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I used the internet to explore my sexuality in the late 90s and early 2000s; the MILF that taught me to like panties pulled to the side...
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In my last confession, I wrote about a rendezvous I had in the early days of the internet with a married woman who was willingly shared by her husband.

At the time, as basically a young 20 something year-old guy this seemed mind blowing - I mean everything you are told growing up was that you got older you met somebody got married and settled down with them. Now, here was somebody that had done those things, but was still being very sexually adventurous.

In some respects that really lit a fire further for me in my curiosities and returning to those chat rooms, I would often talk with women, single, married, in relationships - it didn't matter - and learn about what they really liked in bed. I also started to really wonder what if people do in their own homes - going down a huge voyeur porn kink - do women walk around casually in their panties and tank tops, not saying like sexy say in the movies- but in a comfortable way, or they fully dressed at home, or do they those that choose to go nude.

Next, I met a woman who described herself as a MILF, which in the 90s and early 2000s was a newer term, but as a young man, I certainly started to realize that there were a lot of hot mothers that would be a lot of fun and that pushed my curiosityu about mothers and women in general... wondering if women though about what panties to wear at depending on what they were doing, how they keep their sexual charge alive and what do they learn to want and enjoy as they got older.

So, the MILF and I kept chatting actually for sometime and schedules would never allow us to meet until this one afternoon. I distinctly remember she sent me a message. I think it was email and said that she was available that afternoon or that evening.

I remember kind of rearranging in my mind what I had to do that day and I remember thinking about what this woman look like she told me she was blonde 5 foot 36C (a new bra size to experience) and that she was fit and worked out.

Naturally, when I heard from her and she was available that evening that image ran through my head and so as a rearranged my entire afternoon, I ended up going home showering and getting changed and jumping in the car around 6:30 in the evening.

As I drove I felt a range of emotions. I was of course excited - this was a self-described MILF that was welcoming me into her home. she got her kids out for the evening ....and I showed up must’ve been about 7:30 and she opened the door and she was a MILF. Maybe she had a few extra pounds but she was certainly a MILF. I remember looking around her house and she greeted me and gave me a kiss. It was a little awkward, but we kind of embraced each other and started to kiss and then she very quickly took me down the hall. It was a ranch house and she took me down the hall and the bedroom was on the left side of the hallway and I threw her on the bed and she pulled my pants down and sucked my cock like there was no tomorrow.

It was amazing. It was probably the best and most energetic blowjob that I had gotten to that point I remember flipping her over getting on top of her and kissing her, rubbing my hard cock along her slit - she answered the door in really short shorts and a sweatshirt, and she had some lacy panties on under her and a lace bra; those garments gone missing over the course of time... until for a while in just panties.

I remember putting on a condom and slowly pushing her panties to the side and into this MILFs pussy and it was the warmest most amazing wet pussies I’ve been inside and I just pounded her and I would come, and I would come again, and again and then finally I took the panties off and put on a new condom - and give her one last load and doggy style and then I got dressed so quickly and ran out of that house - actually and didn’t run out of the house. I told her that I had a toy in the car that I wanted to use on her she was super excited.

I ran down the block to my car. I got in my car and I sped all the way home feeling like I had just robbed the bank.

I had just learned and confirmed that MILF pussy is actually the best pussy in the world; and I had developed a new kink - pushing panties to the side.

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5 months ago