Confession and testament of a crossdresser
- 3 years ago
- 19
- 0
The next day seemed like it would never come. The phone rang, it was Curtis, he said it was on and gave me the address to the hotel we would meet at, and that John was all in. Curtis said that he told John how hot I looked the night before, and he was excited to get together. I packed a small suitcase of lingerie, heels, make-up, wigs and skirts, blouses and headed over to the hotel about mid-afternoon.
I called Curtis and told him to not show up with John until about 7pm as I was going to take time to fully get ready. As I got into the room I took a hot bath and shaved my whole body, then I painted my toenails a powder pink, and had some long press-on nails that I painted the same and would put on last.
What was I going to wear? I decided after about 30 minutes that I was going to start by putting on a lace pair of “v” shaped pink panties, then I squeezed into a pink teddy with six garter straps, carefully I pulled on these black stockings that are sheer, yet stretchy that have these pink seams in the back with the keyholes, I pulled them to very top of my legs and adjusted the straps to keep them as high on my legs as possible!
I put on my Cover Girl base make-up, then black eye-liner, blue eye-shadow, with white eye shadow on the eye-lids; and thick slutty mascara. Finally I put on some hot pink lip stick with lip gloss over it. Now it was time to put on this nasty tight, see-through pink blouse, and wiggled myself into a black mini-skirt, I put on the 5 1/2” pink closed toe heels, put on a short sassy curly black wig, and attached the pink finger nails.
I was done! I looked so fucking nasty. I was shaking with nervousness, that I poured a stiff drink to calm my self down, and started to smoke a cigarette. Midway through the smoke, I got a knock on the door. My heart was racing so bad, I thought I was going to pass out.
I felt like I was floating towards the door, when I opened it. “Hey, boys…how are we doing….?” Curtis and John walked in and just couldn’t keep their eyes off of me. “Stop, you guys already have me a nervous wreak – hopefully you cocks will calm me down.” I strutted over to the center of the room and turned away from them, I bent over, put my hands on my knees and gyrated my ass from side to side, I knew my skirt was short enough and exposed my stocking tops, they also got shot of my pink panties. I turned back around to see the look on their faces, and they looked mesmerized!
I moved over to the small dining table, sat on it, took a big sip of my drink and dangled my stocking legs back and forth. “Which one of you has the biggest cock?” With that, both men started to pull down their basketball shorts, take off their shirts and shoes, till they were naked. Curtis black cock was about 13” long and hung to the right, John’s cock was really thick, was about 11” and hung straight down.
“How do I look guys…am I nasty enough for you?” I asked in my hottest voice.
They were now fully erect. Without a word they both carried me to the bed. I got
on top of Curtis and John positioned himself behind me, I pulled my panties to
the side as knew what was next.
Me and Curtis started to kiss and John was kissing my neck, after some maneuvering they were both inside of me. It was so exhilarating! I stated this chant: “When the cow goes moe, sih-ha, sih-ha, it’s time to screw sih-ha, sih ha, don’t be afraid cause you’re father does it too, sih-ha, sih ha.” I was doing it in rhythm to the serious pole fucking I was getting. John started to whisper in my ear. “Oh, you’re a fucken nasty whore, your pussy-ass is on fire…you’ve got my cock sooo hard, you dirty bitch!”
I broke up the position and ordered the guys to put the mattress on the floor. I ordered Curtis to lie towards the corner of the mattress and put his feet on the floor. I got on top, facing away from him and spread my legs over his – I had John swing over towards my face and started to lick his shaft and wrap my hands around his super thick cock and tongue-lashed his head, after a few minutes I had his pipe deep in my throat, flicking out my tongue along his swollen shaft, meanwhile Curtis was ramming his black Python snake into my smoking hot ass-hole.
John pulled away and started to lick the seam of my stockings down to my ankles – then he took off my heels and licked my toes through my stockings. My goodness, it was driving my crazy!
