“As you are the only male in your Mother’s life you might be the only one she trusts enough to get her through this.” She reached into her desk and pulled out a bottle of pills and handed them to Charles.“Give these to your Mother and they should knock her out, tell her that I gave them to you to help her sleep, she should be out enough for you to interact with her without her being aware of it, just remember that even in an unconscious state her condition is still active so no penetration of any sort understand?” Charles nodded heading for the door.“Thank you Doctor.” He said leaving to return home.He arrived home to find his Mother sitting watching TV, she didn’t care much anymore and was sitting there in her sleepwear.“I’m home Mum.” He said walking over to her.“That’s nice dear.” He sat by her side and she snuggled up against him, could he really break her trust, he was going to almost be as bad as the three who had put her into this situation in the first place.“Mum I went and. Sissy wriggled round on the chair as I played his cock, his eyes glued to June's pussy as she pushed the red dildo deep into moaning even louder as she fucked herself. Sissy boy's little cock was red hot in my hand as I jerked him off. Then I felt him begin to cum and I stopped jerking him, orgasm ruined.. He whimpering in sadness and shame. I left him there for a minute cock twitching between his legs, June still fucking herself driving the dildo deep into her pussy, head rolling form side to side. She was saying over and over ''If only you could make me feel half as good as this rubber cock sissy boy, if only.''Sissy looked up at me with big sad eyes. ''You want me to jerk you off some more sissy???.''He nodded.''Ok lets try again,, I want to see how near I can bring you to shooting before I stop''.He sobbed and dropped his head.'' Do you not want me to jerk you off'', I asked.He just nodded. I again reached between his legs, this time I closed my finger and thumb round his ball.
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