When I was in High School I was enrolled in a student nursing program. We studied Liberal Arts classes in the morning and Nursing classes in the afternoon. When I was a junior, 16 years old, we started spending an afternoon a week at the local hospital helping the nurses and learning our trade.

One day the head nurse informed me that I would be learning to do shave preps and that I would be assisting her shaving a male patient for hernia surgery. I must have blushed crimson because she said "There's nothing for you to be embarrassed about. After all it's the guy who's getting shaved." She grabbed two prep kits and I followed her to the prep room where the patient was waiting. I tried to calm down but my hands were shaking and my mouth was dry. When we entered the room I was looking at the floor. The nurse said 'Margo this is Mr. Johnson'. That's when I looked up and got THE SHOCK OF MY LIFE! 'Mr. Johnson' was a senior boy I went to school with and had a crush on. From the look on his face he was just as shocked as I was. Both of us turned red, but neither of us said a word. He was sitting on the table wearing a little gown which he tried to cover more of himself with.  The nurse took it all in stride and told him to lie down. She promised him we wouldn't hurt him and then she stepped up to the table with her prep kit. I was trying to get as far away as possible, but she said 'Margo please step up to the other side of the table.' I did and that's when she asked him to sit up and she undid his gown and pulled it off. The poor guy was now totally naked! She told him to lie down and she immediately began shaving off his pubic hair. All the while she was explaining how to do it to me, but I wasn't hearing a word. I was so embarrassed I thought I'd faint!  'And that's when she handed me the razor and said, 'Okay you can do the rest.' I thought my hands were shaking before. I took the razor and VERY gently began to shave the boy I had a crush on. The Problem was his penis kept getting in the way and finally the nurse said 'Pick up his penis in one hand and shave with the other.  Now I really felt like I was going to faint. I did as I was told and tried to finish shaving him as fast as I could without cutting him. And that's when it happened. He got a huge erection!! I was SO embarrassed I started to apologize, but the nurse said, 'These things happen all the time. I'll finish this one. Why don't you go see if they need any help at the desk.' I ran out of that room as fast as I could.

Weeks later I passed the boy in school and we both blushed bright red. Neither one of us ever said a word to each other about it!

Margo,
NY, NY

It was 2001... I was 14 and my sister was 16.  Flare jeans and belly shirts were in fashion.  I guess from the first time I saw the pair I was enthralled and hooked on women's clothing.  The first few times I sneaked into Sis' wardrobe I was meticulous.  I always managed to replace her clothes EXACTLY as I had found them. As they say, "familiarity breeds contempt".  I became increasingly less careful in replacing her clothing. Eventually Sis became suspicious and started complaining to Mom that her clothing and other delicacies had been disturbed.  Since there was only the three of us, and Mom wasn't the offender, they deduced I had been rummaging through Sis' wardrobe.  Mom got me alone one evening and I got the full lecture on privacy, blah, blah, blah!!!  Not to be thwarted, my obsession continued, as did Sis' complaints.  Mom was at her wits end as she realised nothing she could say was going to stop me.

On a particularly cool Fall afternoon I was indulging myself to the max.  I knew I had the house to myself for the next several hours.  Mom was at work and Sis had gone to a movie with her friend.  So there I was... dressed to the "full"... knee high green & white cheer socks, panties, white sports bra (stuffed with Sis' foam falsies), a two piece green & white cheerleader outfit, Sis' favourite green & white cheer shoes, a green & white angora v-neck cheer sweater.  As I preened in front of the full length mirror Sis and her friend, Lori, came in and grabbed me, supposedly they had been in the doorway for a few minutes.  I was mortified!!!  To cut a long story short, they forced me to remain dressed as I was... took snapshots with a digital camera... and paraded me in front of Mom when she came home from work.  By this time Mom had had enough.  She decreed that I was to be "punished" and forced to dress in Sis' clothes for the entire weekend.  Not only that... I had to accompany them grocery shopping, shopping for clothing, and to a Saturday night movie with Sis and Lori dressed in whatever they felt was appropriate.  They even dragged me to church in Sis' finest Sunday church satin and lace gown.  They took great delight in presenting me to everyone as "My son who just can't seem to keep out of our closets".  Their theory was, of course, to embarrass me to such an extent that I would forever give up all interest in feminine clothing.  IT DIDN'T WORK!!!  The very next week Sis came into my room early one morning demanding to know where her new full length satin nightie was.  Boy, was she very mad when she saw me half awake... wearing it. 

Sis and Mom eventually gave up trying to undo the obvious.

It was the day before my eighteenth birthday. I was living at home, but my parents had gone out for the evening, so I invited my girlfriend over for a romantic night alone. As we lay in bed after making love, we heard the telephone ring downstairs. I suggested to my girlfriend that I give her a piggyback ride to the phone. Since we didn't want to miss the call, we didn't have time to get dressed. When we got to the bottom of the stairs, the lights suddenly came on and a whole crowd of people yelled, 'SURPRISE!' My entire family aunts, uncles, grandparents, cousins and all my friends were standing there! My girlfriend and I were frozen in a state of shock and embarrassment for what seemed like an eternity. Since then, no one in my family has planned a surprise party again.

Anon