spicy. Although I ended up choosing someone else to fulfill my mission post, he let me know he was interested in taking me out for coffee (no expectations); indicating that he’d be passing through my area for a work meeting. I agreed to meet him for coffee—joking that he shouldn’t judge me on my non-morning person self, especially pre-coffee!

Pleasure Build-up On the morning of our coffee meet-up, I woke up with anticipation. When I got out of my car at the coffee shop and saw P walking towards me, I couldn’t help but smile—he was handsome and well dressed (makes sense since he was going to a work meeting). We had exchanged pictures, so I had an idea, but he was definitely better looking in person—lucky me! While sitting across from each other with our coffees, conversation came easily. Even though we didn’t explicitly plan to head back to my place for a dive, we had previously discussed our boundaries, and the sexual tension began to build in between the banter. It felt like we were teenagers who kept discretely touching each other, wondering when we’d be able to sneak out. We decided to head back to my place and I was glad that I slipped on one of my sexy matching sets that morning.

Pleasure When we got to my place, I was thrilled that our textual chemistry translated into sexual chemistry. I was taking my shoes off when I felt P come up behind me and glide his hands up the sides of my legs and ass. I stood, and one of his hands swiped my hair to the side so he could kiss and lick down the side of my neck and earlobe—my knees buckled right there. Ugh—such a weakness of mine! I melted into him as his other hand slid around for him to cup my pussy and begin rubbing my clit through my leggings. I was grinding into him, lost my balance a bit, and caught myself on the front door. This must’ve been what paused whatever frenzy we had going on because we made our way to my room.

I thought we’d continue in the same ‘heat of passion’ fashion in my room, but P slowed everything down…in the best way possible. This is where his nickname comes from: he wanted me to feel each part of my pleasure; he wanted to please and appreciate me. P slowly slipped off my clothing, praising and caressing my body as he went. He paused when he got down to my bra and panty set to check on my comfort level, then continued. There was this moment where I broke out in embarrassed laughter, not knowing how to respond to the way he was appreciating my body. He said something that still sticks with me, and I started embracing his words. As I stood there nude with him fully clothed, there was an added layer of eroticism with this juxtaposition. I just can’t accurately describe the way this man looked at me with eyes full of desire and caressed my body with such appreciation. I mean, I’ve gotten compliments before, but have never experienced that level of attention and praise to every part of my body…wow, I’m heating up just writing this— praise kink unlocked!

Soon P’s mouth joined his exploring hands, paying special attention to my nipples and neck, and the buildup made me feel like I couldn’t catch my breath. By the time P guided me down on my bed and spread open my legs, I was dripping. He teased his fingers up my inner thighs, slid through my folds, and circled some of my wetness around my clit before gliding them back down my legs. He did this a few times, causing some whimpering moaning sound each time— it felt like the best slow torture, waiting for him to dive in. He knelt down at the edge of the bed and looked at me from between my legs with this look of excitement and anticipation, then slowly licked me. He swore, looked up at me, and then all his slow control dissipated.

He grabbed my ass from underneath, pulled me closer, and pushed my thighs wider as his mouth licked, swirled around, and sucked my clit. I couldn’t help grinding into his face after all that built tension. He slipped one of his fingers in to my gspot and I lost any control. With the buildup, his mouth, and the way he was massaging my g spot, my orgasm followed soon after. Before I fully came down, his alarm went off, signaling that he soon had to leave for his meeting. He surprised me though, when he flipped me over, spread my cheeks, and began eating my ass. I was on my knees at this point and rocking back into him. He glided two fingers back into me, on my gspot, and another orgasm released. I collapsed on the bed, smiled back at him, and almost laughed at how much of a difference there was between my naked, sweaty, mess of a self and his fully dressed and still well put together self. He sat next to me and leaned over to kiss me and stroke my back and ass for a short time. We agreed on another meet-up and he left for his work meeting. I felt so amazing—maybe if my mornings began with orgasms, I’d become more of a morning person!

Additional Pleasure P and I met up a few more mornings. Before a later morning meeting or flight, he would drive out of his way to come pleasure me with diving, face sitting, foot massages (he has a foot fetish), and more ass play. Each time, he showered me with the same high level of praise, enjoyed my various lingerie pieces, and built up my pleasure. With the attention P placed on my pleasure, I (almost) convinced myself that I could become a morning person…wishful thinking!