Helped By The Widow

A follow-up to my earlier story about Nelly: I was passing through her town again a few years later after moving again, and looked her up only to find that her husband had just been killed in an automobile accident. She confessed that he was a great risk-taker so this wasn't actually much of a shock, but it was still very disruptive to her life, especially with an infant son. She had a very spacious and new suburban home and was funding it through payments she got as a widow, but still feeling a bit over a cliff. But she was glad to see me and invited me to stay the night. When I knew her earlier we had dated just a little bit but mostly engaged in mutual masturbation earlier, very little intercourse or oral sex, so I wasn't expecting much. But she knew I liked porn so she showed me where to find it on her computer and left me to chat with another friend who was visiting her that evening. After a while she came back though and asked if she "could help." I was surprised by this, but perhaps shouldn't have been since she was very direct about sex and practical. I said that would be welcome, so she sat next to me and stroked my penis as I cycled through the porn pictures on her hard drive. I asked if she could sit in front of me, and she did, with a towel on her voluptuous chest.

My glances kept moving from her ministrations to the cum facial pics on her screen, and I felt I was having the best of both worlds between the fantastic porn online and her wonderful warm hand. I very much wanted her friend to come watch but Nelly didn't think she was interested; still, it was interesting to know she was in the next room waiting for us. Finally I got tense and started ejaculating in Nelly's hand while she watched me almost completely impassively. She finished me off and let me into the guest room where I slept off my orgasm.

The next day she was taking care of her infant son for a while, but then left him alone for a bit while she came into my room and let me tit-fuck her for a while. I asked her if she had ever let a man cum in her mouth, and she said that happened just once, on a recent date after her husband's death where her date had pushed her head down into his lap and held it there while he came down her throat. I knew she was adverse to doing that years ago, and was surprised she didn't have any particular reaction to this, just describing it neutrally. But this was exciting news, so I asked her to sit on the floor in front of me again. She held her towel, but I asked her to suck me so she did. I let her run the show for a while but watching my shaft slide into her cute face was incredible so it wasn't long before my orgasm approached. I grabbed her head and pulled it into my cock; this gagged her slightly so I let up and just held on enough to direct her, controlling the pumping while keeping my dick inside her mouth while I ejaculated. She grabbed my legs and held tight, closing her eyes and whimpering slightly as I squirted my cum into her mouth. Finally she looked up and started pushing away. I thanked and she said "you're welcome," not smiling but not angry, just accepting things. I soon headed out to finish my trip home.

I saw Nelly a couple times since then, but only briefly, like having lunch on the way through. Later I got the impression that she had turned into a Trumpian fascist, which didn't surprise me because she was always a bit of a thoughtless, trailer-trash type, but still left me a bit sad. So I'm glad I didn't try to make more of our relationship, but man she gave me some hot times.