I took a year off from Crossdressing But during that time, I realized CD’s are not supposed to be tops. Who was I fooling trying to fuck guys while wearing woman’s clothes? When I started dressing again, it was time I succumbed to every CD's destiny - If you’re going to dress like a woman, you get fucked like a woman.
I made a few attempts to get laid the past few months but after 3 different meet-ups; I was just sick of limp dick performance issues. Can’t anyone get an erection anymore? On a business trip to Nashville, TN I posted a personal ad to bottom in my hotel room. First response was an 8” Black cock, normally I would be scared of a dick that big since I don’t bottom often, but this time I thought I’d try since all the white guys have been duds lately.
I had recently bought a cheap pair of nude pantyhose that were really soft & sheer. I decided to pull them over my face to partially hide my identity since I’m not good at makeup. Plus the last time I did that, it was so much fun! The rest of my outfit included a little red mini skirt, white lacey blouse, and a pair of really silky sheer-to-waste Nude pantyhose to go along with my nude high heels.
I had propped the door open and was waiting for Billy on the couch with my legs crossed and miniskirt hiked up so you could almost see my thigh (love those sheer to waist nylons!). He walked in and immediately dropped his pants which to my pleasant surprise, he was already hard! Yay, I thought finally someone who can keep an erection!
I grabbed his Big Black Cock and gave it a few strokes, it was the perfect size- thick but not Ginormous; It was long but not massive. But the part I liked most was it felt soft & velvety! Billy then spun me around and surprised me by burying his face into my nylon clad crack while I was standing up with legs spread! I could feel his tongue dancing around my hole but restricted from entry by that thin layer of nylon. I had never been rimmed so this was a nice surprise! Next, Billy dug his finger into my hose & grabbed a pinch of nylon. He tugged at them until my sexy sheer pantyhose ripped apart exposing my butthole. Then he buried his tongue in my backside, such an unexpected treat… all I could think about was the age old saying “You gotta lick it before you stick it!” Billy was a true faggot and I knew this was going to be fun.
I reached over on the night stand and opened a condom wrapper, then unrolled the thin rubber down on his throbbing BBC until it bottomed out on his balls. He was sitting in a chair, so I lubed him up proceeded to sit on his cock! I lowered my bottom onto his BBC slow & easy; my legs were shaking from the balancing act of high heels coupled with the sheer painful pleasure of feeling his hard dick entering my hole. I went all the way down on him until I could feel his balls tickle the cotton crotch of my pantyhose.
I couldn’t take that position long, so I stood up and walked over to the couch; I bent over with my knees resting on the edge of the couch facing the wall. I didn’t need to beg (although I would have) for him to follow me. Now it was time for Billy to fuck me like a dog! He added some more lube, then slowly eased his raging hard on inside my manpussy. Once he bottomed out, he just moved it around slowly at first then gaining momentum as I felt more confident. He entered me from several angles; he varied the speed- super fast, then slow & hard, I moaned like a kitten. Every now & then he’d ram it in like a hammer, that would make me squeal! He went as deep as he could go and pulled & out & re-inserted several times. He was experienced & most of all had no performance issues by any means.
We probably fucked doggy style for 7 or 8 minutes, then Billy stood up & pulled out. I took the cue and walked over to the bed and leaned over, my face was buried in the covers & legs were straight. I was a little taller than him especially with heels, so he was struggling a bit to get good leverage. He made up for it by a few hard smacks on my cheek. He rammed his cock in my ass for another 3 or 4 minutes, then pulled out again. It was painful at times, but was blissful at the same time.
I laid down on the bed, missionary position. Believe it or not, this was my first time in this position, ever. I typically don’t like a guy right on top of me. But he grabbed my ankles and held them straight up in the air! This kept him from leaning in on top of my chest. I now believe this is my new favorite position, it felt amazing! I think Billy really liked it too because he was speeding up in intensity, but he continued to work his cock around in different angles. Then he started pile driving his rod really deep & hard into my ass but pausing for a second or two between each thrust. After about 9 or 10 lunges as hard & deep as he could, he pulled that BBC out & yelled out “I’m about to cum!” He had his condom ripped off in an instant and like a good little slut, I quickly moved my face right under his shaft & grabbed the base of his cock to direct his load onto my pantyhose covered face. I didn’t even get a stroke in before I felt a huge warm slug of goo strike my cheek. Then I felt another load hit my blouse and another massive wad slipped through my fingers and onto the bed spread. These weren’t droplets either- they were full on cum bucket sized loads! I bet he could have filled a shot glass with all that cum! I was his cum dumpster, smiling like a whore in a Christmas gangbang party. I wanted so bad to get a picture of all that gooey cum on my stocking covered face, but by the time he got dressed and left, it had all saturated into the nylon fabric and was soaking my skin.
As he was leaving, I thanked him for being the best fuck I had ever had. Funny thing was my voice sounded gurgly from all that cum on my pantyhose mask! I think I am going to really enjoy my destiny as a pantyhose cum slut bottom.