My Descent

happy to learn that older sales help were respectful and served you without
complaint. Younger sales girls are another story entirely. They laugh at
you and sometimes make faces. I had no clue how to buy bras, so that was
always interesting. They never fit. I would go to "Avenue" which is a
"big woman's" store that sold lovely satin panties. I eventually acquired
a garter belt and a Rado garter brief. I think I reached a point where I
was carrying more lingerie in my suitcase than stuff for my business needs.

Upon arrival at a hotel, I would hang out the "Do not disturb" sign, lock
the door, and strip down. I would open the curtains, pull out my lingerie,
and dress up. I'd parade around the room, look at myself in the mirror,
pinch my nipples, and begin jerking off. When I became aroused enough, I
would lay down on the bed, keep pulling on myself, and begin speaking
loudly saying things like "Oh, your cock is so big. Stick it in my ass.
Fuck my ass. Ram it in me," in hope that someone in an adjoining room or
in the hallway would hear me. This is how I would ultimately orgasm.

On one trip, while visiting the porn district, I just gave in and bought
myself an 8" dildos with the rubber suction cup attached to the scrotum on
the bottom. I was set. I fucked myself silly that night. I was afraid
that I would become incontinent, I had stretched myself out so much. But
ass muscles have a memory, and by morning all was right with the world.

Eventually, I was ready for the next step. It's not too hard to find ads
for shemale or tranny prostitutes in most big cities. My first experience
was Vancouver. The hooker had little tits, really smooth skin and was
hairless from the neck down. I didn't know exactly what to do. I had
never visited a hetero escort, let alone a transsexual, and I was scared
out of my wits. Basically, I just lay there stroking this girl's thigh,
looking at her uncut cock from a relatively close vantage point, but not
daring to touch it. Eventually she asked if I wanted her to blow me.
Her's was the first blow job that ever ended in my coming, even though I
was covered. She gave much better head than my wife ever did.