College Crossing
I would like to relate the following experience to those who share my interest in transvestism. I first started cross-dressing when I was 11 or 12. When I was younger, I always dressed privitely at home. This was not much of a problem in a large house with two sisters (whose clothes I would sort of borrow without their knowledge), and working parents. When I went to college though, it was quite a different story. Privacy was suddenly very scarce, and clothes were hard to obtain. There was no safe, secure place where I could carry out my cross-dressing rituals, as I was used to doing at home for so many years. Fortunately, my older sister attended the same school, she being a senior while I was a freshman. When the compulsion to cross-dress would overwhelm me (about once a week at that time), I would visit my sister's room and try to remain behind under some pretext (to watch her tv, or to take a nap, etc.) if she and her roomate were leaving. Their room provided me with abundant female clothing and a place to wear it, if only for the few minutes I dared to carry out my secret fantasies. I was able to cross-dress in my sister's room quite a few times without a hitch, until one fateful day when she and her roomate returned early from a movie that was not the one expected. They caught me wearing the goods, so to say. I was completely dressed in a combination of their clothes, right down to their underware. After some initial embarassment on both sides, especially mine, my sister said that she had suspected me of something for some time because over the years her clothes were often found in disarray when I was the only one around. A number of embarrassing questions were then posed to me, but I quelled these by saying that I really thought I was quite normal except for the fact that I liked to dress in women's clothes occasionally, which I found to be a harmless activity. The girls seemed to agree with me, but still seemed rather curious. After they had a short conference, my sister said that they would like to take me out to dinner. She then added that I would have to be a proper coed, of course, since that's what I really wanted. Despite my nervous objections, she and her roommate began to fix me up with great care (makeup, curling iron and hairspray on my longish hair, high-heels, stuffed bra, pantyhose, slip, wool skirt, silk blose, etc.). After they were finished (about an hour later) they stood me in front of a mirror and remarked on how pretty I was. I was then led to my sister's car, with the black leather purse they gave me dangling about, and driven to an off-campus resuarant. I reluctantly went inside and sat down while trying to be inconspicuous. Despite the fact that I was passing rather easily (I was only 17 and a slight young man at the time), I was too nervous to enjoy the dinner, especially with the girls persistent staring, giggling, and advising me on table manners. After dinner, which went without incident, the girls didn't want to go straight home. Instead, they decided to take me to meet some of their friends at a sorority house to see if they could pass me off as a younger sister of my sister. I had no choice but to go with them. It was fairly dark in the room I entered where some girls were watching tv. (No pun.) I was introduced as Cynthia, a name my sister thought of. I offered only soft one-word answers to the few questions I was asked because I didn't want to be discovered and create a scene. I just sat there quietly in my skirt with three other girls watching tv. As we were about to leave my sister came over and whispered to me that she was going to announce that I was really a boy who liked to wear girl's clothes. I begged her not to and she said OK, but I wasn't to dress up in her dorm room when she was out any more. I agreed and we left quietly. I returned with the girls to their room and my sister's roomate suggesed that I should spend the night there rather than go back out to my dorm because it was late. My sister thought so too. Her roommate then went into a drawer and produced a silky nightgown that she told me to put on after I got undressed. I did so, and after watching a late movie with the girls, I spent a sleepless night on a cot in the middle of the room. The next morning, the girls persuaded me to straighten-up their room before they would give me my clothes back and let me be a "man" once again. I did so and then left before anything else could happen. I was relieved to get back to my dorm. I was also quite tired from the whole ordeal and spent most of the day needlessly worrying that I had been spotted and would be expelled or something. My sister still teases me about this incident 6 years later.
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