It started innocently enough.
I was all dressed up one Friday night, waiting for a date that canceled on me. Disappointed, I decided to chat online with other crossdressers and transvestites.
One person I talk to often asked me if I had ever pursued my fantasy of becoming an escort. I explained that I had never found a suitable website to sign up on.
After our conversation, I reconsidered and found a TS/CD escort site that caught my interest. I spent a couple of hours creating a profile and uploading pictures. The most difficult part was deciding how much I should charge for my services. After reviewing other girls’ rates, I settled on $150.00 per hour for in-call and $250.00 per hour for out-call services. The next step was to pay the site’s fee. However, they only accepted payments in Bitcoin or similar options, which I didn’t have. As a result, I logged off.
The following evening, my work cell phone received multiple notifications in a short period, and I discovered that I had fifty-three text messages from men inquiring about my availability. I was very confused for more than a few minutes until it dawned on me what I had done the night before. I signed back on to the escort site, There I found even more messages and one from the admin. I had been given a free 7-day trial. My profile was complete with all my pictures and my cell number was also posted. After getting over the initial shock, I started reading the emails and texts.
In a few minutes, I received another text. This guy had texted me three previous times, so I answered him right away. After messaging for a while, he asked if we could exchange some photos, and I agreed. I was pleasantly surprised when I received his pictures. He was a handsome black man with a great physique. Our conversations and photo exchanges became more intimate, and he eventually asked if he could come over the next night. I agreed, and we set a time for his visit.
I spent the next day getting ready, making sure to look my best. I shaved, applied tan lotion, did my nails and makeup, and got myself all dolled up. I put on a black lace bra with my size D inserts. I wore a black lace thong that was very tiny so that my tan lines would show better. Now I had to wear my favorite dress. It is a black body-con dress. It stops about five inches below my butt. I added a diamond necklace with matching earrings and two matching bracelets. Then put on 5-inch silver strappy heels. I also put on my blue contact lenses.
Finally, it was time to fix my hair! Knowing how much guys like blondes, I chose my 24″ long, wavy blonde wig. I have the one with bangs, which I part on the side. Topped it all off with some sparkly body powder and some VS perfume.
Being older than him and since he was paying me. I wanted to be a perfect white, blonde-haired blue-eyed, bombshell for him.
When I looked at myself in my full-length mirror, two things occurred to me. One, I always loved girls who looked like this. Two, except for being taller, I looked just like my ex-wife. Lol. Now I just had to calm down and wait. I drank two more glasses of wine and tried to stop my hands and knees from shaking.
Right at 9 pm I got a text from him saying he was on his way. I watched from the kitchen window as he parked and walked up. He was everything his pictures showed. He even looked bigger. My heart started pounding. I waited about ten seconds after he knocked to open the door. I gave him my best smile as I let him in. Even in my heels, he was a head taller than me. When I leaned in to hug him, I could feel his powerful arms and chest.
After asking him if he wanted anything to drink, we sat down on the couch and started talking. Soon we were laughing and talking. I kept putting my hand on his thigh and touching his arm as we talked. One time he reached out his hand on my thigh when we laughed. He got very quiet and said, “Oh my god your leg is soft and smooth.”
I said, “Both of them are.”
I then took his hand and put it back on my leg. I sat there and watched his big black hand run up and down my thighs. Even though I was tan, the contrast between us was so erotic. I reached over and started rubbing his thigh up until I felt his cock through his pants.
He leaned towards me a little and asked, “Is it okay to kiss you?” Without answering, I leaned in and gently kissed his lips.
It was then that I got a little nervous because that bulge in his pants had gotten a lot bigger and harder. We talked about his size the other night. He told me he was seven-plus inches. The picture he sent was about that size.
This felt a whole lot bigger. During a break in our kisses, I slowly stood up and turned around. Spreading my legs slightly I looked back, grabbed both his hands, and put them on my ass. I bent forward and as I kept going my dress started riding up my butt and hips. That is when he got to see my cute little thong and my tan lines. I also had two little surprises for him.
On my right cheek, I had a temporary tattoo that said, “Spank me.” And just barely visible under the thong was my pink butt plug.
