Chapter 1

I married to my long-time boyfriend Ben when I was 22, in the summer after graduating college. Our daughter Kate arrived a year later. I filed for divorce at age 33 when I noticed a number of hotel room charges on Ben’s credit card, and he admitted that he had been seeing another woman. So, with a 10-year-old daughter, I embarked on life as a single mom. At first, I wanted nothing to do with men and turned down any number of date offers. I wanted to try life on my own, really for the first time.

By the time Kate turned 15, I was getting lonely and scared that the possibility of having a new life partner was passing me by. They say that 38 is close to a woman’s sexual peak, so perhaps my new dating desire also was driven by hormones and libido. For whatever reason, I began to accept dates.

But dating with a 15-year-old daughter at home is not the same as dating as a single woman without a child. It wasn’t so much that I was concerned about leaving Kate home alone when I went out for dinner and a movie with a man. At 15, I didn’t think she would burn down the house, or invite the school over for a beer party. It was more that I wanted to be a good example for her as she was about to begin her own dating career in the near future.

So, the problem wasn’t so much leaving for a date. It was coming home from a date – if I wanted to bring the date back for a little fun. I didn’t want Kate to think that her Mom was a slut, and I was not sure she would appreciate the subtle difference between the needs of 15-year-old high school sophomore and a 38-year-old woman, formerly married, and really needing a good fuck after 5 years of abstinence. (Well, to be honest, I did have a perfectly shaped cock toy, but it didn’t replace a warm cock that was soft and hard at the same time, and that moved inside me with a thrust that I could never replicate).

So, I adopted what I considered to be the “First Rule for a Single Mom Dating with a Teenage Daughter at Home” – don’t bring home a date if your daughter is home that night. Applying this Rule, my late-night dating trysts were limited to those times when Kate was on a sleepover at the home of her best friend Erin. On those nights, if I was interested in the guy, I would invite my date in and after some drinks we would retire to my bedroom for some good adult sex. I made sure that no one slept over so when Kate returned from Erin’s there was no evidence of my sexual escapades.

I didn’t date during the week and Kate and Erin exchanged weekend sleepovers at each other’s homes, so this Rule provided me with a few fucks a month. But it wasn’t really enough to keep me satisfied. After re-starting sex, I really needed more.

Meeting men was another problem. I was too old for a bar pickup scene, and never was one for that when I was younger. All of the men I knew in my social circle were married, and I wasn’t going to break up a marriage – I knew the pain that caused.

My office had a no-fraternization rule, which meant that most of the men I knew who weren’t married were still off limits to me. I considered in half jest commenting that at least there was no “sororitization” rule, meaning I could date women in the office but not men, but didn’t think the management would appreciate the humor. And I did need something more than a strapon fuck from a woman. Hell, I pretty much had that with my own toy. It was a real man, with real balls behind a real cock that I craved again.

So, I signed up for internet dating, and did a lot of left swiping. I had several dates using the service, but none of them seemed right for me. The sex was good, those few times that Kate was out of the house. As far as I knew, she didn’t realize that I was having sex with the men I was going out with. But I was still left with an empty feeling. My itch really wasn’t satisfied.