amandacarrol's blog post - My early years

Sunday, September 12, 2021, 6:38:42 PM
After living on my own for a few years I began to explore the world outside of my apartment. I found a support group for cross-dresses and I went to my first public event. I had never been out dressed as a girl and I was scared to death to step out the door of the hotel room. It was a simple dinner at the hotel and I remember that as I sat down a very attractive post op girl looked at me and asked me my name. When I said Amanda she just quipped back I know your A - Man - Da but what is your name. I was devastated as my confidence was non-existent. I recovered and spent the evening talking to other cross-dressers for the very first time in my life. I became very social in this group getting together for the monthly events and making friends and eventually joining these friends socially as Amanda. Surprisingly this group of friends never lead to any sexual encounters but it did give me the confidence to start looking.

One of the groups this lead to was a social group run by two dom females. They held a monthly "meeting" in the basement playroom of a home nearby. It was BYOB and you had to get dressed when you arrived. Several times I shared a bedroom with another CD getting dressed. These meeting where a lot of fun. Once everyone was there the two dom woman would start to play. Lady Star would make you stand in front of her while she lifted your skirt. She would caress you and make you hard while everyone watched. This lead to several very horny CD's willing to do whatever they were told. Sometimes they would make us suck each others cocks or jerk each other off. After a couple hours of teasing and playing they would make each of us strip down to our lingerie and they would masturbate us until we climaxed. They were some of the best organisms I ever had.

My experimentation lead me to the classified / personal ads. Yes I know I am dating myself but it was before the Craigslist. There I met a woman from a neighboring city. We agreed to meet the first time for dinner and a second time to attend a private party. I drove to a local mall and finished getting dressed in the back of her mini van. From there we walked into the party. Once upstairs we walked around until she had a comfortable spot to sit. She had me stand in front of her so she could get "a good look" at me. She lifted my skirt to find my black satin thing, garter belt and stockings . All in front of a room full of people to see. She very gentle began to caress my cock through my panties. After a few minutes she pulled my thong down to reveal my freshly shaved cock semi hard and dripping gallons of precum. She continued to caress my cock until it was stiff as a board. When she was ready she lowered my skirt making me look ridiculous. Standing there my hard cock causing my skirt to tent out it was clear to everyone that I had an erection. This was humiliating to stand there as people looked on and she giggled.

After a few minutes of this she made me follow her into an adjacent room. There she made me kneel down in front of a small bench. As I knelt down she pushed my head forward so that I was lying on the bench. She lifted my skirt to expose my bare bottom and loudly proclaimed that no sissy of her's would walk around with a hard little sissy cock. It was at this point that I felt the first strike from her paddle. I winced but said nothing. The second blow fell. This one a little harder. She then began asking me questions designed to humiliate me. Did I wear panties because I had a small cock? Did I like wearing panties? How long had I been a sissy? Would I like to suck another sissies little cock? With each answer came a strike from her paddle. If she thought I wasn't being truthful she would strike me harder. This went on for 20 or 30 minutes. When she was done she told me to stand up. As I did my panties feel around my ankles and I looked up to see 25 or 30 people just watching the whole thing. Humiliated I bent down and pulled my panties up. We then spent the rest of the night socializing with people. She eventually put a collar and leash on me and lead me around offering my services as a foot message slave to all the women at the party. Some took her up most didn't. After we left I got into my car dressed and so horny I jerked off in the car on the ride home.

The social group also lead to meeting several crossdressers who have become life long friends. One of these people introduced me to my wife. Yes she know all about Amanda as I wouldn't go on the blind date unless she was told. More on that next time.

Comments

Others Have Said: 
northbi on 19-Sep-21 15:55:06
I'd love to join that type of social group. Thanks for sharing

northbi on 19-Sep-21 15:55:06
I'd love to join that type of social group. Thanks for sharing

northbi on 19-Sep-21 15:55:08
I'd love to join that type of social group. Thanks for sharing

tnglvr on 20-Sep-21 17:27:30
Thanks for sharing your cross dressing progression.
I haven’t yet moved on to meeting up with other CDs but my personal beginning and early progression is similar to yours

Mikki_Irish on 22-Sep-21 11:16:44
Intriguing and insightful, thanks so much for sharing your experience!