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(M)y (F)irst MILF | 2016
My first time posting a story, so bear with me...
A little background about myself: I am now 30, Asian, 5'9" 140 athletically-built. I've always has trouble getting non-Asian girls, and what made it worst is non-Asians are the ones I'm most attracted to. However, this was the time I hit 2 birds with 1 stone - A White MILF.
When I was 22, fresh out of college and just starting a job, all my friends and I would look forward to the weekends and blow our money on alcohol and bars. There was a local bar/lounge that was infamously known to have cougars. The drinks were a little bit more, but there was a live band (70's and 80's cover) and a dance floor. After a few visits, my buddies and I knew right away this was going to be our go-to spot every weekend (and it was for 2 solid years, before shutting down).
The night this all went down began like any other night. After pre-drinking at a friend's house (he was the first of the group to get his own place), we made our way over to this bar/lounge. There was about 6 of us, 2 were in serious relationships, so it was really 4 of us always on the prowl. The night felt the same, getting drunk and being the young idiots at an older crowd's bar. There is no doubt the men there hated us as we always did garner the most attention (good and bad). We did spot 3 women (mid-late 40's) dancing by themselves (1 being hot, 2 are average), while also being drunk and loud. Bullseye! As we walked over there to join in on the fun, I quickly noticed 2 of the ladies casually slide their wedding ring off. I, being 22, did not think much of it... if I saw that now, I'd jump the gun. After introducing ourselves to them, we find out the hottest one has 2 daughters 18 and 19. She is actually the one we all are trying to go for, but she is more trying to setup us up with one of her daughter. As drinks continue to flow and the dancing starts to get heated, some connections are made and I am paired up with one of the average woman. There's some light petting on the dance floor, but no making out. 1 AM rolls around and last call for alcohol is right around the corner. As much fun as I had drinking and dancing, I began to lose interest and I was kind of mad as the night was ending and I put all my focus on this 1 lady and the feeling I got was nothing is going to happen.
Last call comes, us 7 (4 guys/3 girls) go take a shot and finally we got what we were seeking for... an invitation back to one of the girl's place. As we were all waiting outside for a cab, the 4 of us began to discuss who is going after who and at the same time realizing 1 of us is going to get screwed. As we were discussing, the cab pulls up, and one of my friend shoves another friend out of the way and we quickly pile into the cab. A dick move stranding the friend, but to be fair we live in a pretty major city, so it's not a long distance to get home.
We finally get to the girl's place (the girl I dancing with) and I find out she now lives alone and was recently divorced (the other 2 were married). Us 6 are sitting around the dining table, chatting, and having a good time. The hottest one even calls her daughter, put her on speaker phone, to tell her she found a great 22 year old guy (my friend) for her to date. The daughter just says "Are you drunk and hanging out with these guys?... serious, Mom". It was funny, but thinking back, that must've been terrible for the daughter to experience that phone call. I quickly excuse myself to go have a cigarette, and as I make my way to the back yard I realize the girl I've been hitting it off with follows me out. In my mind, i catch her reflection, but I'm trying to play it cool while smiling ear-to-ear. As I'm smoking, we're chatting briefly and the conversation is going well, and that's when she made the move and we started making out heavily outside. She asked me to sit down and she begins to remove my pants and the whole time I am thinking "this is really going to happen... my 1st White girl and she's a MILF". As she begins giving me head, I spot the other 4 people kind of watching with 2 of my buddies smiling and giving me the thumbs up. Since it was decently cold out at night, I ask her if we can move this inside to which she obliges.
We quickly make our way inside and to her bedroom, where all our clothes quickly come off. This when I realized my fascination for older women and why I am, to this day, attracted to older women compared to women my age or younger. Her body wasn't perfect, it had some curves, it wasn't rock hard... yet, that made me turned on even more. I quickly ask if I can go down on her (I was getting my 1st White MILF, I was being polite so I didn't blow it). She happily said yes and that's when I proceeded to have my best muff-diving session, her experienced pussy on my tongue, it was so soft and it tasted amazing. I wanted to please her in every way and eating away for about a good 15 minutes, until my jaw felt sore. She asked to return the favor, but by then I was ready to go so I asked if she was interested in sex, to which she smiled and that was all that I needed. She told me her tubes were tied, so I did not need a condom (score!). Of course, when I look back, how dumb and naive I was to have unprotected sex after picking up a girl from a bar, but at that very moment no one is thinking correctly. She asks me to lie down and climbs on top in cowgirl position and begins to go to town on me. I am sucking on her nipples and gripping her nice ass, while thinking "this is really happening". After about 3-5 minutes of feeling like a King, I feel her slow down and her pussy grips my cock, while she is lightly convulsing. She stops and just lays down on me, while I'm still rock-hard in her. We began kissing some more and I ask if her if she's ready for doggy as I still need to cum, she asks me to give her a minute to catch her breathe. As she gets into position, I began to realize how hot she is with her ass up in the air, so I quickly dive right back in licking up her cum, that coupled with her moans almost made me cum right then and there. I quickly get into position and going doggy-style got her going again and she became louder and pretty much slamming back into me as I was almost like a statue. I tell her to let me do the work, so I pound away and as I'm about to cum I pull out and let it unload all over her ass. I go to her bathroom to get some tissues to wipe it all off her and we lay there, sweaty and satisfied. It was probably all the alcohol that led us to those moments, but afterwards we fell asleep in her room.
When the morning rolled around, I was terribly hungover, so I put my clothes back on and tell her that I am leaving. Thankfully my other 2 friends were sleeping in the living room. I woke them up and we got out of her condo complex ASAP. I did get her #, and after a week I called her up. We went and got dinner, but there was no lust or passion there. I definitely chalk it up to the alcohol and that she was recently-divorced.
I hope this story read well... it's my first time writing an experience and it's no easy-task. I commend all the people who do write amazing stories.
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