AlexBailey
Kinky Tomgirl
- Joined
- Sep 12, 2019
- Posts
- 10,784
How did it go? Post your Halloween crossdressing experiences!
I'm usually a closet CD but this Halloween I went out to a show at the local brewery, openly dressed in drag in public for the first time. Sure I've skulked in the shadows in private places before but this time I went out in full view of friends, family and the general public.
My wife went as Wonder Woman and I was her damsel in distress. I wore a thong gaff and a sports bra with silicon gel B-cups under a black long-sleeved mesh thong bodysuit with crotch snaps. Over that I wore a maroon floral-print above-the-knee dress with 1/2 sleeves, and a corset with a racerback and shoulder straps. I had a leather hat with a small brim, small silver hoop earrings, my hair was in a ponytail. I had long black socks rolled to just below my knees and a pair of tall work boots. I wore a black coat for the short walk to the brewery and kept it on until the music started, feeling slight butterflies about coming out as the inner side of me.
While my body can pass as femme, my face cannot, I don't even try, so while I was fully dressed my face was my everyday self, facial hair and all. I had a blast! At first I was nervous and kept my coat on until the music got going. Friends were double taking and triple taking when they saw me, some wanted long hugs and to cop a feel of various parts of me. Many friends told my wife that I looked hot.
I was dancing up near the stage for most of the night. At one point when I turned around, a guy who was dancing behind me was gobsmacked. He laughed and said "Oh, man! I was dancing and looking down, I saw your boots, and was checking out your legs and your dress, really liking what I saw. That corset is hot! Your tits are perfect! Then I saw your face, I was disappointed but still, I can't keep my eyes off you!"
Another time I looked back to see a woman staring at me. I said hi but she was not happy. She said "so you think those boobs and corset make you hot? Your boots don't match..." I said, "it's okay. I'm a tomboy." She sneered at me and said, "It's hard to look pretty. It takes a lot of work." My wife saw her and later told me the woman was jealous, she looked middle age and probably has weight and body image issues and was annoyed that I looked better than her. Poor girl.
Passing thru the crowd, I got dozens of comments, "You're hot..." "I love your bosoms!" "Wow!" I kept catching eyes staring. One guy spent about ten minutes working his way closer to dance beside me and strike up a conversation in a very nervous and flirtatious way. If I was looking, I definitely could have gotten laid by several different girls or guys.
I came upon a few other crossdressers, one a very tall guy dressed as "Not-so-little Red Riding Hood" and we exchanged sisterly hugs as people took our picture. I'm probably all over facebook this morning, I'm kind of afraid to look. Lol.
Hands down, it was my best time 'out' and I'll definitely do it again when the occasion arises. It was nice not caring to do up my face, it definitely made it easier to get ready and feel comfortable all night. Maybe next time I'll shave and have someone help me with makeup.
Please share your stories!
I'm usually a closet CD but this Halloween I went out to a show at the local brewery, openly dressed in drag in public for the first time. Sure I've skulked in the shadows in private places before but this time I went out in full view of friends, family and the general public.
My wife went as Wonder Woman and I was her damsel in distress. I wore a thong gaff and a sports bra with silicon gel B-cups under a black long-sleeved mesh thong bodysuit with crotch snaps. Over that I wore a maroon floral-print above-the-knee dress with 1/2 sleeves, and a corset with a racerback and shoulder straps. I had a leather hat with a small brim, small silver hoop earrings, my hair was in a ponytail. I had long black socks rolled to just below my knees and a pair of tall work boots. I wore a black coat for the short walk to the brewery and kept it on until the music started, feeling slight butterflies about coming out as the inner side of me.
While my body can pass as femme, my face cannot, I don't even try, so while I was fully dressed my face was my everyday self, facial hair and all. I had a blast! At first I was nervous and kept my coat on until the music got going. Friends were double taking and triple taking when they saw me, some wanted long hugs and to cop a feel of various parts of me. Many friends told my wife that I looked hot.
I was dancing up near the stage for most of the night. At one point when I turned around, a guy who was dancing behind me was gobsmacked. He laughed and said "Oh, man! I was dancing and looking down, I saw your boots, and was checking out your legs and your dress, really liking what I saw. That corset is hot! Your tits are perfect! Then I saw your face, I was disappointed but still, I can't keep my eyes off you!"
Another time I looked back to see a woman staring at me. I said hi but she was not happy. She said "so you think those boobs and corset make you hot? Your boots don't match..." I said, "it's okay. I'm a tomboy." She sneered at me and said, "It's hard to look pretty. It takes a lot of work." My wife saw her and later told me the woman was jealous, she looked middle age and probably has weight and body image issues and was annoyed that I looked better than her. Poor girl.
Passing thru the crowd, I got dozens of comments, "You're hot..." "I love your bosoms!" "Wow!" I kept catching eyes staring. One guy spent about ten minutes working his way closer to dance beside me and strike up a conversation in a very nervous and flirtatious way. If I was looking, I definitely could have gotten laid by several different girls or guys.
I came upon a few other crossdressers, one a very tall guy dressed as "Not-so-little Red Riding Hood" and we exchanged sisterly hugs as people took our picture. I'm probably all over facebook this morning, I'm kind of afraid to look. Lol.
Hands down, it was my best time 'out' and I'll definitely do it again when the occasion arises. It was nice not caring to do up my face, it definitely made it easier to get ready and feel comfortable all night. Maybe next time I'll shave and have someone help me with makeup.
Please share your stories!
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