Red's Story
It's been a long time since I updated this blog. Between the seasonal year-end workload and the social and family responsibilities of the holidays I just haven't had time to either play or write up some of my more recent experiences. However I had a hot encounter yesterday which definitely deserves a writeup.
I was messing about in chatrooms as I sometimes do and struck up a conversation with a woman. I generally don't get into that whole chatroom experience too much. Besides the obvious problems of men posing as women I find online chat a terribly slow and awkward way to communicate. Maybe it's because I type fast and am impatient with the lag. Anyway, that afternoon I was idly checking out the conversations on a geographically local chatroom for no particular reason.
One thing led to another and I started chatting with a woman - let's call her Red for soon to be obvious reasons. We flirted a bit, she asked for my picture and I directed her to my profile. She said I looked very "European", meaning it as a compliment, though I'm not sure what prompted that connection. In due course I told her about my little hobby of enjoying carnal encounters with women and about this blog. Her interest was piqued and she said to hold on for a bit while she went off to read my scribblings.
After about fifteen minutes I got a private message from her saying the blog really turned her on. Being the quick on the uptake lad that I am, I immediately suggested that we should meet. She in turn asked, what did I have in mind? I suggested the standard procedure of first meeting in a public spot to get acquainted a bit better. After determining that she was located reasonably close to the South Bay I suggested a place to meet that evening. She agreed, but said she didn't have a lot of time.
The place I chose was a local Barnes & Nobel bookstore, mostly for my own personal convenience because I wanted to do some browsing for new books and music anyway - I was too busy during the holidays to keep up with the latest releases. It had a large parking lot where we could go to talk privately when the time came. I told Red to meet me in the Travel section at the designated time, since we were both on a journey of erotic discovery. Besides, the sex books aisle would have been far to unsubtle for this sort of thing.
I got there early to do some browsing. By then the rain was pouring down though it was reasonably warm. When I got there the parking lot was half deserted. After thinking it over I parked in the back of the lot. There were plenty of cars there but not much light, and thinking back to J's story I figured that if she doesn't have much time maybe I should do some advanced planning. As it happens it was definitely the right thing to do. At the appointed time I was hanging out in the Travel book aisle, holding a copy of de Botton's The Art of Travel just to make sure she would recognize me.
After a bit I noticed a woman strolling over matching the description Red gave me when we were chatting. She had dark red hair falling down past her shoulders (dyed, brown roots) framing a square but pleasant face, with large blue earrings on either side. She had gray eyes, thin lips accented by bright red lipstick, and reached to about my height with a relatively slender figure. She looked to be in her late 30's or early 40's, with that kind of maturity in her bearing which you see in women that age. She was wearing a dark cotton jacket over a blue silky blouse, a black skirt reaching to just above the knees, black pantyhose and a pair of sensible flat black shoes with pointed toes. She strolled up to the Travel section, our eyes met in recognition, we smiled and greeted each other.
We exchanged some pleasantries about books and such. I really wanted to ask her about what turned her on and I suggested we find a quiet spot to talk. The place was pretty empty and it was raining outside, so we found a couple of chairs in a remote corner of the store where we would not be bothered.
She asked me the usual questions which I answered honestly and I asked her about what she was looking for. After some hesitation she told me that she was married with kids, but that her sex life was boring lately and she was tempted to try some extracurricular activity, but was rather nervous about it. The idea of a secret assignation with a stranger really turned her on, but she didn't want her husband to find out. On the sexual front she also liked somebody who was a take charge kind of lover, something I gather her husband was not particularly good at. I asked if she liked her ass played with, and she said she hasn't really done much in that area, but was open to experimentation.
At this point it was kind of late, close to 9:00PM. She confirmed what I already knew, that I couldn't really ask her to go home with me for an hour or two of vigorous rogering. Whatever excuse she made for her absence would soon run out. So I did the obvious and asked her to follow me into the parking lot. She actually hesitated, blushed and wouldn't meet my eye for a second - how cute! - but then wordlessly rose to follow me. Needless to say, the resolution of the moment made me very horny.
When we got to the door she hesitated again. It was raining pretty hard and neither of us had an umbrella. I said "Let's go to my car" and took her hand, and she followed me. We walked quickly to the back of the lot where I was parked and got in my car. After we closed the doors I told her firmly to remove her panties, at which point I got a pleasant surprise. She spread her legs and pulled up her skirt revealing a dark tangle of bush. What I thought was pantyhose were actually a pair of dark stockings - she was not wearing any panties! Red was obviously quite ready for the possibility of action despite her earlier hesitations.
It was dark and the parking lot lights were not close so I could not see more then an outline of her bush, but her thighs gleamed in the dim illumination. I reached down to stroke her pussy and she thrust out her hip to let me feel her. Yes, she was quite wet and my fingers slipped right over her clit and into her. I fingered her for a bit to her obvious enjoyment and then instructed her to pull down my zipper. She reached over and awkwardly maneuvered it down. My cock was semi-hard at that point and she felt my through my underwear. I moved the underwear aside and my dick felt air and her warm hand stroking it up and down. After a moment I told her to finger herself while fondling me, which she proceeded to do. She seemed to be really getting off on me telling her what to do. I helped her stroke my dick, grasping her hand and pumping it while she played with her clit.
