Hooking up in college, with the help of a Milf. [MF]

Okay hopefully I will keep this short. Freshman year of college I became friends with a cute girl (Jess) who I just happened to hold an umbrella for her b/c she forgot to bring one. (IK romantic) It quickly became more than friends as we began hooking up 1-2 times a week. Everything is going smooth until the beginning of December when she starts pushing hard for us to become a couple. I was fine with it, she was cute, friendly, smart, the whole works.

Over X-mas break I get invited over her house, we lived only a half hour apart. As soon as we walk through the door, the mom (Let’s call her Katie) almost runs me over, gives me a huge hug (an extremely intimate hug considering we just met). And to put the cherry on top of the awkwardness sundae she feels up my bicep as she is pulling away.

Some background on Katie, divorced from a super-rich, attorney. Total blonde trophy wife, that works hard to stay in shape and young. (Later found out she dated some guy that no homo was sexy and was still in his late 20’s) Dinner was fine except that Katie kept sliding in comments about how attractive I was and how cute we were. Those comments said once are harmless but repeated five times each is creepy. But I shrugged it off at the time.