How was your first experience with crossdressing???

Joined
Feb 7, 2021
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Early job was working in fashion store as junior male dogs body. I did enjoy the work as a all round errand boy. 6ft blonde hair and full of life.
The store was run by a middle aged man who was very good in all areas He was very wealthy and showed his staff if we did a great job. I must have made an impression as I was to join him and his wife for dinner at their house, maybe moving up in the team.
Arrived on time with bottle of very good red,i was introduced to his wife who was very tall, much taller that Max. Ann was little plumpish with great figure,as I was not very outgoing with female company at that stage Dinner was great ,lots of wine then coffee with a large helping of spirits mixed . I think I had quite a few when Max said "Young man would you like to join us upstairs for this evenings entertainment.
Now this was very odd. so followed them up into the top floor ,entered a very large bedroom with some very sexy underwear on the bed.. Ok now its getting a bit out of my comfort zone.

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