Sissy Gives First Blowjob

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Sissy Gives First BlowjobI finally decided to take my crossdressing to the next level. I have been dressing for a while now at home, playing with my toys and I felt like it was time to make a move. I made a Squirt ad about meeting a guy for drinks and fun then posted it. After filtering through the responses, I found the man I would service for the first time. He read my response back to him, and said he wanted to meet ASAP. I left the computer to go get myself ready. I did my makeup with blushed cheeks, dark brown eye shadow, pink lips with lip gloss and my nails in a bright girly pink. I had a long black hair piece that fit me perfectly. I put on some sexy satin panties, and a frilly black short skirt with a tight pink spaghetti strap top. I also put on my favorite thigh high pink stockings with a little bow on the tops and my heels that made me feel SO girly.OMG I felt so naughty, and when I when back to my laptop, I was surprised to see that I had about 7 or 8 more guys asking to meet me! So, this is what it’s like to be a girl… lol. One of them really stood out to me. But I had already selected James. He was 6’5” with green eyes and thick black hair, also a short scruffy beard. I really loved his masculine features and I wanted a man that would dwarf me in size so I would really feel feminine.He seemed like a normal, cool, laid back guy, and was a few years older than me. We agreed to meet at my apartment. The entire time I waited for him to arrive, I was so nervous I had to take a couple of shots. Hearing the buzzer ring, I steadied myself and buzzed him up. After I opened the door slowly, and sure enough, there he was, the hunk of a man was standing in my doorway. I could tell he was giving me the quick once-over and was satisfied. Welcoming him in, he gave me a huge hug and God, did he smell great. We continued to sit on the sofa, have a few drinks and have random small talk for a little while.”Hey, can you sit a little closer?” he said as he patted the space next to him. As we kept talking, I felt him put his hand on my leg. I was still a bit nervous, but I liked it; and eventually put my hand on his leg as well. We just kept talking casually and softly illegal bahis but subtly caressed each other. I could tell the tension was building and he finally told “You are really cute, you know that right?” If I were lighter-skinned, he would have seen me blush. “I love your outfit, it looks so sexy” he told me, smiling as he grabbed my hand, placed it on his crotch. Before I could react, he pressed his lips against mine. My nerves were racing as we started to make out. I felt so slutty and feminine kissing a man, his scruff felt so hot against my soft make-up covered face.He ran his hands along my smooth thighs and up and down my tight lacy nylons. At this point we had been making out intensely for 5 or 10 minutes, and I couldn’t take it anymore. My little sissy cock was twitching, but my poor little clitty was nothing compared to what was under his pants. Poor little thing lol.I could only think about pleasing him and getting him off. As we were still making out as I ran my hand up from his crotch to underneath his shirt and caressed his abs. I could tell that turned him on because he started kissing me more forcefully. He grabbed both sides of my head and pulled me in, stuffing his tongue into my mouth. I kept letting out soft girly moans as he did this, and I continued to rub his lower abs underneath his pants, just above his cock. He pulled away briefly and whispered “You’re such a bad girl” I gave him the submissive puppy eyes and a nod, before he replied “Just the way I like it” and grabbed my hand, pushing it further down his pants and onto his semi-erect cock. I gave him a smile and lightly started stroking it. His eyes rolled back a little bit and he let out a sexy grunt of approval. “That’s better” he said as he moved back in to kiss me. We continued to passionately make out while I stroked him, alternating between gentle and firm strokes. It was so exciting feeling his cock grow in my hands. After a couple more minutes, I decided it was time. I broke the makeout and slowly kissed up his cheeks and neck until I reached his ear. I gently tongued it and whispered, “you are so fucking sexy”, and he let out one of those sexy manly grunts again. I illegal bahis siteleri finally pulled my hand off his cock so I could take his shirt off. I straddled him on the couch as I pulled off his shirt and then began to slowly kiss my way down his body, being sure to tongue and suck his nipples a little bit on the way.My heart was beating so fast as got off his lap and knelt between his legs. I was on my knees in front of him I unbuttoned and removed his pants and pulled off his boxers, watching his cock spring out right in front of my face. I grabbed it again – God I loved watching my painted nails around his thick cock. Moving my lips up to the head and planted a gentle kiss, looking up at him submissively the whole time. I continued to kiss his cock up and down as I stared into his eyes. I wanted to give him a slow, sensual blowjob that he would never forget. I kissed my way down to his balls and then slowly ran my tongue back up to the tip of his cock, and back down. I gently sucked his balls a little bit and then repeated this for several minutes, ensuring to keep eye contact when I could. “God you’re such a good little slut” he told me as my tongue ran up his shaft. I nodded and moaned. I finally took his head into my mouth and started to suck. I ran my tongue in full circles around the head in between strokes.I was finally sucking his cock, I couldn’t believe it. I just felt so girly and submissive, I’ve never experienced a feeling like this in my life. I could feel his cock twitch and pulse in my mouth. It was amazing being able to give someone so much pleasure. I continued to take him in my mouth, working my lips and tongue slowly and sensually around his cock, but deeper each time. I couldn’t quite get it all the way in, but I took him as far as I could go and gagged a little as he pressed my head down. He told me he was getting close so I kept working him. I found a good rhythm and started using one of my hands to jerk him as I twisted my mouth up and down his cock. “Ohhhh that’s it, don’t stop, don’t stop, suck daddy’s cock” he mumbled and I knew I had him. “It’s okay, you can cum in my mouth baby” I whispered as I increased the pace. I canlı bahis siteleri was so excited that James was actually going to cum in my mouth. I continued this pattern and kept making little whimpering noises into his cock as I sucked him off. I think that finally put him over the edge, as he blurted out “Ahhh fuck baby I’m cumming!” as he thrusted his cock further down my throat. With a loud grunt I felt his cock start twitching into my mouth. I moaned as he began to release, jet after hot jet of cum flooded my mouth. I struggled to keep it all in as some of it spilled out of the sides of my mouth and dripped down his cock. I kept lightly stroking and sucking until his cock twitches slowly subsided. I carefully pulled my mouth off trying not to spill any of his load. As my lips slowly pulled away from his cock, I looked up into his eyes again. I felt like such a submissive whore after what I had just done, sitting there on my knees, between his legs and my mouth filled with his hot cum. He gazed into my eyes for a few moments before smiling and telling me “God you are quite the little cocksucker. Don’t you dare swallow yet. Open your mouth.” I obeyed and showed him my mouth full of warm sticky cum, trying to get as much as I could of it on my tongue, unfortunately some escaped down my chin. He smiled, clearly proud of what he had done. “Now swallow.” I did just that, then caught the bit rolling down my chin, and opened my mouth to prove I swallowed every drop. “Good girl. Now clean off my cock like a good little slut” he ordered. “Yes, sir” I answered. I slowly and seductively cleaned up all the missed cum with my tongue as his cock slowly started to soften. I gave him a few more playful tongue strokes and sucks to show my submissiveness. He got dressed again and we chilled on the couch and talked for a while. I asked if I he enjoyed himself and if he would ever want to do it again sometime. I was so nervous about my performance, but he said I did a good job. We cuddled on the couch for a little while more before, then he said he wanted to explore my body more later tonight. “Is that alright?” like I little girl, I just nodded my head yes. I walked him to the door and had to stand on my tippy-toes to kiss him goodbye, and felt so girly as he groped my huge ass. “See you tonight.” I’m was so happy I decided to take that extra step. Nothing has ever made me feel so feminine, submissive and girly.

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