First time with a man

I am a middle aged straight man who has never been with a man. However, I love to see men in lingerie, especially panties. I love to wear panties too. I prefer men who havent had any female surgery so a shemale with tits isnt as attractive to me as a man who dresses as a woman. That being said, I enjoy looking at video and pictures of men in panties. For the cock, I have varying preferences. A small cock looks like it would be fun to suck while a larger one with a huge head might feel great in my ass. I look at pictures and fantasize about tasting cum in my mouth. The thrill of making a cock hard then cumming is overwhelming. Then, spreading my legs for a cock to fuck my ass is such a turn on. If I had my prefect first time, it would be in a baby doll teddy with panties and thigh high hose. I would get on my knees in front of a man wearing something pretty too. I would suck him hard until he came in my mouth. Then I would lay on my back while he sucked my dick. After some recovery time for him, he could fuck me like a girl, cumming again.

So after many months of viewing porn on line, I began chatting with other men like me. I realized I really wanted to be with a man after some time. So I really became attracted to this one ginger man. He has an incredible cock with a perfect mushroom type head. He looks great in panties and makes me cum with our dirty chats. He seems to be like me: straight, virgin with men, and just curious too. I really wanted him as my first.

So, after some time chatting and him getting over his reluctance, we agreed to meet and fuck. We met at a hotel. I got the room and prepared myself for the thrill of first time male sex. I was so nervous and a little scared. Would I like it? Would I get freaked out? Would he bail on me? So, I prepared myself like a good girl who wanted to be fucked. I wore a white lacy teddy and matching panties. I wore white thigh highs and some sexy heels. I opted for a wig as it just seemed more girly. I topped it off with some bright red lipstick that I hoped to smear on his hard cock later. I felt so pretty. After some time, there was a knock at the door. With my heart racing, I opened it. There he stood.

He stepped inside and the door closed. It was now or never. He was dressed in slacks and a shirt. He looked great and I couldnt hold back. We embraced suddenly and our lips met. We buried our tongues in each others mouth kissing vigorously. We moved towards the bed. I sat on the beds edge while he took off his shirt and pants. He revealed a pretty white bra, thigh high hose, and sexy white panties. As soon as my eyes met his bulge, I dropped to my knees and began sucking his bulge through the panties. I slowly lowered his panties revealing his ginger pubes and delicious cock. As soon as the cock flung from its roost, it was in my mouth. I began sucking the head and shaft. I let it gag me a few times so the saliva would spew all over the cock. Then I jerked the wet shaft while I tongued and sucked that fat head. With my other hand I rubbed his panty ass. It didnt take too long until I felt him quiver. Then I knew what was about to happen. Suddenly, gobs and gobs or creamy cum were pounding the back of my throat. I took all of it! After I felt the last jet, I pulled back, opened my mouth to show him his juice. Then I swallowed it all. He smiled and said "Lay down baby" I moved to the bed, laid on my back, and spread my legs. What a thrill! He dropped to his knees and sucked my cock. It felt so good! Then he moved down to my balls and in an instant was tonguing my ass hole. He licked it like a clit at first then tongue fucked my hole. All of a sudden, I blurted out "That's your pussy baby". I didnt know where that came from, it just happened! He looked up at me and grinned. Then he moved back to my cock while his finger entered me. Then he really began to suck and lick my cock so hard and sneeking in a second finger. It was a little painful but the blow job was so good. He looked up and asked if I wanted to cum. I just shook my head and said "Not now". He stood up to reveal a very hard cock. He said "Can I make you a woman?" I blurted out "YES!". I pulled my legs back at the knees as he moved closer. That huge head was going to be so good and maybe a little rough. I asked him to start slow so he slowly buried that head in my tight pussy. I began to groan with immense pleasure. He pulled it out, then back in. He moved the wonderful head in and out slowly many times as he could tell my pussy loved the sensation. After a little while, I looked at him and said "Fuck me!" In an instant, his entire cock was buried in my tight ass until his ball sack was pressed against me. He began to long stroke fuck me and I couldnt have felt any better. He was pounding my ass like I was a whore. I loved it. Then I felt a familiar sensation from him. He quivered and blew a load inside me. He reached down and kissed me. Then he rolled over, spent. My legs dropped and I felt his warmth oozing from my pussy.

I thought we were done for now as he stood up. He reached for my hand to help me out of bed. We kissed for a little while as he stroked my cock. Then he moved my straps off my shoulder and began licking and kissing my nipples. By now, I was rock hard. He then moved to the end corner of the bed, dropped on his belly, arched his back in a doggy position. He looked back at me and said "Now fuck my pussy". I moved behind him and placed the head of my cock in his tight ass. I thought maybe he wanted the same as he gave me, but he whispered "I want all of it, baby". So I buried my cock in his tight ass. He let out a groan and I rode him hard. He was loving it, groaning, and moving his ass back towards me. After all that had happened this evening, it didnt take long to unload my balls into his ass. It felt so good. He looked back and smiled. He stood up and we both got dressed except this time, he pulled a teddy from his bag. We both laid there in our sexy lingerie and rested.

Oh, there is more. Next time....