Courtney

By Oh Yes

Published on Jun 27, 1999

Transgender

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------- Courtney ---------

OK, here's how my recent visit with Courtney went. I wanted to see her around 3:00, so I called to ask if her afternoon was open. She said I could come over, and asked me if I was only interested in oral. I was a little surprised she asked that over the phone, but I said "No, I want anal too". She hesitated for a moment, so I told her I had been to see her before when we enjoyed anal sex together. She said it would be OK.

I drove to a block away from her house in south Mpls. Courtney lives in a detached home on Clinton, just north of Hwy 62, and just west of Portland. I walked up to the door & knocked. It was only a few seconds before the door opened a few inches & I was invited in. I entered her living room to see she was completely naked! She was wearing a long wig of red hair. She told me later it was an expensive wig made of real human hair. I was pleased to see she wasn't wearing any of that white makeup she had on the 1st time I saw her. She is passable, no doubt about that!

She recognized me & gave me a greeting hug. She squeezed my crotch & noticed I was already getting hard (I had been stroking myself in the car all the way over to her house). I also gave her cock a friendly pat. Then I noticed her new implants and commented on how nice they looked. She was pleased & began to tell me about them & show them off. They're nice for new implants, but nobody would mistake them for a natural woman's. They're very firm, & her nipples still look kind of like a man's nipples typically do (smaller than a woman's).

We went up to her messy bedroom, where I immediately got undressed. She asked me for $120, saying I had to pay more for anal. I guess that means her normal rate is $100? I don't know for sure, but I gave her the $120. I asked her if she could put on a bikini top or bra to accentuate her new breasts. She happily obliged by putting on a sexy red lingerie bra. She asked me to come with her to the rest room to wash up, so we both went to wash our hands (?). Whatever--it's hard to fault a prostitute for cleanliness!

When we returned to the bedroom, I noticed a stack of tapes by the VCR. She said they were shemale tapes she got at Sex World, so I asked her to put one in for us to watch. She picked one out as "..the best one with nice brazillian shemales...." and it started playing. I noticed a lot of pictures of her on the wall by her bed. Some were with red hair, some with blonde hair, some with black hair, ALL looking hot with little or no clothing. I told her I wanted to come twice, and I also wanted one of those pictures. She said that could be arranged for an additional $20. She teased me about wanting to masturbate to her photos. I didn't tell her I was really asking for your benefit.

She said she'd try, but didn't want to spend 20-30 minutes trying to get me to come the 2nd time. I said I didn't think it would be a problem, but would be willing to give up after 10-15 minutes if it didn't happen. I thought this was a bargain, so I agreed. Courtney also said she didn't want me posting her picture all over the internet, so don't even mention it if you see her.

We went to the bed & she asked if I wanted to suck her dick. I said maybe later, I wanted her to suck my dick first. She played with my cock for a few minutes to get it hard, then put a condom on me (she washed the lubricant off the condom too). I layed on my back on the bed so I could see the video, which was starting to get good. She started giving me some great head, and swiveled herself around so I could play with her cock & balls. A shemale with a big cock was getting head on the video the same time I was from Courtney.

Courtney has a nice cock & balls. Average sizes on both, and circumcised. She's also completely shaved. Her cock curves upward a little when it's nice & hard. It's head is quite a bit larger than the shaft. I enjoyed letting her go soft, then making her rock hard again. She sucked me good for about 10 minutes, then I said it was time for me to fuck her ass. Courtney loves talking dirty & likes you to do the same to her.

She applied some lubricant to my cock & her rosebud, then got on her knees & I entered her from behind so we could both watch the video. I didn't watch too much though, as I was too intent on pounding us both silly. She kept saying "..fuck it, fuck it harder, uhhhhh...". I paced myself the best I could, then came deep in her butt after about 10 minutes. Courtney removed my condom for me, then got us each a wet washcloth to wipe up with.

We talked for a few minutes, I gave her the extra $20, she gave me a picture, then I started sucking her dick for awhile. I'm not particularly fond of cocksucking, & probably not very good at it. I don't hate doing it, but I don't like doing it either. She sure seemed to like it though & got really hard. I had gone completely soft, but after about 5 minutes, I told her I thought I could come again & wanted to try.

She stroked my cock & balls again until I got semi-hard, then she applied a fresh condom. By the way, I brought three new condoms with me, but she had a bunch. We settled into a 69 position where I was sucking & nibbling her cockhead while she was going absolutely crazy on me. It was unreal--by far the most aggressive & radical BJ I've ever had. She was going up & down my full shaft, but with an incredible amount of pressure. It felt sooo good. Even though I had already blown my wad in her ass 10 minutes earlier, I had another big orgasm in her mouth after 5-10 minutes of this great headjob.

I was satisfied!! It's hard to beat a double-come situation. It made me feel very good about the transaction. We talked as I got dressed, then I left. I was there for around 45 minutes total.

Courtney is probably the 4th most attractive shemale I've seen (out of around a dozen). In terms of fun value, or bang-for-buck, I'd say she comes in 3rd after both Lori & Angel. I may see her again this summer if my budget allows. She said she was planning larger implants this fall, along with sex-reassignment-surgery, then moving out to Las Vegas. She wants to live the rest of her life as a woman.

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