My greatest accomplishment (Co-worker MILF)

At the same company where I had the Christmas party there was a co-worker I liked. She was tall with glasses and at least a D-Cup! She went with me to a bar after work one day where I started bragging to her about what I was packing in my pants. She was a single new mom so it was hard for me to get her alone lots of times. One time I lured her into meeting me to go to the movies. I tricked her into coming over my apartment first and we never made it to the movies. I got in her blouse and bra and started sucking on her overdeveloped breasts and nipples while fondling her legs. (I think she knew I had a hosiery fetish and wore a skirt and hose). After some fun above the waist she said she had to get back to her daughter. As she stood up I was overcome with lust and dove at her feet, hiked up her skirt to her waist and kissed her directly on her crotch over her pantyhose and white panties. She replied in shock, "Don't do that!" and fled my apartment.

Later she called me and i apologized. She forgave me and admitted when she got in the cab after riding a while she looked down after realizing something was wrong and saw there was a puddle between her legs.

The next time she visited my apartment it was on. I got her into bed and was really enjoying myself and began to french kiss her when I noticed something wrong. Now as I said she was tall and was in good shape (she used to play basketball in college) and had recently given birth. There was a tear coming down each eye! I wondered if she had regretted giving it up to me so easily and asked her what was wrong. She replied, "i'm in a lot of pain. Your penis..it's cutting into the wall of my vagina!" Instead of being a gentleman and withdrawing I decided to capitalize on this moment by thrusting and pumping even harder, pinning her more to the bed. Sadistically I comforted her by lying "You should have told me sooner! My pleasure isn't worth your pain!. I boned her and boned her without letting up. I stll recall with glee the squeaking of the mattress springs and her terror filled eyes. Finally she cried "Please. Show me some mercy! I'm a mother!" With those words I nearly made her a mother again.