This was over 10 years ago I was 23 at the time, I was single, had been with a few older women prior but Victoria was the hottest. Victoria (fake name) mid 40s was actually the woman at work who trained me. She looked similar to milf Mandy Moore. Mid 40s, two divorces. One son whos older than. She’s tall, toned body. Not very curvy but really long legs. She was very shy, every client flirted with her. A conservative mom, disliked Obama. She post things about capitalism vs socialism haha.
She had just split from her 2nd husband. And it was our office halloween party. Her husband was supposed to go as a Bee and she as a pot of honey. Obviously no husband so shes a pot of honey by herself. But it was a sexy costume but not slutty if u know what I mean. I was a police officer.
After she trained me, we didn’t really have many in depth convos. But she was always friendly to me.
This night, halloween was a night for her to have fun. She was definitely more out going and talkative. She asked me to dance, and we danced a lot. She actually knew what the superman dance. Many songs. And one slow one. The convos on relationships did go into detail but no sex talk. Actually, I change that comment. One topic came up about blowjobs. She said she doesnt give blow jobs. As she broke hre jaw many years ago, to the displeasure of her ex husbands. Was this a legit reason or an excuse to not give blowjobs? She said her jaw would get too painful if its open too long.
As the night went on it was getting late. She invited me back to her house JUST to have a few more drinks. Her friend and the friends boyfriend would be coming.
Her friends actually one stayed for 1 – 2 drinks then got a cab. As soon as the door shut I went in and kissed her.
I wish I could describe better how hot this was better. Making out with an older woman up against walls. Pushing against tables. Making it to her bedroom and underdressing her. Victoria stopped at one point to say shes never done this (idk if she meant younger man or one night stand), this must be a secret. She then kissed me more and gave me a hickey (which my mom asked if I had a GF when she saw it a few days later “so who is she” she said pointing to me neck lol)
As we got naked and kissed I realized I had a bit of a problem. I wasn’t getting that hard at all. I blame it on nerves.
MY plan was to go down on her till I was hard. I kissed her neck and licked all over, working my way down. A handful of tits that held up well with age. Not big but not flat. Her nipples were soft pinkish. And her long legs mmmm. Powerful thigh muscles against my ear.
Victoria had been sweating and dancing all night. So she had the lovely musky fragrance. Cleaned shaved bald not a single pubic hair. Her pussy was small and lips tucked in. Tasted like the best honey pot I ever tried.
While I was eating her out I was jerking my dick off to get hard. I did the ABC method on her clit and idk how long I was down there. 40 minutes, couldve been a lot less but seemed long. Finally I cooled off and I started getting hard as she got louder. Victoria arched her back once then then spasmed. Squeezing her thighs on my ears that muffled the noise of her yelling. Then did the same thing again so she claims she came. She said “thats so romantic to take the time to make her cum”.
I mounted between her legs. Before I entered she said she wasnt on birrth contol and no condom. But I said I would pullout. Victoria said youre gonna be a a full time dad if u get me pregnant haha!
I slid right in, still tight and very slippery. I felt kinda bad cuz I dont think she enjoyed tasting her own juices on my lips. She kissed me but didnt keep making out. I also was sweating bad from trying to eat out while jerking off. I definitely dripped sweated on this hot momma.
I didnt last long but this was the best part. I could tell i was going to get there soon and warned her. When I went to cum she said wait… held my cock and directed me to the edge of the bed. Victoria said this is how I can finish since she doesnt suck it.
She laid on her back and let her head hang on the edge of the bed while gravity natural held her mouth open. She then jerked me and licked the tip a couple times, and I came on her face neck and tits.
We slept together and she bought me dunkin donuts in the morning.
I fell sorta in love/crush with her. We had an on/off thing for two years when she would break up with men. IT was sorta known we had a thing when single. But honestly 23 and 45 wasnt gonna be long term ever tho I wanted it to. She dumped me once when I was getting feelings, and I turned her down one night when I started dating my wife.
We dont work together now, she moved out of state now, and remarried. So she has her son and step kids now.
Like most men, I had a thing for older women. And after college when I got my first job I had a good run with women older than me by just putting myself out there in these potential situations. Victoria was the most attractive I had been with, and Halloween so felt like sharing. Maybe i’ll share some more…
Source: reddit.com/r/gonewildstories/comments/qjojrf/the_time_i_23_m_slept_with_a_divorced_milfy
Tell us about your other adventures my man!