I posted a craigslist ad

8 years ago I began crossdressing again and playing with toys. After playing one day while watching videos online I decided I wanted to take the next step and be with a man again. My holes craved it but the butterflies in my stomach had stopped me before. Afraid they would do it again this time I got dressed as slutty as possible and put up an ad on craigslist with a photo of me dressed and spitroasting myself with toys. Pic required I put in the posting. I was amazed at the responses and how many people couldn't read or just saw the photo and replied without reading. I didn't think it was going to be so annoying to go through email after email. I began instantly deleting anything without an attachment and just sorting through photos, then reading emails. Finally I found an inshape strong, hung, attractive man that lived 20 min away. We emailed back and forth and after a few minutes I gave him my address and he said he would come over. He asked what my favorite lube was:
"Whipped cream" I said without thinking.

"Whipped Cream? Sounds like fun. I'll be there in ten minutes." I could tell he was excited and I closed the computer and made sure I was clean for him.

My mind raced and I wanted to call it of but the small toy I'd inserted vibrating inside me just made me Crave to be used. I was wearing my thigh high patent leather boots, a body stocking that had a great opening so that I didn't have to remove it and a black lycra mini dress that hugged my body. My pink panties, training bra, and wig made me look like a woman even though I wasn't wearing make-up. I looked at myself in the mirror and felt sluttier than I'd ever felt before. I practiced deepthroating the dildo I had so I'd be ready for his nine inches. I kept gagging then heard the doorbell. Worried about who it was I ran downstairs and watched terrified as the door opened and He walked in.

"Looks like someone's ready" He said confidently and smiled at me rubbing his bulge. "Come here Carla" He said using the fake name I'd given him. He held a grocery bag in one hand and while closing the door he pulled out his trouser snake with the other. "On your knees."