First Meeting By Stephanie Silver
The note from Dennis was short. It said, "I can't stop looking at your profile. I've read your blogs, and your fantasy, and love what I see. Thanks just for being here. Very cute bottom. I'd love to play with it someday."
Some day came three weeks later when I arranged to meet Dennis at his apartment for an afternoon of playtime. "Wear that same outfit you wore in the picture," he said as he gave me directions to his home.
I was nervous as hell walking up the flight and a half stairway to his two bedroom apartment. How did I know that Dennis wasn't an axe murderer? I didn't. My nervousness at meeting someone I'd only known for three weeks, and then only through an exchange of emails, was overridden by one thing: lust.
I'd felt it ever since I'd read his first note to me. I suppose the accompanying picture of his cock helped. I desperately wanted to be with a man, to hold his hard cock in my hand and to feel it between my legs and in my mouth. The fact that Dennis found me, a transgendered female, physically attractive, added to my desire for him. The fact that he thought my bottom was cute and wanted to play with it sent me over the top. It was hard to be as patient as we were before finally deciding to meet in person.
My knock on the door was answered almost immediately. Dennis looked a little different than he did in his picture, but not enough that I didn't recognize him. He gave me a big smile. "Keisha?"
I nodded, blushing. "Yes."
Dennis invited me in, closing the door behind me. I'm pretty sure he took advantage of the moment to glance down at my bottom, even though I was wearing jeans and a t-shirt over the outfit he asked me to wear. I paused, my back to him, letting him look if he wanted.
Dennis' apartment looked like a man's apartment. The furnishings were simple: a couch and a recliner facing a large screen TV, and a coffee table directly in front of the couch. In the dining area was a small table with two chairs.
He invited me to sit down on the couch, and then sat down across from me. We took a few minutes making small talk, discussing things we'd talked about in our emails, and then he asked if I'd like to change into something "more comfortable."
I blushed again and nodded. I didn't bother to tell him I was already wearing most of it. Clutching the small bag with my lip gloss and stockings, I let him direct me to the bathroom.
It took me just a few minutes to get ready. I took one last look at myself in the mirror, making sure I was satisfied with my appearance. I was wearing a coral-colored tank top with lace-lined neck, and flowered shorts with shirred edges. I was also wearing pink stockings that came up just past my knee, with satin bows over each knee. Putting my hand on the door knob, I willed the butterflies in my stomach to be still and then pulled the door open.
Dennis was watching me from the recliner as I slowly walked through the dining area and over to the couch. There was no mistaking the lust in his eye. There was no mistaking mine. The loose-fitting shorts did nothing to hide the fact that my clitty had risen to full attention. He beckoned me to stand in front of him and had me turn slowly so that he could see me from every angle.
Next he had me kneel on the couch and pose for him in the same way I posed in my picture. I knelt on the couch cushions, facing the back of the couch. "Now, reach back and pull up your shorts in the back and show me your bottom," he said.
I did, surprised that I had almost no will to say no. Not that I wanted to. I pulled the soft fabric up, revealing a small amount of my behind. "Higher," he directed. I pulled it even higher, giving him a good view. "You have a nice ass, Keisha," he told me.
I smiled. "Thank you."
Dennis beckoned me to join him on the recliner. I got up and approached him, unsure of how he wanted me to sit. Taking my hand, he pulled me onto his lap. I automatically put my arms around his neck, and we started to kiss. I kept my eyes closed as the kisses slowly grew more and more passionate. I felt Dennis' hand beneath me, pulling my shorts aside to fondle my ass. I turned slightly, giving him easier access, and drove my tongue deeper into his mouth.
After a while, Dennis reached around to the front and began to stroke my clitty for me. I sighed happily. "Looks like someone wants to be fucked pretty bad," he teased.
"I know," I said, blushing again. "I can't help it."
He nodded and kissed me softly. "Want to open your present now?"
