The first time that I ever walked in dressed was years ago at a little Adult video store tucked at the side of a plaza with a used car lot. I decided to wear a black and red patterned dress that went down to half my thigh, black high heels, black wig, and fishnets. No panties, as I find it more slutty to go out without them.
Heading into the ABS
I parked at the used car shop. It was night and most nearby businesses were closed. The first steps out were scary but exhilarating. The cool breeze hitting my legs and up my skirt. The sound of cars driving by. Once I was out of the car, I was committed to being the slut at the ABS that night.
The shop was at the side of the building, so I had to walk to the corner and to the side. As I turned the corner though, there were couple of workers, for what I think was a restaurant since they were wearing aprons, smoking. I was embarrassed, so I quickly walked into the door with a red “XXX” sign hanging above it.
As I entered, the clerk looked up at me, but I adverted his eyes, again feeling shy and vulnerable. I started to look through all the videos on the racks and shelves. I picked a video and walked up to the clerk and handed the DVD cover. He gave me the DVD along with a remote with a number on it — 5.
Girly at the Gloryhole
I read online that this is one of the few rooms that had a gloryhole on both sides of the wall. This man knew exactly why I was dressed up and what role I was playing here.
As I paid and walked to the room, a black man left the room next to it, DVD and remote in hand. Once he saw me, he smiled and I entered Room 5. As I put my things down, I heard the man re-enter the room next to mine.
The gloryholes had sliding doors, so if anyone didn’t like playing or needed a rest, you could slide them to close the hole. So I slid the small door open to be greeted with a black cock. It was instinctive of what to do next. I opened my mouth and started to feed on that cock. It was rock hard and it was thick. I made sure it was well wet enough with my saliva so that I could work it with my mouth.
I sucked on him for about 2 minutes before he started to cum. I remember how delicious it was, as watching all those sissy training videos had suggested to me. After he pulled his cock out my mouth, he thanked me and asked me for my number. I declined, as I never really give anyone my number, and I had a bad experience once.
Getting off and heading out
He left, and unfortunately, that was the only action I had at the private rooms that night. I had planned to arrive at the store one hour before closing, as I was scared of being seen as it was my first time here dressed. I knew it was closing soon, so I watched the video as I pleasured myself and came.
I returned the DVD and walked outside. But as I did, a car drove by me and stopped and asked me if the store was closed. I said yes and he had complimented me and said he rarely saw crossdressers and wondered if I wanted to have fun in his car. Feeling a bit deflated about only servicing one man, I got in his car and we drove to the back of the building.
He was in his early twenties, black male and didn’t look much older than me. But once he pulled out his cock, he was definitely much bigger. It was the biggest cock I’ve seen in my life. Still is. My hands could hardly wrap around his cock, and even if I put both my hands on his cock, they didn’t fully cover its length.
Sissy sucked another cock
I started to suck on him and I could only get the head and a few inches down his shaft in my mouth. I sucked on him, while stroking his shaft with my hands in unison. With my other hand, I was pleasuring myself. I know, naughty, but at that time, I didn’t own any chastity devices and it was hard to resist.
I think it took about 5 minutes until he started to cum, and it was a mouthful. Being a dutiful sissy as I am, I tried to keep it all in my mouth and not let a drop out and ruin his pants or the seat of the car.
Squirting like a sissy
He watched as I pleasured myself and squirted my sissy juices in my hand. By this time, I was feeling the shame of what I had done due to my orgasm, but I forced myself to clean my hand of my own juices because I didn’t have any tissues and I didn’t want to ruin the dress I was wearing.
When we were done, he thanked me and drove me to my car at the front of the building. He did ask for my number and I gave it to him. It was probably one of the only times I did, as I knew it was rare to find a cock that big.
After that, he did message me one time to play, but unfortunately I was busy. He never did message me again after, but it wasn’t the last time I would go to an adult store dressed up.
