I had managed tofind a few "semi regular" guys that I could dress up for but these were"straight" guys that could get something from me they couldn't get froma regular girlfriend. Most were businessmen or guys that worked intown. Harvard girls were feminists back then and went out of their waynot be objectified by men. They were loose fitting clothing. Sandalsor sneakers. Big sweaters. Very little makeup. I however dressed toplease. I had put an ad in a local paper that catered to crossdresserslike me and the men who sought them out. It was fairly easy anddiscreet. They had no desire to be "out" and neither did I. I lookedlongingly at the pretty girls on campus and realized I was just a sissywith nothing to offer them.By the time I had gone to lawschool in Chicago I was still a "virgin"with girls. But law school was busy and making law review was mypriority. I dressed up mostly on my own and by this time had taken tomostly wearing panties and often a garter belt,. As we got tothe parking lot, she reached over and kissed me ever so gently on thelips, holding the kiss as she looked into my eyes.As she retreated, she said: "Are you free for dinner tonight?"I stared blankly at her, too wrapped up in her kiss before I came to beand replied without thinking, "Sure." How about," she pulled out a pen from her console and scribbledsomething in a piece of paper and as she handed me the note said, "Howabout you pick me up at my place at say six tonight?"I grabbed the note, and all I could muster to say was, "That would begreat." Awesome! I'll see you then!"As I walked towards my car, I looked at the note and saw Jill hadscribbled her address. I then realized I had left my bag of yoga stuffsin her car.I spent the rest of the day nervously pacing around at home. Trying tofigure out my feelings for Jill. Trying to figure out the weird yogapants scene at the store. More than anything, trying to settle myselfdown from being too hyped at the prospect of a date.
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