Cassie Begins her New Life Ch. 02

Cassie woke up early on Monday morning, knowing she needed to call work. She was not looking forward to that conversation and needed some coffee first.

Since she wasn't planning to go out for most of the day, she decided just to wear pantyhose, panties and a slip. Sliding her legs into the pantyhose gave her an a immediate thrill. She could never get enough of how the nylon felt on her legs, ass and cock. Why don't women wear them all the time???

Cassie pulled on a pair of panties over her pantyhose wondering which was supposed to go first. She would ask some of her friends from the crossdressers website. She followed with a full slip but no bra, loving the way she could rub her nipples under the nylon. Of course slipping into a pair of high heels. Practice, practice, practice.

Sipping her coffee and nibbling on some toast, she planned out her story for her employer. When she started the job, she had told her boss about her parents and how her aunt helped her out. She didn't know it but aunt Nancy was about to help again.

She called work and began her apology. Her aunt was suddenly taken ill and needed her (actually his as far as work was concerned) help both at home and with her business. Considering what the aunt had done to help after parents died she would not be turned down. Much to Cassie's surprise her boss was very understanding. She thanked her her hard work and said if she ever wanted to come back, just call.

Cassie was shocked but thrilled with the outcome. She still had many other things to work out but pleased with the start. She was just about to go to her CD website when she got a text from Dan. He was back from his trip and wanted to take her to lunch. He also asked if it was possible for her to come as Cassie. She smiled to herself and replied, of course sir.

Plenty of time to prepare before the Uber that Dan ordered was scheduled to arrive.

Then Cassie ran into the age old problem for all women. What should she wear?

Fortunately, she held on to her rule of never being late and picked a conservative pencil skirt and blouse. This left her plenty of time to apply her makeup and put on a wig.

Sticking with her two inch heels (again keeping conservative instead of slutty), she was ready to go. At the last minute, she grabbed a pair of extra pantyhouse and put them in her purse. A girl needs to be prepared!

The Uber seemed headed for NYC which was no surprise to Cassie. Wondering what else Dan had planned. Like she didn't already know. She had just started to fantasize about his cock when she got a text.

You're coming to a nice Italian restaurant in my neighborhood. I think you'll like it. Hoping you will come to my apartment afterwards. I have the next week off and hope you can also get some time off to stay longer. Don't worry about clothes, I bought you a good selection in a couple of sizes. Very sexy stuff in my opinion. I will arrange for a limo to take you back and forth to work if necessary. I know I am pushing a bit but I really want to spend time with you.

Cassie was smiling about the clothes, offer and especially the time off when she received another text. It simply read-btw Mike said to say hello.

Huh! How the fuck does Dan know about Mike???? They arrived at the restaurant and her excitement was mixed with apprehension.

She relaxed a little when he came up to her gave her a hug, a big kiss and said sorry about the last text.

They sat at their table and he proceeded

to explain that he and Mike were friends since high school and both loved the trans community. Mike had called Dan to tell him about Cassie and shared her picture from the CD website. They talked for a long time about how to deal with the situation. They came to an agreement that they could continue to see her as long as Cassie agreed. Dan told her to take her time deciding but he still hoped she would at least stay the night with him.

They dropped the subject for a while and enjoyed a delicious dinner. Dan asked her if she would like dessert and Cassie smiled. She said yes, but what I want is in your pants and better enjoyed at your apartment.

Dan quickly paid the check and they hurried to his place. Once again, as they got inside they were making out like crazy. Cassie was loving every minute and feeling more like a woman. Reluctantly she stopped the kissing and announced it was time for her dessert.

Dropping to her knees and pulling down his pants gave her a feeling of power again. He slowly swirled her tongue around his head and down the shaft to his balls. Then back up and down a few times sticking her tongue in his ass. Dan was moaning and his legs were twitching but Cassie kept up her teasing. Finally she started to bob up and down on his cock and actually took the whole thing in. Yum, she said and went back to sucking. Dan's cock was pulsating and she licked the head again and continued to suck. Dan let out a huge moan and cried out "I'm cumming." It was a huge explosion in Cassie's mouth and she couldn't swallow it all. Some ran out and covered her chin. They both lay gasping for breath.

Dan recovered first and ran his hand over Cassie's cock up and down. Now it was her turn to squirm and to her complete surprise, Dan pulled down her panties and pantyhose and took the cock in his mouth. It didn't take long for her to orgasm being so worked up. Dan put his finger in her ass and told her, this is next. She just nodded.

They cuddled and talked a while before falling asleep. Cassie said she could stay tomorrow without explaining. Plenty of time for that later.

To be continued...