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“Speaking of Anal, I’ve got quite a story to tell you when I get back” Jim texted in hopes of tapping Janet’s ass in the near future. “Hey, did you know it’s Janet’s birthday on Sunday? Trisha noticed it in Janet’s file”. “No, but thanks for the info”. Jim thought for a moment “this could be the opportunity to give her the present he has been wanting to give her, and she obviously has an anal fixation”. Jim met Janet around 5pm and they headed out to diner before going back to the hotel. Janet used the company expense account for them to eat some place nice. They had a bottle of wine with dinner, mostly Janet, then she had an after-dinner drink with dessert. When they got to the hotel Jim helped her again to her room. He stood by her door as she struggled to get the room key in the slot. Jim knew she was going to feel this one in the morning. Jim took the key from her and opened her door. Janet threw her arms around him and kissed him passionately, then said, “My hero” before. It took me long enough to make sense of this side of myself, it would be totally alien to someone not exposed to this world in the slightest (which we can assume most are!). I got much deeper into my sissy side. I fantasised so much more about being a sissy, and especially being humiliated for being a sissy. My online chats became alot more filthy, and I think most guys couldn't keep up with how much of a sissy I was! I also got a lot more turned on by not being able to touch myself, and using ribbons as a chastity. My cock was now my sissy clit, either to be tucked in my panties or dangling out of them, useless and limp. My ass was my sissy pussy, and would be my prime way of feeling sensation when pleasuring myself.I got a suitable wig, makeup and many more clothes, my favourite outfit was my purple and black lace set, french panties, bra and garter belt. Worn with hold up stockings, a tight black mini skirt and a black satin cami top. The moment I got that purple and black set I.
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