Sissy Training Sessions with a Sexy Sissy Mom

sissy training

Are you looking for sissy training sessions? I put on a pair of fluffer panties because these are the perfect sissy panties. My daughter moonlights as an escort. She is pregnant now, so she is only taking a limited number of clients on and almost all of them are sissies, expect for a couple big spenders who just love a young, preggo woman. I help her out with the sissy boys. It is amazing to me how many sissies there are in the world these days. A lot of sissies tend to be big spenders. It is not a lifestyle of the poor I have discovered. I am helping with this one sissy because as it turns out he wants more of a sissy mom than a young sissy trainer. I love sissy phone sex calls when I get them, so why not have some real-time sissies? This guy is some big real estate developer with a hidden life. He pays well and he tips. And I have a hell of a good time with him. He pops by my place for an hour or so before he must go to work. He has a sissy closet I let him keep at my place. This morning my sissy boy met my boyfriend’s teenage son. The boy was confused at first. He saw me pegging what he thought was some schoolgirl at first because my client was dressed in a frilly dress like he was Little Bo Peep. My sissy boy popped a little clitty seeing a handsome young man. He had no clue just how young my boyfriend’s son really is either. But I did and I knew it was super taboo. I decided to let my teenage soon to be stepson fuck my sissy’s pansy ass. It was a first for them both. And they both loved it. My stepson said his ass was way tighter than my pussy. I was not insulted. I could have told him that. My sissy boy said the real thing filled him with cum which he always wanted. It made for a kinky phone sex story for sure. I think it will be a regular thing now, because both seemed to enjoy it, but honestly, I think I enjoyed it the most.

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