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Thanks for the super hot story. You really know how to fuck your sissy. Love how you saved his cum and had him lick it off your cock.
You do know you gave him the hottest night of his life, don't you? He'll always remember, and get stiff and hard, about his first time being a sissy bitch.
Now I need to go and read your tale again, this time jerking off with my soft, black satin panties.
Had fun looking through Victoria Secret...imagining wearing different outfits for you. Love the way you are training your sissy to be a cum slut with the condoms. Have you considered introducing your sissy to anothers cum? Perhaps if you had a male slave?
Another super hot update. Thanks.
As an idea, and to better train your sissy, have him cum in a condom, then lube his ass up and give him a good fucking. When he can't take it anymore, pull the strap-on out, and drip his own cum all over the head of your cock. Tell him "I'm gonna cum in your ass Sissy. Are you ready to have your ass wet with cum, to feel that load blast into your tight hole, making you a complete slut?"
I'd love to give your Sissy her first taste of cock. I'd dress up in my sexiest outfit, my school girl slut look. Fishnet stockings, garter belt, black satin panties, short, slutty red plaid skirt, tight top with a stuffed bra, nice makeup and perfume, and my whore 3-1/2" high heels.
Wow - might be time to move this continuing adventure into a new separate thread ! The follow-ups have made me forget about the how it started as the wedding thread........
Thanks for sharing !!!! very exciting !
All of a sudden I feel like going to put on my black lacy panties and stockings under my work clothes for the rest of the day........
I'm really enjoying having a Sissy Toy again.
Well, it was too good to last. Simon broke it off with me with profuse apologies. Appears he has a steady girlfriend who has been suspicious about his trips to see me. I don't know the details but it sounded ugly. He was quite upset.
I'll miss him but maybe my sissy fixation is getting old. I've got new horizons to conquer...
Okay, I just had a call this morning that I'll put at the top of my "unusual" and "unexpected" calls lifetime list. A former male lover, who I'll call Jane (for good reason), called me this morning to ask a really big favor. He was my second sissy lover and we'd parted on good terms so I enjoyed catching up with him.
Well, it seems that he'd really explored his bisexuality and gotten into a serious relationship with another man, a sort of regular-looking fellow, not another sissy. As you could guess, there is a sort of dom/sub angle to their relationship but not in any deep, serious way... more a result of their personalities. Jane likes to be female in the relationship which he indulges by working from home as a technical writer.
They plan to get married now that Vermont has legalized gay marriage. This has unleashed a deep and passionate response from Jane about the wedding. He is consumed with all of the 'traditional' experiences of the bride and wants to experience everything.
So Jane asked if I would be his maid of honor and help him. Although the thought of the time it would consume over the next couple months made me hesitate, I agreed. A once in a lifetime experience I think.
This weekend he... no, she (more natural that way) is coming down to spend the weekend and we're going to try to get ourselves organized. I'm also calling around town to find a bridal boutique who will be open to accomodating her since finding the bridal gown is the top of her list.
I'll try to post updates here, but I was curious if any sissy had done any of this or if it was a common sissy fantasy?