He said, “Oh wow! Spank you huh?” I laughed and said, “Lightly please.” As he did that, his hands spread my cheeks a little and I heard him gasp. He saw the plug. He was at a loss for words because he just spread my cheeks more to get a better look.
I couldn’t wait any longer. Putting my hands on his knees I squatted down and started rubbing my butt on his cock. Reaching around and grabbing his hands I moved them around me and put them on my boobs. Mine are fake. But I bought higher-end ones and added quarter-inch, always hard nipples. The D size is big and perfectly shaped. Plus, I love how they bounce when I walk!
Turning around, I got on my knees right between his legs and fumbled to get his pants undone. I looked up at him and said, “Can you help me, please? I don’t want to break a nail.” He laughed and started undoing his belt. I leaned back slipped off his shoes and said, “You might as well take your pants off.” When he stood up and pulled his pants down with his boxers, it was my turn to gasp.
This beautiful, perfectly shaped black cock sprung up inches from my face. While I was staring at that, he pulled his shirt off and was standing there naked in front of me. I did not know what to do. His legs, abs, arms, and chest were just breathtaking. Finally, deciding what to do, I stood up while running my hands on his legs. Then up to his stomach and then his pecs. Reaching up around his neck I stepped in closer and pulled him closer for a kiss.
He wrapped his big arms around, pulling me up against him. I was in sensory overload. I ran my hands all over his body until I found his cock. Looking down I saw my red nails wrapped around his cock. Cum was already leaking out. I knew he was too tall to get on my knees, so I just squatted down and put my lips on his big head. I kissed it gently and used my tongue to lick up the cum. God, it tasted so good.
From that point on, it was not about me giving him pleasure. I was doing it all for my pleasure. I must have been doing something right because he started thrusting faster and moaning. I knew what was coming. He loudly said, “I’m going to cum! Do you want it in your mouth?” I mumbled “Uh huh” a few times and kept going a little faster and deeper.
The first spurt filled my mouth. Before I could swallow any of it the second spurt had nowhere to go and flowed out of my mouth. I pulled off his cock to swallow just as another spurt came out. This one hit my nose, eyes, and forehead. I was still trying to swallow the first load, it felt like I had three oysters in my mouth. It was so thick and stuck together in a big glob. I almost felt like I was going to choke on it as it went down. The whole time I kept feeling more hit my face. Tom was stroking his cock now getting the last of his cum on me. I could not see too well because cum was in my eyes, but I felt him rub his cock all over my face.
I have never seen that much cum in my life. I used my fingers to get it out of my eyes. Looking at my hands it was so thick and white. My face still felt like it was covered. Sitting there on my knees breathing heavily, I looked up at him, stuck my fingers in my mouth and slurped all of it off while he looked on with a big smile on his face.
I said, “I must look like a slut.”
Tom said, “You look great.”
I asked him to help me up and said, “I have to see this!.”
Stumbling to the bathroom I got the first look at my face. It looked like a porn movie. It was not dripping very fast. There were big globs. A long string was hanging off my chin. Truth be told, I quickly scooped up loads with my fingers and put them in my mouth. I was addicted, I have never tasted cum like that. I cleaned off as much as I could with my fingers and mouth. I used a wipe to clear my face and neck. There was no way I was going to be able to fix my make-up quickly, so I just fixed my lipstick and hair.
Walking back to Tom I felt a little embarrassed. He was just putting on his shoes as I told him, “I’m so embarrassed! I got a little carried away.”
He said, “Oh my lord, don’t be. I have not cum like that in years. It was just incredible.”
I replied, “It was. Your looks, your body, and that cock of yours just turned me on.” I asked him if he was leaving, “Well, my hour is up. It was an hour and a half, however.”
I laughed and said, “I lost track of time.” Glancing at the coffee table I noticed two $100 bills. I looked at Tom and said, “You know you don’t have to pay me.” He smiled and said, “You were worth every penny, use it to buy something nice.”
I said, “Thank you, but if you want to come back again it’ll be free.”
“How’s next weekend sound? Because I want to fuck that cute little white ass.”
Standing there with his cum still drying on my face? How could I say no?
Part Two is coming.