The next obvious step was to instruct her to suck me. I told her I wanted her lips on my dick and liked the idea of getting sucked in the parking lot. I wasn't sure if she was ready for this and indeed I could see some hesitation on her face, but then it looked like she had reached some sort of decision because she leaned over to stick her face in my crotch. I told her that it would be easier to get on her knees on the seat because of the arm rest between us, and she did so, still with her skirt hiked up. Somebody passing by would have had a great view of her ass out the window, but it was dark and rainy and there was no one about to enjoy the water-blurred sight.
The blowjob proceeded pleasurably apace. After a bit I told her that it was my turn and instructed her to turn around and present her ass to me. She did so a bit awkwardly in the confined space and I proceeded to lick her pussy from the back while stroking myself. She kept a lookout for any passing traffic while I tongued her, tasting the musky natural lubrication. I licked her pussy for a bit then told her I wanted to lick her ass and told her to spread her cheeks for me. She reached back slowly spread for me, and gasped when my tongue touched her and when my thumb entered her pussy. She was all clenched up at first but after a moment my fingering must have had a salutary effect because she started loosening up and clenching both her pussy and ass. She was clean and sexy and smelled wonderful.
It was kind of an awkward and exposed position so after I got a good long taste of her I said I wanted to cum and instructed her to sit back in the seat and start playing with herself. She asked if I had a condom, and I said yes, but that fucking in the car would be awkward and it was too rainy and cold to do it outside with her leaning against the car. Besides I was horny and wanted to get off by now. We both leaned back in our seats. She licked her fingers and started to tweak her clit at a fast clip and I started jacking, both of us watching each other.
After a bit I said I was close and asked if she wanted my cum on her face, not really expecting a yes but figuring I'd be a gentlemen and offer. She surprised me again and breathed "yes, that would be so hot" as she continued to work her clit. I got closer to cumming and told her to get her face down near my crotch. She bent over me, and I moved her head so that she was perpendicular to me, her face across my knees with her left side facing up. I grabbed and pinned her head in place with my left hand and proceeded to jack off and cum over her cheek. She kept her lips and eyes closed when I came but gasped when my warm cum hit her cheek.
After I was done and spent, and just idly stroking my cock she sat up, with the cum on her face, leaned back in the seat and went back to playing with herself. I love to watch women build up to and have an orgasm and she did just that, silhouetted in that dim rainy light, with the windows starting to fog up and the musky smell of our sex pervading the whole car. She came moaning quietly and thrusting several fingers into her pussy as the contractions took her.
We sat there for a while, she spent with my cum on her face, me feeling up her thighs and wet pussy. Eventually she grabbed a Kleenex and wiped her face leaving lipstick stains on the paper which looked dark in the rainy light. I cleaned up my crotch. Later I found some of her lipstick on my pants and had a moment of very hot reminiscence. I made it a point to tell her that she had just had nasty sex in a parking lot with a stranger and that I hoped she really liked it, because I sure had. Her face split into a wide grin and she said it was really hot - she especially liked giving me the blow job.
At this point I needed to take a leak which gave me a wicked idea. I told her I needed to go and said I wanted to see her do the same. "Can you go right now? Outside in the rain behind the car?" She considered this for a second then said "Sure, I can go, but I don't want to be caught". "There's nobody around and it's dark, don't worry" I said "Come on let's go". We readjusted our clothes, took a look around that nobody was in sight and got out of the car.
By then the rain had let up a bit, though it was still wet. We went behind the car, on the side away from the bookstore. There was a housing complex behind a wire fence behind us, but it was not close and there was another parking lot between the fence and the houses. The spot was dark, near a tree, shielded by the bulk of my car, there was nobody around, and in the dark and rain we would not be seen anyway. I whipped out my dick and proceeded to piss on the shrubbery behind the car. She came over to my side and squatted down, lifting her skirt off her ass. It took her a moment to get started. We looked at each other as we both pissed. I finished first and let her look at my dick while she finished.
As soon as she was done, I quickly stepped up to her, lifted her to her feet before she could react and bent her against the car. I squatted down behind her, pulled up her skirt, and proceeded to stick my tongue on her wet and fragrant pussy. It took her by surprise but to her credit she went with it and I tasted a mix of her sex and piss flavors. It was great. After I had my fill I stood up and pulled down her skirt. My dick was still hanging out and she reached out to grasp it looking at it and stroking it gently. I asked if she wanted to lick it clean but she shook her head with a smile.
By now we were both somewhat wet, but not too badly because the rain had been letting up all this time. I kissed her quickly and told her that this was hot and I really wanted to get her in a more comfortable bed. She said she was also interested. We agreed to set up another more leisurely meeting and I told her that I would write up this experience for the blog - here you go Red! I walked her back to the bookstore where she wanted to go to the restroom and clean up a bit before heading home to "sneak in the back door".
This was another parking lot quickie, but fun and delightfully nasty as it was, I still would rather be comfortable in the bedroom. So I'm really looking forward to having a nice leisurely screw with Red and maybe introducing her to some of my toys.