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Anything Goes
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Straight Male / 27
SWM crossdresser, 5'7" slim, passable as a chick. I came of age as a crossdresser thru 2 very good F friends, Lani and Marla. We met on the job 3 years ago. I've always been attracted to Lani. She's my height, average to pretty looks, but very cool and a great personality and sense of humor, and we hit it off from the get. Marla's very nice as well. She and Lani are cousins. Lani had a BF who worked nights.
We'd meet for lunch 2-3 times a week. Altho I was shy with women (hiding a secret like mine feeds into that), I was very comfy around Lani & Marla. Lani especially, was very open minded. One Saturday night last January(2014), I get a call on my cell. It was Lani. I was downtown, in Greenwich Village, fully crossdressed, coming out of a drag bar. She asked where I was, and turns out she's about 10 blocks from me. She got ditched from her ride home. She knew I drove into the city when I went out, and could I give her a lift, instead of her traveling an hour & a 1/2 by train. I couldn't refuse a good friend, but the thing was Lani didn't know I crossdressed.
She waited for me to arrive. I was dying as my secret would be obvious. Plus I didn't know how Lani would react. She recognized my car, and did an "OMG!!" when she saw me. She hopped in and said, "Well well, what do we have here?" But she was smiling and put her hand on my arm. I told her the whole story, mentioning a few times that I was str8. She was curious about my choice of bar. I told her that it was a gay bar that was str8 & drag friendly. Lani was so totally cool as I explained things. She kidded about who had the higher heels and said she should dress me in her clothes some time. I said it was cool if she told Marla. F friends to a crossdresser are gold.
Next day Lani calls me and says that she didn't tell Marla about my hobby. She then comes out with that Marla likes me. THAT way. But she wasn't sure Marla would understand the crossdressing. Next time the 3 of us got together, I showed Marla selfies of me and Lani the night I drove her home. I could see Marla was a bit disappointed thru her laughter. I toyed with the idea of asking Marla out, but realized that I probably blew it with her. But we remained good friends. Last Halloween, Marla throws a big party, and I show up dressed like a girl going to a club. Being Lani's friend helped me gain acceptance with the guests.
I could see Marla was getting very comfortable with me. We danced and had a great time. I reminded her I was str8, and crossdressing was just something I liked doing. When it was over, Marla and I kissed on the mouth as I was leaving. I realized that dating Marla was a possibility. I always preferred Lani, but she was honest in telling me she couldn't date a crossdresser. I called Marla the next day, hoping that I wouldn't make a fool of myself. It was almost 4 years since I had a GF.
Marla said yes when I asked her out. OMG! She did ask that I dress as a dude! Absolutely, I said. Marla is even nicer than I could have imagined, and we started dating. Next time I saw Lani, I said that I should kiss her feet for getting me in good with Marla. Lani, with her sense of humor, slipped off her shoes and put them in my lap. As she smiled, I kissed each foot and thanked her for being a great friend. Marla and I wave been BF-GF for 8 months, and we sometimes go out as 2 girls.
We'd meet for lunch 2-3 times a week. Altho I was shy with women (hiding a secret like mine feeds into that), I was very comfy around Lani & Marla. Lani especially, was very open minded. One Saturday night last January(2014), I get a call on my cell. It was Lani. I was downtown, in Greenwich Village, fully crossdressed, coming out of a drag bar. She asked where I was, and turns out she's about 10 blocks from me. She got ditched from her ride home. She knew I drove into the city when I went out, and could I give her a lift, instead of her traveling an hour & a 1/2 by train. I couldn't refuse a good friend, but the thing was Lani didn't know I crossdressed.
She waited for me to arrive. I was dying as my secret would be obvious. Plus I didn't know how Lani would react. She recognized my car, and did an "OMG!!" when she saw me. She hopped in and said, "Well well, what do we have here?" But she was smiling and put her hand on my arm. I told her the whole story, mentioning a few times that I was str8. She was curious about my choice of bar. I told her that it was a gay bar that was str8 & drag friendly. Lani was so totally cool as I explained things. She kidded about who had the higher heels and said she should dress me in her clothes some time. I said it was cool if she told Marla. F friends to a crossdresser are gold.
Next day Lani calls me and says that she didn't tell Marla about my hobby. She then comes out with that Marla likes me. THAT way. But she wasn't sure Marla would understand the crossdressing. Next time the 3 of us got together, I showed Marla selfies of me and Lani the night I drove her home. I could see Marla was a bit disappointed thru her laughter. I toyed with the idea of asking Marla out, but realized that I probably blew it with her. But we remained good friends. Last Halloween, Marla throws a big party, and I show up dressed like a girl going to a club. Being Lani's friend helped me gain acceptance with the guests.
I could see Marla was getting very comfortable with me. We danced and had a great time. I reminded her I was str8, and crossdressing was just something I liked doing. When it was over, Marla and I kissed on the mouth as I was leaving. I realized that dating Marla was a possibility. I always preferred Lani, but she was honest in telling me she couldn't date a crossdresser. I called Marla the next day, hoping that I wouldn't make a fool of myself. It was almost 4 years since I had a GF.
Marla said yes when I asked her out. OMG! She did ask that I dress as a dude! Absolutely, I said. Marla is even nicer than I could have imagined, and we started dating. Next time I saw Lani, I said that I should kiss her feet for getting me in good with Marla. Lani, with her sense of humor, slipped off her shoes and put them in my lap. As she smiled, I kissed each foot and thanked her for being a great friend. Marla and I wave been BF-GF for 8 months, and we sometimes go out as 2 girls.


