My first milf was 53 and I was a fresh 21. Met her at a slightly more upscale bar attached to our local mall. Her husband sent her there with a bunch of cash to do Xmas shopping.

Turns out it’s about an hour and a half away from her house so she usually gets a hotel room for the night. Just so happened to be across the parking lot of the mall. We chat a good bit through the few drinks we had. She asked me if I would help her to her room with all her gifts. The whole time talking to her I was playing out in my head how I could possibly make anything happen. But still thinking she was married and all, nothing would happen.

I agree and we go to her hotel. Up to the 5 th floor and I bring in all the bags and boxes. She says I suppose you’d want a tip for all that huh? I said well if you’re offering one, that would be great. But not needed. She said how about a nice kiss on the cheek for a sweet man. I said that would be wonderful.

After the kiss on the cheek I guess I either blushed or looked a little let down. She asked if that wasn’t what I had hoped for. I said it was great, but kissing on the lips is much better. She agreed and asked if I would mind another kiss. I said I would love one. So she came over to me and kissed my lips. I kissed her back. She pulled away once I put my hands on her back and said that I’m a good kisser and all the other young girls should watch out. I told her, they don’t kiss nearly as well as you do.

And to date, probably the best kiss I have ever had. She said there’s no way I could find such an older woman attractive. She then said my mother was probably her age. To which I replied that my mother was a good bit older. She said well then, I guess I could give you another kiss to remember her by. This time we kissed a bit longer. She let me hold her close this time and my hands rested just above her ass.

We started to kiss more and heavier. She slid one of my hands to her ass and I have it a squeeze. Still quite firm. She complimented me on my young and fit frame. Said she would never think a young man like me could ever desire someone like her. I replied saying that she has no idea what she was doing to me. To which she asked what she was doing? I said that she was really sexy and quite the turn on for me. She acted surprised then came closer and kissed me while feeling my crotch. Then as she was kissing me she let out a little moan while touching me.

After that it’s was all systems go. Her hands down my pants and trying to undo my belt as she flipped her heels off and then her pants as well. By now I had a good idea of what was going down. I took the opportunity to fondle her breasts and slide my hands in her bra.

She pushed me to the bed after my pants were undone and said to sit and relax. She knelt in front of me and took my cock in her mouth and hands. I can still see her wedding ring blinging in the dim overhead lights as she sucked me so good. In between sucking me I managed to get her shirt and bra off. She had some large but slightly sagging tits with freckles on her chest and a tanning booth tan with no tan lines on top.

I could tell she was trying to get me to cum in her mouth but I wanted more. So I grabbed her mouth and guided it up to mine and we kissed more and I leaned back onto the bed and pulled her with me. She was straddling me as we kissed. I could feel how wet she was. Omg it was absolutely thrilling. As we kissed she was grinding on me. I kept trying to aim my cock closer to her pussy hoping she’d let me in. At first she was saying she’s a bad girl and shouldn’t do that. The more we kissed the more she ground into me.

At this point it was getting uncomfortable with her panties still there. I told her if we don’t do something about that, I’m going to end up raw. She as we kissed more she slipped them off telling me I make her feel like a naughty hooker. I said that’s so sexy. As she adjusted herself, she grabbed my cock and slid it around her kissy getting it all wet. She leaned in and asked if that’s what I wanted. I said yes please. She said are you sure you want this with an old lady, I said I’ve never wanted anything more in my life.

And with that, she sat back on my cock and slid me inside her. She eased her way down and paused at the bottom and just was soaking it all in. Her tits looked so amazing in the dim light. We fucked like that for a while and she sat up and was grinding on me hard and fast.

As she got faster and faster she said she was gonna cum. And I dug my cock in deeper and that’s when she squirted all over me. First time that’s ever happened to me as well. I absolutely loved it! Almost came right then and there. After that she laid forward on me and wanted me to get on top. Which I did and we continued to fuck missionary. I couldn’t last any longer. I told her I’m close and asked where she wanted me to cum. She said anywhere you want hunny. I said even inside you? She said if that’s what you want. I shook my head yes and she said then have at it my love.

Didn’t take much longer till I was cumming like crazy inside her pussy. Some hot married milf pussy at that. After I finished, we laid there feeling it all and kissing. After a while she said she wanted to shower and that I could join her. I joined and helped wash her sexy body. After that, we got dressed and she said I needed to get going as she needs to call her husband. I asked if I could see her again. She said check out time was at noon and she’ll be there till 10am. I could come by before that if I was feeling daring. You better believe I sure did come back for more. This time we got to play a little more and mixed it up a tad. But that’s a story for another time.