I need a small break – I got to my feet walked over to the full length mirror and adjusted my stockings, made sure the seams were straight in the back, I put my heels back on, touched up my make-up. Curtis went to make himself another drink, John came up behind me and wrapped his muscular arm around the front of my waist and whispered “Let me carry you to the couch and fuck you hard and deep!”
“Okay, I’m easy baby…I love the way you licked my stockings.”
He cradled me over to the couch and I spread my legs apart for his rock hard pole. He lifted my legs into the air and put them on his shoulder – slowly he squeezed his cock into my waiting hole, I was in heaven – we slowly started to get into a passionate french kiss when Curtis showed up and wanted some head – which I was more than happy to do. His 13” cock had trouble fitting into my mouth, but I managed to slurp on that manly piston. John by this time had my legs pushed so far back that my heels were hitting Curtis in the top of his head.
I could feel John was ready to explode and I had Curtis’s dick deep into my mouth and I was working on having him erupt soon. All of a sudden, John pulled out and started to cum everywhere, all over my stockings, my wig, blouse – Curtis as well started to gush sperm all over my face and neck, they both were yelling at the top of their lungs as the explosion continued. I had hot cum spewing out of my mouth; unbelievably John was still squirting his juice all over the couch!
Later on I cleaned up and put on another hot outfit and we fucked all night into the morning. I’m addicted to dick, I love to dress like a nasty slut, in stockings (I don’t fuck without them) garter belts, high heels, tight shirts, the works – I love to please all night.
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The the wind howled around the quayside as I stepped onto terra firma for the first time in weeks, the wind threw sharp shards of ice to sting our faces as we looked up at the sails as they were finally furled and stowed as our captain grinned at our discomfiture, "Au revoir!" he joked as if he knew we should soon be recalled. Those such as were left, and we were few enough, I shuddered. My best uniform packed securely in my Valise, awaited me, and just a few more duties before I...
I woke up early from the sunlight shining through the windows. We’d forgotten to close the curtains when we collapsed into bed last night. Jenny was already awake and watching me. ‘I was just about to wake you up with a blow job,’ she smiled.‘Funny, I was thinking of doing the same to you!’ I laughed.Jenny kissed me then turned around in the bed to lay on her side so our cocks were facing each other. We both had erections already. I shuffled close and took her long cock in my mouth, closing my...
CrossdressingSo after my little adventure at mom and dad's bookstore,the next couple of years were uneventful. I did have sex a couple of times with Phylis,the older lady that was part of mom and dad's swinger group. I knew that I was wanting something more,something was still missing and I kept thinking back to how the guy's cock felt as it spewed cum into my panty covered ass. Now I was 15 and one weekend my parents went away with some friends and I knew that this would be the perfect oppurtunity to...
CrossdressingSo the next night arrives and once again I find myself dressing up to head back to mom and dad's porn store to see if my lover from last night might be there. We had scheduled to be there around 8:00pm. I arrive in my car,check myself in the mirror and go inside. I see him instantly standing in the front looking at magizines and walk over to him and say hi. He smiles and looks me up and down and tells me I look hot tonight. He asks me if we could go back to my place since my folks were still...
CrossdressingI am a bisexual cross-dresser/sissy and have been enjoying my life as such for many years. It all began for me when a friend asked me to look at some of his 'girlie' magazines.We went up to his bedroom and looking through the magazine got Chris really excited and he got his cock out and started to masturbate. I couldn't take my eyes off his cock and I slowly reached out and touched it and when he removed his hand I curled my fingers around his erect shaft and began to slowly wank him.I just...
CrossdressingDo you know of the porn site Motherless.com? You should. I’ve reviewed it a few times on my site, The Porn Dude, although it was for different genres every time. This time around, I’m going back to this place and looking at a specific and niche little category many of you are just begging me to cover. We’re looking at vintage porn today. While it doesn’t have the same resolution and quality as the porn you can find today, it’s definitely a genre of porn that has a lot of personality to it and...
Vintage Porn Sites