The part list
Part 1
"Just a milk run Tommy, it'll be a breeze!" He said sarcastically as he tried to make sense of the road.
Tom, or Tommy as his family and friends called him, was a small young man who tried to make up for his slight build by acting tough. He was lead singer in a rockabilly band and grew his hair long to give himself an edgy look. The truth is his hair and hairless chin along with his delicate features made him look like a girl.
His girlfriend Tara was always trying to dress him as a girl, she was bigger then Tommy and was something of a dominate personality.
So far Tom had managed to avoid going out in public, but at home in their apartment Tara had bought and made Tommy wear a short pink gingham dress with all the frills and panties with stockings too! Seeing him in it had made her super horny and the sex had been mind-blowing!
At night Tara would try to make Tommy wear a baby doll nighty, sometimes he would give in and be rewarded with great sex. She was enjoying feminizing him, Tommy was enjoying the sex and attention, but he didn't want to be a girl.Tommy had no job other than the band, which really didn't bring in much money. Their gigs were drying up and the YouTube channel wasn't taking off.
Tara, a successful real estate agent, was the main breadwinner and Tommy was feeling trapped, he wanted to show Tara he could man up when he wanted to.
Tommy's first cousin Vic owned a used car dealership, Tommy had stopped in to ask about a job.
Vic had offered him a job as a car jockey, taking cars all over the State, or riding the bus to get one and bring it back.
Tommy had jumped at it, primarily to get away from Tara, her constant pressure for him to dress as a girl was really getting on his nerves. He wanted some time to think and these road trips helped. Tara was annoyed, and wanted him to quit, Tommy, in a rare show of defiance refused. Tara was furious and gave him the silent treatment for a few days.
After his last trip, Tara seemed to accept his new job. She asked him some questions about routes and short cuts and said she would like to come along sometime.
She didn't try to force him into a dress that night, sensing his reluctance and their was no action either. Tommy got the message, no dress up game, no sex.
The next afternoon Tommy got a call from the dealership, it was a voice he didn't recognize.
"Tommy?" God, why does everyone call me Tommy?!?
"Yes?"
"My name is Frank, I'm the new sales manager, listen I need you to deliver a car ASAP, the routes been programed into the navigation system, just follow it to the address. I am sending the car over now with Tony a new jockey, he will make his own way back. Instructions and bus money will be in the console, head out as soon as you get the car. It's just a milk run, should be no problem. Be sure to follow the GPS. Got all that?"
"Yes Sir!" Tommy hung up and grabbed his travel bag and made sure he was ready to go. He called Tara's cell but it went straight to voice mail meaning she was with a client.
And so Tommy, after leaving a note for Tara, headed out in the rain for a simple overnight delivery, easy money.
