Booth Babe Pt. 01 - Sex Stories

Booth Babe Pt. 01

... it to see if there was some clue to show she had and as soon as I did, I knew she had.

Inside this box in a Ziploc bag, were some sex toys, two realistic dildos, a vibrator, and some lube. There were also about a dozen greeting cards that I had kept. I was more embarrassed that Cassie had obviously looked at the greeting cards than the sex toys.

When Cassie had gone off to college my wife and I were trying to find our comfort level with my crossdressing and need to feel girly occasionally. This had led to several long discussions. During one of them I had confessed that I sometimes had fantasies about sex with a man when I was dressed up. She had confessed to me that she had actually had a couple of experiences with other girls at the start of college.

It was about a month later, the day after my birthday, that she gave me a present with a card on top of it. The card was addressed to Andrea and when I opened it there was a shirtless cowboy on the outside of it. On the inside the card said- "This birthday instead of blowing out candles blow a cowboy." My wife had also wrote a note- "Andrea, hope you get a kick out of this card and have a great birthday. Love, Jen." The present was one of the toys in the box. Jen had told me that most girls had at least one of sex toy and that she also didn't want me to get curious and borrow one of hers. I was shocked at both the card and the gift, but it was a big step towards letting me know she was okay with me dressing ...

... up.

That started a tradition where the day after my birthday, or day after Valentines Day, Saint Patrick's Day, and some other holidays my wife would give Andrea a card. They pretty much all had a hot firefighter, cowboy, construction worker on them with a risqué message inside. They meant so much to me that I kept them all. Cassie must have opened this box and that is how she knew my fem name was Andrea.

I put the box back and moved to the bed and started to get dressed. I was very nervous about Cassie seeing me but still felt the contentment I got from sliding on a pair of panties or putting on a bra. When I set my breast forms into the cups the straps pulled tight over my shoulders, I was sure a smile came over my face. I wore a thirty-eight B bra, I wanted to get C cup forms, but my wife told me the B cup looked better with my narrow hips.

I rolled the pantyhose up and slid them up my legs before stepping into my dress. I struggled with the zipper but eventually had it in place. I moved into the bathroom and set the wig in place. My reflection in the mirror showed a woman at first glance but without makeup it was easy to pick up I was man.

I saw that Cassie had left all of Mary's makeup in place and not packed it up. I still wasn't comfortable doing my makeup but had started to watch some YouTube videos and was hoping to get better. I did a light coat of mascara and then a pink lipstick. When I looked in the mirror again, I could see that the makeup had helped some with ...