Category Archive: Roleplay phone sex

When strong dominating woman rule over men with the intent to crush them, it creates a very wishy washy sissified man! And I had just that this week. A weak minded sissy man who was also an adult virgin. Very painfully shy and told me how his whole life he’d not had success with women. I usually do not offer sexual surrogacy, but this patient seemed in particular need of help. He had to get fucked! He was not wanting to go to and escort for his first time, but he was already thirty five years old and unless he went to an escort to give him confidence, I really didn’t know what to do for him.
He was a nice man, just really shy, and had an overbearing mother he had not been able to break free from. He’d an older brother that escaped and gotten married and had a normal life, but he’d never been able to cut the apron strings. Not many women would be jumping to get a guy like that, and his mother would never allow a girlfriend, yet he wouldn’t move away, it was a very difficult situation. He craved intimacy and sex, yet wouldn’t break away from mommy to pursue a relationship. Sadly with men like this, usually the only freedom they know is after mommy is gone.
I agreed to take him on and take his virginity. The next appointment we met at my house and he was so shy, he was too afraid of oral sex just yet, so it was nothing but exploring with hands and we did manage to have some very brief missionary position intercourse. He got on top of me and got his cock in and it was over in around two minutes. He did say he enjoyed the experience and I hoped it would give him confidence to break free from mommy, we had to have a few more longer sessions to explore all things he was needing experience with. I felt like this one could also benefit from all the sweet phone sex sluts I work with at night at our kinky phone sex company. I often wondered where all the sissies came from!

Sexy Slut Sophia

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