Once again a brief background about myself, I am now 30, Asian, 59 140 athletically-built. This is a story about my 2nd encounter with a MILF, who was a co-worker.
Here was my 1st story about my 1st encounter with a MILF: http://ift.tt/10vPzbQ
To give a little build up, I was 23 at the time working at my 1st job right out of college. The company is a very large company (Food/Beverage – 20,000+ Associates, 500 Corporate), so the atmosphere there is very high school-like. Every department has their own groups of people who hangout outside of work, so I made a lot of friends being in the "young, new employee" group. About twice a month, we would all get together for happy hour after work or we’d all meet up on the weekends at a bar or club. After about 6 months working there, I became good friends with about 5 colleagues.
On one occasion, I was invited to go out to happy hour with a group I wasn’t too familiar with besides being co-workers. I knew about 3 of the 10 people, so it was nice to meet new people and expand my drinking group selection. While at this happy hour, drinks are flowing and everyone is real friendly and I now feel comfortable being myself around these people. I’ve always been attracted to older women, so 1 particular lady stood out. She was a manager at the company, but not in my department, although I don’t think that would’ve stopped 23 year old horny me. She was Asian, 35, slim, had 2 kids and was going through a divorce. She wasn’t really my type (as I preferred non-Asians), but she was a MILF and she was fairly attractive. I’ve never had many problems approaching Asian girls, so I began flirting with her throughout the night, but she wasn’t returning any advances. I wasn’t too pushy as that was the 1st night we met, but I did want her to know that I was interested. I did end up getting her #, so it was a little success but I knew I wanted more.
After hanging out as a group a few more times, I finally asked her one viv tomas night for us to get drinks and dinner. She was hesitant at first and kept asking me why a 23 yr old would want to hang out with a 35 year old lady with kids. I kept chalking it up to, that you’re very fun and I enjoyed her company (which she was and which I did). One night, she finally agreed to have dinner. On the night of our arrangement, she suggested to meet at a strip mall in our city and then she will get in my car and we go to dinner. I did find that odd that she didn’t want me to pick her up, but rather meet somewhere random and then get in my car. I later find out it was due to her pending divorce and her crazy ex-husband.
So while we’re at dinner, drinks are flowing and she is starting to loosen up, which turns our conversation into a more flirty nature. There were no talks of hooking up, but she was definitely interested. We lesbian viv thomas finally finish up dinner, having a few more drinks before we decide to leave. As I’m driving her back to her car, my mind is thinking "well nothing is going to happen tonight, but at least the seed is planted", when she reaches over to hold my hand. Now, my mind begins running through every option from "this is going down" to "I don’t want to date, what the fuck am I doing". As I’m pulling into the lot, I look over to her to thank her and hope she had a fun night, when she makes the 1st move and we begin making out. The kiss lasts for about 2-3 seconds, before I realize I am driving. So I break it off to focus on not hitting some random lamp pole and park next to her to continue the make out session. As we’re making out, I reach under her shirt and bra to feel her amazing nipples. She was definitely an "A" cup, but Asian women have the pointiest, perkiest nipples around. I take her shirt and bra off and begin sucking on her nipples, while hearing the hottest moans/sighs of relief. She asks us to move to the backseat and without hesitation I quickly jump back there and in my boxers in probably 5 seconds flat. As I am reaching to get to her viv thomas porn pussy, she does stop me to tell me that she is on her period, but she does ask if I would like a blow job. I might’ve gave a big Tiger Woods-like fist pump or it might’ve been in my head, but before you know it my cock is out and she is rubbing it and licking her lips preparing to dive in. I lean back and get into full relaxation mode, as she starts sucking my cock with the wettest mouth this cock ever experienced at the time. It was amazing, but since I had also been drinking I knew I wasn’t going to cum unless I fucked her. So about 5 minutes into this blow job, I nicely ask her if she was down to peaches viv thomas have sex even on her period. I guess she was very horny too, as there was no hesitation on her part. She removes her pants and panties and asks me to turn around so she can remove her tampon… this is where I was a bit turned off. But what was I expecting when I asked a girl on her period to have sex. After putting the condom on, she climbs on top of me riding me as I am sucking on her beautiful nipples. I move into missionary position, as I love doing the pounding, and what felt like 10 minutes I finally bust into the condom. I pull myself off her and remove the condom and toss it outside my car (I’m sorry for whoever had to stumble on that the next day). She goes back down on me and begins sucking my now flaccid penis. After a few minutes, I am hard again, but I knew I was running on empty so I did let her know and she stopped. We made out for a few more minutes, before she realized it’s 1:30 AM and that she needed to head home. It was the 1st time I ever had real car play and it was definitely a drunken hot hookup with a horny sex-starved MILF.
We hooked up for about another 3 months. One time we were even caught by other co-workers, as during another group happy hour hangout, we both wandered off and she was giving me a blowjob in the car. Eventually things came to an end, as she wanted to start dating and I was not looking for that. After things ended, we never hung out in the same group again and things we’re very awkward at work. Luckily it was a huge company, so we didn’t run into each other very often. Nonetheless, I learned my lesson on never shitting where you sleep.
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