If you read the first part of my first crossdress encounter this is the follow up.I called at Anns house one day(she had said call anytime).I said to her iam working close by tomorrow so can i call to see you she said she would look forward to it.
Comes tomorrow got job done and went to see Ann,it was a miserable wet day and it was warm in her room.
We exchanged normal conversation for a while and had tea(as you do)and i thought she looked a bit dowdy in a cardigan and trews,but i thought not to worry,then the subject of our first meeting came up when she asked me what i thought about it,i said it was a very sexy encounter for me and she smiled and said good,and have you come today to carry on where we left off? i said
i hope so but only if you want to.She then stood up and undid the buttons of her cardigan and took it off then she dropped the trews and stepped out of them and she had stockings suspenders and lovely bra and panties on.My cock has never got so hard as quick,she said lets go upstairs and see what we can do with you,i followed her upstairs looking at her arse in front of my face
how i didnt cum i dont know.she said get undressed and we will try and dress you.So she brought out bras and panties sussie belts stockings and i was trying them all on she was just a bit more built than me but i didnt care i was in heaven.
Eventually we got there and i stood up and looked at myself and i thought i looked very sexy and Ann said the same,now she said lets try you in a wig you do want to go the full monty i said oh yes please,and we settled for a blondy colour that had hair just touching my shoulders and i loved it, all this time my cock was straining and so was hers.So i pulled her to me and started to kiss her and she responded and shoved her tongue down my throat,then i stopped and said this isnt fair you are made up
and i arent,so out came the make up and after a few minutes i was totally transformed,then i kissed her again and it was such a sexy feeling kissing another man on the lips while wearing lipstick.I then laid her back on the bed and removed her panties and i started to suck her cock leaving lipstick on her shaft it felt so sexy.She took my panties off and started to suck my cock which was at bursting point and then yes i couldnt hold out any longer and i just came in her mouth and on her face.I then
started to lick my cum off her face and got some in my mouth and kissed her with my spunk.Wow then i went to suck her cock and she asked if she could cum in my mouth i said too right and she did,it was fantastic and we swapped spunk between our mouths.Then we just laid there catching our breath i said that was the sexiest experience i had ever had,but i wanted more
so she said what do you want to do now i said i want to fuck your arse i had never done this before either.I was about 23 at this time and done some sexy things but not experienced anal sex.She said ok we can do it if you are sure and she got some lubeand made me get on all fours she spread the lube into my arse and cheeks and started to push her cock into my arse.
It went up a lot easier than i thought and she started slowly then i said speed up and really fuck me,she did and i loved it
then she said she was cumming again i said cum inside me,she did,then proceeded to suck her cum frommy arse and again we mouth swapped it.Then i said your turn Ann and did exactly the same to her.What a fantastic sexy experience it was.
I went back two or three more times after that and it was very very sexy.In answer to the comment yes i still dress today
and have done for many years although being married made it difficult at times.Iam typing this wearing black holdups panties and bra,time for a wank i think.