New here and just thought I'd let you know a bit before I comment on anything. Recently told my girlfriend of 6 months about my crossdressing fantasy's. Up until then this is all they were. Back story married for 25 years recently split up and no cd'ing. New girlfriend is extremely open about everything and we have a great and varied sex life. She replied with you would love this and I replied probably.
The following day out I went and nervously bought a suspender belt and stockings. Back home tried them on took a pic and nervously sent it to her. She was in work at the time so had to wait what seemed an age to see what her response was. After about an hour my messenger pinged and I knew I had a reply. Mmmmmm sexy was the response. My heart missed a beat. Over the next few days a few things were mentioned and I thought it's time to be honest.
She instantly started asking questions about how long had I been interested and have you done it before. I told her I hadn't done it before but had wanted to for a long time. After a few questions she asked would I like to try it and I said of course. She said she would help and asked what I would like. Being bold I suggested a maid outfit as I had sent her a pic with a sissy maid and mistress. To be honest I wasn't sure if I was going off to quick to start. A few minutes later my phone pinged and I checked the message. She had screen shot me 2 pvc maids outfits and asked which one I liked the most. I was absolutely floored
We spent the rest of the evening then sending screen shot images of things we would like and then ordering them. It felt like all my xmas's had come at once. Over the next few days the parcels arrived and were opened excitedly.
We planned for the Sunday evening for a trying on session.
Sorry this is a bit long but I really want people to know our journey so far
Sunday came and to be honest I was so nervous it was unbelievable. Once the evening had arrived she disappeared upstairs and said she will call me when ready. 30 long minutes later she called.
I walked up the stairs nervous as hell only for her to greet me wearing a new red lace body stocking and her extremely high black patent heels. She walked me into the bedroom where I could she she had laid out my outfit for me. This consisted of a black and red satin basque large fishnets and a pair of wet look knickers oh and her thigh length boots!!.
I thought my heart was going to leap out of my chest. Nervously she helped me into the fishnets pulled my basque tight at the back and pulled up the knickers. After slipping on the boots I thought I was ready but no. Then she pulled out a full length wavy wig and placed it onto my head.
She told me to look in the mirror and say what I see. I couldn't believe how sexy I felt dressed.