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Little Black Dress

Posted by: Age: 18 Posted on: 1 comments
4 likes 1244 views Category: Masturbation Male Solo Tags: crossdressing, dress, panties, bra, masturbation, pantyhose
I spent a weekend in a pretty little black dress. Crossdressing is one of my best turnons.

I went to a symphony concert with my mom. It was actually a really good concert and I enjoyed it. Before the music played, though, they had some people come out on stage who were local teachers so they could be thanked for what they did. One of them was a really pretty blonde woman in a short little black dress. She had on black pantyhose and black shoes and she was just amazingly pretty. The thing is I wanted to look as pretty as she did. I love dressing in girls' things sometimes just because they feel so nice and look so nice and I think it's amazingly hot to try to look like a girl. It's a real turn on for me. I wonder if I'm bi because when I'm dressed like a girl I think of doing stuff with guys. I don't want to when I'm just being a guy but I think if I could be a girl for real I'd love doing guys. Anyway, sometimes I try on my mom's things for fun and even get off in them. It's a little messy so I can only do it when I have time to clean things up after I've had a good cum. I just kept remembering the lady with the blonde hair and I decided I wanted to wear a LBD too. I knew mom had one in her closet. She doesn't wear it very often but I think it's really pretty. I was home and mom and dad were gone for the weekend so I knew I had time to play and really enjoy myself. I took a long shower and shaved my legs and my face really well and managed not to cut myself. I went to my parents' room and looked into mom's drawers. I found a really sexy bra and thong set and tried it on. The thong barely covered my hard cock and the bra was very pretty. I'd filled up two small balloons with warm water to make boobies for my outfit and put them into the bra. I loved how they moved when I did and I think they make natural looking boobies, too. Next, I tried on a pair of mom's black pantyhose and then I sat down at her vanity and put some makeup on. I'm not as good as a girl is at it but it looked ok. Next, I pulled her LBD on and managed to zip it up the back. I think girls have to be a little double-jointed or something to zip up dresses all by themselves. Anyway, I got it zipped and looked in the mirror. My hair is long anyway. I pulled it back in a ponytail and used a cute scrunchie mom had to keep it in place. I can't wear mom's shoes. My feet are just bigger than hers but I have a pair of black slingbacks I bought on sale at a discount store and I put them on. They looked ok with the dress and I'd been practicing walking in them so I could balance in high heels without breaking my neck. The dress was really cute. It has a waist band with a bow in back and it stops a few inches above my knees. The sleeves are really short, just barely there. There are seams in front to help make room for a girl's boobies, too. I was definitely turned on and I took some time walking around and trying to act like a girl. I practice sitting down and crossing my legs and keeping my knees together until I decided to sit in front of a mirror and give myself a flash. Seeing up mom's LBD was making me harder and I know I was making a little wet mess already with my precum in her panties. I could see it was leaking into the pantyhose too. I began to rub myself through the front of the dress and then stopped to avoid cumming too quick. I did it again and tried to keep myself on the edge as long as I could. I was rubbing the material of the dress over my hard cock through mom's panties and pantyhose. It felt really awesome and I just looked at my legs below the bottom of the dress and remembered the pretty blonde from the concert and that was all it took to give me a really nice cum. I shot a big load into mom's panties and it leaked through her pantyhose and got onto the dress but it didn't leak through to the outside of the dress. I just sat there for a minute or two. I felt amazing after my orgasm but I had to clean things up so I got up and unzipped mom's dress and took it off. I definitely leaked onto the inside of her dress and I spent some time cleaning things up and washing her things and putting them away after they dried the next day. It was one of the best 'dress cums' I ever had. Mom has really good taste in clothes and I'm so happy I can wear most of her stuff.

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