By chance, Mother and I were in a bar in our home town and her friend and husband were in there. I have shared on here that I am in a sexual relationship with her husband. She made small talk with her friend whilst I got us drinks. Her friends husband joined me at the bar and whispered I can't to fuck that tight little ass of yours again. I said I can't wait to have you inside of me again. I so so wanted to kiss him, but obviously couldn't in such a public place, however I managed a quick snog in the toilet with him later. I do like this man he's so much fun.

SISSY CUCKOLD HISTORY 809.
Still on the subject of Prostitutes I as a humble Feminized sissy cuckold had the great honor of being married to Tania my second wife and Cuckoldress for eleven fantastic years serving her.
She is an amazing woman first when we got together becoming a chatline operator/dominatrix then a real-life professional Dominatrix and finally adding to her curriculum vitae Lady of the Night/Prostitute.
By then I was already well and truly Cuckolded by Tania who saw a string of men and had me living as her chastity locked Feminized sissy cuckold maid totally controlled and dominated by her.
The pride I felt when she informed me that she was going to start having sex for cash was so intense that in the car where we sat my little sissy clit free for the first time in months just exploded hearing her words telling her in the most graphic fashion that as her sissy cuckold I would support her every inch of the way in her new endeavor.
And it was an endeavor that went more than well seeing her fuck hundreds of paying clients some she detested and some she really liked mostly she worked with condoms, but she did start having a little book of punters who she fucked bareback.
There was also nothing that Tania would not do all her sex holes were for purchase and for me this was emotionally wild and pain inducing locked in chastity as I was.
And because for security we had spy cams in the studio she worked in I was able to watch her having sex as a prostitute hundreds of times knowing that I had helped her get ready for other men and after when she came into the house I would kiss her high heeled feet in gratitude or if she had done a bareback she would have me creampie clean up from whatever hole she had taken the spunk in!