I nodded eagerly, and slid from his lap onto the floor between his legs. His cock was making a bulge in his pants. I saw it, but ignored it for now. Instead, I reached up and began to unbutton his shirt, pretending to use my teeth as I undid each button. When I had it completely undone, I pulled it open with a huge grin and ran my hands eagerly across his hairy chest. "God, you're sexy" I breathed.
When I was satisfied and ready to move on, I leaned up and gave him a kiss, pressing against his bulging midsection with my upper body. Keeping constant contact with him that way, I slowly slid the rest of the way to the floor and began to take a serious interest in that bulge.
I started by caressing it through his pants, taking my time and savoring every detail. Finally I undid his belt and unsnapped the top button. It made a delicious clicking noise that made both of us grin as I looked up at him and let him know just how much I was enjoying this.
Pausing briefly, I traced the length of his bulge a few more times before continuing.
The sound of his zipper coming down was even more erotic. I used my fingers to reach inside his pants to pull them open. He lifted his hips slightly so that I could pull his pants down. I pulled them down just past his bottom.
As I did before through his jeans, I traced the length of his erection through the fabric of his boxers. It took all my willpower not to go faster. When he moaned, I glanced up to see his head back and his eyes closed.
I pushed my fingers through the opening of his boxers, guiding the small opening over to allow his penis to poke through. There it was, the object of my lust. I kissed it softly. I' would do more than that later, but for now I couldn't resist. Dennis moaned again.
I reached my fingers inside and gently stroked his shaft. "Suck me, Keisha," he hissed.
We worked together to undress him, I untied his shoes while he finished taking off his shirt. He kicked them off, and then lifted up his hips while I pulled his pants off.
Wearing only his boxers and his socks, he directed me over to the couch and had me sit down facing him. He pulled his boxers down and put his cock right in my face. I gave it attention, kissing the tip and licking the shaft, as I pushed his boxers lower. I wanted him undressed before I got really serious.
When I finally did open my mouth wide for him, he slid in all the way to the back of my throat. I had to push him back before I choked. "Just let me do it," I said.
"Okay, Baby," he said. "Sorry."
"It's okay," I replied as I rubbed his cock across my face, occasionally letting it touch my lips. "Will you cum in my mouth," I asked.
"Do you want me to?" he asked as I let my lips slide slowly down the length of his shaft.
"Mmm hmm," I said, bobbing my head to nod. When I reached the depths that I could manage, I put my fingers around his shaft to mark the spot and pulled all the way back, seeing how much of it I had left. "Unless you'd rather just jerk off on my face," I added.
"I'd rather do it in your mouth," he said. His voice still had a tone of asking to it.
"Okay," I said and gave him a reassuring smile. I was pleased at just how much of his cock I had been able to take on my first try, and disappointed at how much of it was left. My goal was to take the entire thing at some point.
I had no idea how long it took to make him cum. It felt like ten minutes to me. I had been trying to match my rhythm to the music playing on the stereo, alternating between long, slow strokes when the music was slower, and short fast strokes when the music was faster. At other points I added some tongue actions that I hoped would stimulate him along. My mouth was getting tired, and I finally resorted to using my hand to jerk him off just to give my mouth a much needed rest.
My efforts were finally rewarded when Dennis placed his hands on the back of my head and announced, "I'm about to cum, Baby." We agreed earlier that when he was ready to cum he could put his hands there to direct the finish. I kept my mouth open and let him fuck my mouth.
He gasped and pushed forward one last time, holding it there. A moment later I felt his cock start to pulse as his semen shot out. It was too deep for me to taste, and so I let him finish. When the twitches finished, he held my head in place and thrust in and out a few more times, letting out a moan of satisfaction as he did.
Pushing gently and trying not to swallow my gift, I coaxed him into taking his cock out of my mouth. I wanted to taste his cum, and swirl it over my tongue a few times before swallowing it.
Almost before I could do that, Dennis was pushing me onto my back and kissing me deeply. "That was incredible, Keisha," he said.
"Me too," I said, knowing this was only the beginning.