Babysitting Amanda, Part 2: The Mom Comes Home

Note: I advise reading Babysitting Amanda first, before reading this story.

After that first night, Amanda’s mom asked me to babysit more and more often. Soon I was over there several times a week. Amanda, Becky and I fucked constantly while over there, and Amanda and I privately became boyfriend and girlfriend, since she was not much younger than me at all. I cared about her and would have done almost anything she needed or asked.

Amanda came to me one night after the three of us had gone through a thrilling threesome. She told me she was worried about her mom. Her mom, Jane, worked an office job at a market trading firm. Because of her job, Jane was under constant stress. According to Amanda, Jane had not had a boyfriend since soon after Becky was born. Amanda knew her mom masturbated, having spied on her a couple of times. She noticed that poor Jane never got much out of her jilling sessions, and while desperate for male companionship was to worried about her girls to get a boyfriend. Poor Jane, at only 30, was a desperate woman who needed a man to please her badly. Amanda begged for my help. After having slept with Amanda and Becky so many times, I was skilled in getting women off. However, I was uncertain. “You know your mom might not like this idea, I mean I am almost 15 years younger than her”. “Becky and I will take care of that” Amanda responded. I was still reluctant. Then Jane nearly ended up in the hospital after a severe stress attack. Out of concern for this family, I agreed to help. The three of us then began to form our plan.

Jane came home one night to find Amanda, Becky and I watching TV. After a brief hello, she went off to take a quick nap. Our plan swung into action. I went to my overnight bag and retrieved some rope, a gag, and a blindfold. The three of us went to Jane’s room and slipped in quietly. She was sound asleep. She had already taken off her outer clothing and was left only in her underwear, which made things easy for us. I peeled off her panties while Amanda removed her bra. It was then that I got a good look at Jane for the first time.