Or a cautionary tail. 

How embarrassing can things get.  In "First sight of ugly trany".  I tell you of a trany that was locked outside a friends house for all to see.  Dressed like a pantomime dame with a bad wig, a tight yellow jumper, pencil skirt, a bum length fake for coat, 6" stiletto shoes.  Add to this the fake boobs with pins on the inside so if they where poked/prodded and fondled, the pins would be painful for the trany.   I know we should all be accepting of goodness knows what now-days but I still giggle to my self when I remember this day.

As it turns out the couple who's flat the trany was outside, the trany and me all have the same interests outside and inside the world of kink.  This man was much older and could be seen as the "Go To Man" for DIY and making things.  In fact the notorious fake pinned boobs where one set of 4 or 5 all different sizes and shapes made from the polyurethane foam that builders use to fill large gaps between pipes and walls.

Each time I went to see this man for something un-kink related after the while he would turn the talk to being kinky.  A really needy and annoying faggot.  The conversation would go along the lines of:  "Now we have made this....... you could get Janet to type up the instructions, you could have her tied to the chair with this."  Then he would pull out a gag with a stick and rubber end.  "You could demand Janet use this to type the documents and not release her until she is finished, but this is not that story.

I was at the trany's house before I needed to go shopping.  "Sir do you need Janet the chauffeur?"  In my head a big sigh.     "Yes that will be nice."   "Change in to the blond wig and small boobs with your chauffeur outfit."  "Sir do you not want Janet with big boobs?"  "No Janet as they don't fit the outfit"  "what about having the handcuffs Sir? and the lockable shoes?"  "Yes lock them on Janet"  Janet disappeared in to the back room and a little later  Janet the chauffeur hobbled out.  You can just see the face-plant.  I have missed out one detail, a home made metal penis/chastity cage under the pencil skirt.  

Unlike a real chauffeur I had to put her in the car which had been modified to allow a chain to go from the penis cage to the dashboard and locked in place.  We would first drive to a quirt protected by trees and thick bushes layby near the shops I wanted to go to.  Before I got out Janet's hands would be handcuffed behind the head rest.  I would then rub Janet's legs moving my hands higher and higher as if she was a woman and my hands were searching for her clit under her skirt.  At this point I had not really considered the sexuality.  Then I got out the car and went to the drivers door as I needed to get my cock sucked.  Opening the door Janet know what I wanted and tried to do her best at giving me a blow job.  When she knew I was getting close he pulled off and asked me to make a mess of her chauffeur uniform but I did not want that so I said OK but suck me for a bit more and I came in her mouth.  At that point I had a ball gag in my hand and before Janet could say any thing else I put the ball gag in and buckled the strap at the back of her head.    I checked  Janet was OK and she nodded her head.  So I closed and locked the car and headed for the shops.    It would be about 40mins before I would get back.

On the way back I see blue light between the trees.  O fuck police, what do I do?  At this distance I could see the light on the roof of the car but I don't think they could see me, I decided to try and play it cool as if I did not know the faggot in the car.  I will never know if that was the right thing as while I was still about 200 yards from the exit of the layby the police car left.   I will also never know why they did not stop me as they passed buy I am glad they did not.  I was trying so hard just to walk as if I was walking home from the shops.  As I reached the layby I checked to see if I was being watched before I walked down behind the trees.  The car was still there, Janet was still there and the ball gag was out her mouth.  I unlocked the car and unlocked Janet.  "What  happened with the police?"  "They saw the car and was going to brake the windows to get me out."  "Managed to spit the gag out and shout"  "Please no I am OK" "I am OK" "My wife will be back soon"  "Its a game"  "Sorry, Please"............. I still don't know why or how Janet persuaded the police to leave.   Now unlocked "are you OK to drive? because I think we should get going"