Abigail's First Time

This is the story of the first time I dressed for a man. I had been with men before, but had never been with one as a girl. I would say 95% of it is true. I tried to keep it as close to the truth as possible. I will say that the acts described actually happened, and we really did go four times. I leave you to decide which parts you think are the false ones.

I checked my hair and makeup in the mirror for what seemed like the millionth time. Nerves I guess. Tonight was the first time I was going to meet a man while dressed and acting as a girl.

I adjusted my dress, a dark blue bodycon number. It hit just a little past mid-thigh and made my legs seem extra-long. My heels didn’t hurt in that regard either; a pair of black peep- toe Louboutin’s that I saved two paychecks for.

I looked pretty good, I thought. A little tall for a girl at 5’11, but I made up for it with a very slender, curvy and feminine body. I appeared every bit as a girl, except for the hidden bits under my black lacy lingerie.

I had found the man I was meeting on the internet. I combed through dozens of prospective offers before deciding that this guy seemed the most sane. It didn’t hurt that he had a seven inch cock and was fairly handsome.

It was getting closer to the time he said he would arrive. I sat by the window with my copy of Cosmo and leafed while watching the entrance to the hotel I was at. I hadn’t seen his car and was starting to worry he wouldn’t show.

My fears were in vain when I saw his car pull into the parking lot. He stepped out of his car and started walking toward my door. The butterflies kicked in full when he knocked on the door. I made my way over, sneaking a peek at myself one last time in the mirror.

I took a deep breath and opened the door. “Hi, Mark?”

“Yeah. You must be Abby.”

“Come on in.” I said.

He walked into the room and looked around for a minute before turning back to me. “Your pictures don’t do you justice.” He said, moving closer to me.

“Thank you. That’s very nice of you to say.” I said, putting my hair behind my ear and giving him the sexiest look I could muster.

“So…” He said, putting his arm around my waist. “Do you want to go slow or…”
Before he could finish, I started to kiss him, loving the taste of his warm mouth. He pulled me closer putting a hand on my head and kissing me deeply. I could feel his cock harden against my thigh. I wrapped my leg around him and started to grind against him. Kissing him harder, sucking his tongue.

He moved us toward the bed. He started to kiss my neck, giving gentle bites and giving me goose bumps. I rubbed my hand against his cock through his pants. I massaged it while he moved my bra and dress aside and sucked on my nipples. I moaned and gasped. It felt so good.

I put my hand inside his pants and felt his cock. It seemed so big. I wanted it inside me so bad. I unbuttoned his pants and dropped them to the floor. I got on my knees and stroked his hard cock.

I looked up at him while I licked up and down his shaft. “Mmm baby yeah, you’re such a good little whore.” As I took his balls into my mouth and gave them a good sucking, still stroking his shaft. I moved up to his cock and took him in my mouth. I went slowly at first, taking as much in as I could until I thought I would gag then moved forward again. I started going faster, using my hands on his balls. Stroking him from time to time while licking his balls and going back on his cock again.

He moved me up on the bed, me still sucking his cock. He moved aside my panties and started to finger my ass. I rode his hand and sucked his cock. It felt so good.

“You want this inside you? You want to get fucked baby?” He said. I shook my
head yes. He turned me around and lubed up his cock. “You ready baby?”

“Yes, I need fucked.” I said, looking back at him. He put the head of his cock against my hole and rubbed it there. I waited in anticipation, wanting him in me so badly.

He pushed his cock inside me slowly. I moaned as I felt him fill me, loving every inch. He pushed all the way in and stopped. He then started giving long, slow strokes. It nearly made me cum it felt so good. He started to increase his pace. “Yeah, baby” I said, “give it to me harder!”

He started fucking me harder and faster. He spanked my ass and I moaned for more. I loved every inch of his cock in me, never wanting him to stop. I started stroking my cock, knowing I was going to cum quickly, but trying to hold on until he was ready.

He fucked me as hard as he could, slapping his balls against my ass. “I’m about to cum baby, you ready?”

“Mmm yeah, cum inside me. I need your cum inside me!” I screamed.

“Here it comes.” He said as his load started to fill me. I started to cum almost when he did, getting my seed on my dress. He slowly pulled out of me and lay on top of me, exhausted.

“That was so good, honey…” He said breathlessly. He kissed me and rubbed my back slowly.

“I need more of that.” I said, rolling onto my side to look at him. Kissing him again.

We laid there for a little bit until he was ready to go again. We fucked four times that night before he had to leave. It was a night I would never forget. One I hope to repeat many times…


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Categories: Shemales
Posted by cdboy22
2 years ago    Views: 498
Comments (7)
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ohguy35
retired
1 year ago
I would love to do the same thing with you, very hot.
2 years ago
Very sexy and real, not like the usual fake sounding stuff at all. A real turn on to be sure it's like actual homemade porn, sooo much better than the commercial stuff.
2 years ago
repeat it with me sexy
2 years ago
MMMmmm come to my place for the second time
2 years ago
you'd be nice to fuck 4 times xxxx Jim
2 years ago
nice story love!
2 years ago
Good story, good sex the way it should be.