[T/M] Letting a straight stud use my asspussy for the first time

I had been dressing for a little over a year at this point. While I flirted with a few guys by way of Craigslist (RIP) and Grindr, I had not actually met up with anyone while dressed up. The story below is completely true and just writing this is getting me excited all over again.

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It was a few years ago, and I was living alone in the heart of the Big Apple. I’m thin and have naturally feminine feet and hands. I had been dressing for some time, but today was different as I felt the urge to try to go all the way with a stud for the first time. I still remember the anxiety I felt as I posted an ad on Craigslist with photos I had taken the other day while all dolled up. I had pictures of me in a cute nighty with sexy panties and a 32B bra with breast forms I had purchased online. My hair was long and curly, and the afternoons spent in the gym had definitely paid off with regard to my ass, which was definitely filling the panties. I posted pictures of me in all sorts of poses with various layers of clothing or no clothing at all. I was super smooth at this point as I had been keeping myself smooth for over a year. My post indicated that I was a “CD slut looking to serve a straight stud.” I got a ton of replies to the ad, but most of them were flakes or when asked to verify via Snapchat ran the other way because they were using fake pictures — oh well, I wasn’t in a rush I really wanted this first time to be hot.

This one guy messaged me who immediately caught my attention. He was 27, described himself as “muscular” and “masc.” He said he had a “nice cock” that he wanted a “sweet girl to worship.” I was immediately excited. As I scrolled down, his photo was breathtaking. He had insane pecs, a six pack, and looked tall, which is a huge turn on for me. I messaged him back and shared my Snapchat. There was a part of me that thought, “this guy is a catfish.” Minutes later, he sent me a video message on Snapchat — he referred to me by my name in the video (“Gia”), smiled, and said we should hangout. He was so handsome. Blond hair, even fitter than he looked in his picture, and a sexy deep voice that made me either melt or fall down in servitude to this god of a man.
We continued to chat via Snapchat for much of the morning. Finally, I asked him if he wanted to come over and hangout. I was so nervous. He said he would love to come over. I nervously sent him my address but left out the apartment number. I told him I would give him the apartment number via a Snapchat video, which I did. He said he would be over around 4pm in the afternoon. I immediately started to get ready. I showered, ensured I was extra smooth, and did my make up as well as my nails. I picked out a sexy purple nighty — slutty, but not too much — which I slipped over the bra, breast forms, and panties I had already had on. I pulled on some sexy fishnets to complete the outfit.

