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Charlotte  

stirling7860 63M
6 posts
4/5/2014 9:42 pm
Charlotte


Back in my early days of single-fatherhood, I’d spend a goodly amount of time finding women to chat with on Yahoo Messenger, it filled my days when I wasn’t PTAing or busy with a myriad of other chores as a single dad of four young . Back then, you could do a search of Yahoo Profiles and sort the results by sex, age, location…just about any basic info. I came across Charlotte one day and we struck up a conversation. My recollection is that we got along quite well and eventually the conversation was very sexual. We chatted for at least 3 or 4 hours…most of the time I had this raging hard cock in my possession. Eventually, we calmed down long enough for me to ask her to coffee. That night. She didn’t live far at all, so we picked a Starbucks between us.
We met at 8pm. I know this still to this day because the date was only supposed to be an hour long and Starbucks closed at 9pm on weekdays. My recollection of the actual date was that I must not be a very good date at all. I remember me doing all the talking…engaging her eyes…and pausing for input and conversation and not getting much in return. I honestly thought, as the employees were shooing us out (they didn’t really, but, they obviously were in cleanup mode), that we weren’t very compatible at all…she just wasn’t interested or something was wrong. I lead the charge out the door and walked her to her vehicle.
To backtrack just a little, my dating experience at this juncture wasn’t tremendous. I’d been on a few. Even had sexual encounters a few times prior to meeting Charlotte. But, I was still very new to the dating scene. I’d been widowed just over a year and mostly busy raising and focusing on my . I wanted to have a social life—but, it was difficult to manage it all. Looking back, I now understand that Charlotte was probably shy and more than likely very interested in me. I read all her silence as uninterested when in fact, she was. I just didn’t understand her type yet.
It was a cold, drizzly November evening. The sun long ago set. There was a little wind too adding to the miserable night. I turned to Charlotte, in her not-so-protective jacket to give her the compulsory hug and “thank you” and was met with a mouth-on-mouth kiss. I was shocked. Why was she kissing me? I thought she was disinterested! The kiss continued and continued. Soft, wet and slow. She was tall…nearly as tall as my 6 ft (I don’t recall if she were in heels…I don’t think she was though). My cock grew in my jeans. My hands went up her back, under her sweater caressing her. The make-out session continued on and on. Her hand at first rubbing my hard-on over my denim, then, suddenly she pulled the waist out and away from my skin and the head was there; wet with precum at the tip…she bent at the waist and engulfed the head and as much more that she could get to given our position standing in Starbucks parking lot. Drizzle and all. I was rubbing her round ass through her jeans and….well…after a moment I said, “can we get in my car? I’m freezing and I know you must be as well.” We moved to my Suburban and I cranked up the heat. Modern vehicles are not the best for making out…including this monster of a beast. But, I leaned over to lower her seat so I could kiss her more. Her breasts were amazing--large and full—perfect really. I had exposed them while outside making out earlier, suckling them in the cold rain. Again, here privately, they were available to me and divine. Large erect nipples sitting atop a globe of white, soft skin. Heavenly! My hand made its way down her pants and panties and explored her moist pussy. My only regret is that I didn’t have the ability to go down on her here in this position. Her hand was unbuttoning me and stroking my cock fully now. And presently, I leaned back and she engulfed my cock into her mouth. All 8” and sucked me off. Now remember, we had chatted for a great length of time, hot make-out session in the parking lot in the rain and continued here in my SUV. Needless to say, given her prowess for sucking, I didn’t last a tremendously long time. She swallowed every drop. It was erotic and sexy and amazing all rolled into one.
We witnessed the baristas leaving about this time. I don’t know that they gave the extra vehicles in the parking lot too much notice. But, it was now just about 10. I lit a cigarette and gave her one as well. We did some small talk (I honestly don’t recall the conversation). Eventually, we decided that it was getting late and ought to call it a night. I walked her to her car and she mentioned something about losing her lighter in her minivan on the drive over. She opened the passenger side of her car and leaned in to search the floor there. I was directly behind her and her ass…well, it was THERE. I was caressing, rubbing and becoming aroused again…as was she. The rain had stopped by this time, thankfully. I reached under her and unbuttoned her jeans and yanked her pants down. I was fully hard again and took her. Standing. In the parking lot of Starbucks. My cock was pumping in and out of her pussy while I fondled her back and stared at that round ass. She came and I came again. It was an amazing first date and evening and I’ll never forget it.
I never saw her again. It was a huge mistake on my part. Regrets for me are not typical, but, not dating Charlotte, after much hindsight is one I do have. She was pretty, not gorgeous. She was amazingly sexy and sensual. It may not have worked out for a long-term thing…but, I do wish that I’d have explored the possibilities a bit more at the time. Wherever you are Charlotte, I sincerely wish you all the best and hope you’re with some incredibly lucky man who makes you happy!

liplock74107gal 65F
83 posts
7/23/2014 10:39 am

Yum. Then take a shower and do it again only with your mouth.


Classynreal 63F  
2 posts
9/25/2017 6:54 pm

Here's hoping that a new Charlotte enters your life and you give her a chance!!


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