Just before 4pm, he messaged me to say that he was at a bar around the corner and that he was ready to come over whenever I was ready. I told him to head over. My doorman called to say that “Eric” is here – I indicated he could send him up. When the doorbell rang, I walked to the door and slowly turned the doorknob. With the door open, I was fucking frozen, because this guy was insanely hot – again, he was tall, his pecs were pushing through his shirt, and he had the most attractive smile. I invited him in. He came in and passed me a bottle of wine, which I thought was so sweet. I commented on his outfit and said, “Love the shirt.” He said, “I wanted to impress you.” I put the wine bottle on the table, walked back to him, pressed my hands against his pecs and gently kissed him. He immediately took a hand and squeezed my ass. He asked me, “Is that sweet pussy ready for me?” I replied, “Absolutely daddy.” Even though he was wearing jeans, I could see his cock growing under his pants. I moved my hand from his pecs to his bulge and rubbed gently as he started to moan. I guided him over the sofa and had him take a seat. I slowly unbuttoned his shirt and removed it. With his shirt off, I couldn’t help myself as I started to lick his pecs and worship his abs. While continuing to tease his nipples and tease him by licking just above his pants and briefs, I unbuttoned his pants, slid them off, and pulled his cock from under his briefs. His cock was thick and at least 8 inches. I immediately went down on his cock, feeling it fill my throat. He was so gentle with me. I looked up though and told him, “fuck my throat like a slut.” With that cue, he immediately started to fuck my throat without mercy. He stayed seated on the sofa, but constantly pushed his cock to the back of my throat, finding himself surprised that I had no gag reflex (lots of practice with a dildo lol). I could taste his precum and would frequently stop to rub his cock across my lips or slap my face with it. He kept commenting, “Fuck you’re a sexy bitch.” He said, “Daddy wants to put this cock in his little slut’s pussy.” I immediately stood up, pulled down my panties and sat on Eric’s lap. His cock was right up against my pussy hole. He moaned and kept saying, “I need that pussy.” I grabbed the lube and started to rub it all over his cock while also putting a little in my asspussy to get it ready. He helped me by putting a finger, and then two fingers in my pussy to open it up for Daddy’s cock. He kept saying, “You’re so tight and warm.”
He asked me, “Are you ready to feel daddy’s cock in your tight girl pussy?” With every sentence, he was turning me on more and more. I leaned down and started to make out with him. He whispered in my ear, “Be a good girl and take all of Daddy’s cock, ok?” I simply nodded and moaned. I felt his cock head start to push against my pussy. I took my hand and reached back to align his cock more directly with my asspussy. As if following my direction, he pushed his cock right into my ass and started to thrust. I leaned back to ensure that his cock was fully in me. As I moved up and down on his cock, he was moaning and sticking his tongue out at points in exasperation. He said, “Are you going to be a good girl?” I said, “I’ll be whatever Daddy wants.” As he fucked me, my clitty bounced on his abs. He asked me if he could touch it to which I said, “Yes.” He spit in his palm and started to gently stroke my clit. My little clit stiffened. He said, “What a beautiful clit on a beautiful girl.”

As he continued to fuck me, I could feel myself coming to orgasm. He stopped touching my clit and said that he wanted to see me cum without being touched. He aggressively started to move me up and down on his cock telling me “You’re my cum slut. Daddy is going to feed his girl with a nice load.” I looked at him and said, “I want you to get me pregnant.” After I said, I felt so stupid, but it definitely turned him on because he became even more aggressive in bouncing me up and down on his cock. I could feel his balls slap against my asspussy. With every aggressive thrust, I could feel myself getting that much closer to squirting my juice from my clit. Without touching myself, only feeling my clit rub against his abs, I suddenly felt my eyes roll back and body shudder as I squirted several times directly on his abs. He smiled and said, “so fucking hot.” He took his finger, wiped up some of my cum, and put it on my lips and then in my mouth to suck anything left off his finger.
He pulled me toward him and kissed me passionately. He said, “Daddy is going to give you all of his babies sweetheart.” “Are you ready for daddy to put his load inside you?” I nodded and said, “Please breed me daddy.” With an aggressive thrust, I could feel ropes of cum fill my pussy. He continued to move me up and down on his cock and continued to feel the last bits of his cum drip inside me. He pulled his cock out and took a deep breath before falling backwards.

I hopped off of him, looked down at his cock and couldn’t help but get on my knees to suck his softening cock. Even soft, his cock was remarkably big. I sucked his cock and heard him start to moan. His cock hardened with every move of my mouth over his shaft. He took his hands and put them on either side of my head. He aggressively fucked my throat for less than a minute and said, “Mmm… you cumslut, Daddy’s going to paint your face.” He stood up and looked down at me. His massive pecs were bouncing as he stroked his cock over my face. He was smiling looking down at me. He said, “You’re a beautiful slut. You ready for this load?” He took a few heaving breaths and then a rope of thick cum shot on my face. I opened my eyes only to find a second and then third rope of cum covering my face. He bent over, kissed me, and said “Mind if I shower before I leave?” I looked up and said, “Not at all… you coming back?” He said, “Fuck yeah… you’re my bitch now and Daddy is just getting started with his girl’s holes.” At that, he walked back to the bathroom, turned on the shower, and yelled out, “You coming slut? Daddy has round three ready.”

… let me know what you think and if I should keep sharing stories of my CD experiences. Xo

Source: reddit.com/r/eroticliterature/comments/u5h94f/tm_letting_a_straight_stud_use_my_asspussy_for