Reggie was a bad boy. I knew it when he sent me that sex on the beach in the bar, I knew it when he groped me for the first time in the hallway by the men's room, I knew it when I left with him. My girlfriends were astounded, they never thought I'd do anything like that. I was a year out of my marriage, hadn't dated in all that time, refused any and all lines that were tossed my way.
The sex that night was fantastic! We went to his place, and he knew his way around my body as if he'd had it marked on his cell phone's GPS. I came, and came again, and again! He didn't do anything fantastic (that first night!) just oral and then a couple of different positions. But there was something about the way he grabbed at my tit, or stuck a finger in, that really, really!, turned me on. After we were done, a couple of hours of it, he drove me back to my car, I remember thinking that it had probably been a one-night stand, that I'd never hear from him again. And even though my lady bits throbbed the next day, I wasn't that disappointed. It was just the spur of the moment, I figured.
Then I got the text. Very casual, 'How ru doing - had a great time do it again" I had to stifle myself before I texted back, a couple of very long hours later, 'sure'.
He picked me up the next Friday night, took me to a restaurant, wine and seafood, witty conversation. A couple of times he was on the edge, the topics just a bit racy, a touch indelicate. But I had no qualms about inviting him up to my place, no worries about leading him to my bedroom. Again, the sex was simply amazing, he encouraged me to try a couple of new things. Well, at least they were new for me.
We kept dating, once or four times a week. One night when I was having drinks with my girlfriends he just showed up. They thought he was sharp, but crude. I didn't care, he had a beautiful prick! But, of course, they couldn't see that, except when I'd show up at brunch with a big smile on my face.
The months went by, bit by bit he dragged me in. The first time that he touched my rectum while he was down there I flinched, but I didn't tell him to stop - the way he rubbed it just felt so good. A week later, when he put his finger in it, I moaned. And then, the very next night, when he coaxed me onto my knees and dribbled lube onto my second hole, I couldn't tell him I'd been waiting for that moment. And when he forced it into my backside, I screamed - half in pain, half in some of the greatest pleasure I'd ever had.
I still knew he was a bad boy. Sometimes I'd try to see him on a Friday or Saturday night, he couldn't make it. Once I found a g-string peeking out from under his bedframe, and simply wondered if she screwed as well as I did. I wasn't in love with Reggie, I was never in love with him. He didn't mind, he had other places to go on Thanksgiving.
I was open to other dates, if Reggie had his, I wasn't going to be a wall flower when he was out spreading his pollen. I knew I wasn't ready to settle down again, not yet, but a girl needs to keep her options. On successive Saturday nights I went out with Tommy, then Mike, then George. Nothing happened with Tommy and Mike, they just weren't my style, but George was fine. On our third date, I invited him up to my place, after I lit a couple candles he got the idea. After we got naked, in my bed I sucked on him. He seemed no different from Reggie, except where Reggie was very animated in the sack George seemed listless. He kissed my labia, couldn't seem to find my button, I faked excitement. I let him up on top of me, and without much ado there he was, fully buried. He just wanted to thrust, in and out, I tried to raise myself, change the placement of our legs, but it didn't do much good. Perhaps five minutes after he started I felt him come. I let him cuddle a little bit, thinking the second time around would be better, but he talked about having to work in the morning, (on a Sunday?) and then he had his clothes on and was out the door. I was prepared to duck his calls for another date, was spared when he never phoned me again.
Reggie brought a camera into the bedroom. Actually it started when he took pictures with his phone of me in the shower, I found I liked the way my body looked, although my teats are too small and my hips too broad, somehow it made a pleasing picture. I let him coax me the next night, I stripped for the camera, let him continue clicking as he made love to me - I never realized my face contorted that much as I orgasmed. Of course that was followed by the installation of a webcam in my bedroom. I let Reggie record one of our sessions, he promised me he'd never let anyone see it without my permission. I thrilled to see my body being used on my television screen, it was more erotic than the anonymous porn we'd been watching. And then, during our phone sex sessions, I roused when the amber light on the webcam began blinking, and I knew Reggie was watching me bring myself off. Of course, I was always careful to pull the plug on the damn thing when I didn't want it to be used.
The next frontier for me was broken the night Reggie took me to a jazz club - it would have been smoky back in the old days - and in the back of a hall, where they stored chairs, he placed me on top of a table, ripped my panties off, and took me, there and then. I was facing out, as he screwed me I saw a couple of guys come out of the toilet, look down and try to make out what we were doing, as if they didn't know. And when I realized I was being watched as I was having sex, I had the most delicious orgasm. Yes, I know, I was turning into a pervert.
When Reggie found out I was into being watched, he set up other opportunities to have public sex. A picnic table in a park. The car in the mall parking lot. He got a hotel room downtown, the fourth floor on the street, and he pushed me against the window with the street light beating in on us. I caught a guy looking at us from across the street as I braced my hands on the windowsill and Reggie pounded me from behind. I shook my naked breasts at the guy, liked it when he rubbed his dick through his pants.
We tried other things. Reggie took me to an adult shop, bought me three vibrators, then tried one of them out on me in the car. Reggie tied me up one night, cut my bra and panties off, then had me any way he wanted. I found that to be okay, but I trusted him completely and thus couldn't relish the sense of danger that, I assume, is the point of bondage. He loved to watch me masturbate, I loved doing it for him.
He bought me a sexy nurse costume, it turned out that I wasn't into role play. That was okay, he was simply trying to find out what my limits were, it didn't make our top ten list. Chocolate drizzled over our bodies, a strawberry tucked inside me, of course! Blindfolds (for both of us,) ice, candle wax, I liked it, so did he. A Christmas present were three books of erotica, he suggested I come up with new ideas from them.
We went to a strip club, I got off on watching the men watching the women. Reggie asked me if I wanted to come back on amateur night, be the one that was taking my clothes off. I thought about it, I'd love to see a gorgeous hunk devour me with his eyes, but there were too many fat old guys and perverts there, so I decided no.
Does it seem that all Reggie and I did was have sex? That's not far from the truth. Although we sometimes dined together, both in public and private, hot sex was our number one project. I never suggested going to the theater or an art gallery, not with him, a romantic weekend in a bed & breakfast wasn't our style.
One night we were engaged in rather tame foreplay, at least for us, just after the six month anniversary of our first fuck, and Reggie asked, "What would you think about a threesome?"
"I don't think I'd be wild about it. I've never been attracted to women. But if you want me to try it, I will."
He laughed. "Well, thanks, maybe, but I was actually thinking about another guy for you."
Now this was an idea, but caution caused me to reject it. "No, one guy at a time is enough for me, I think." Anticipating his next idea, I added, "I don't think I'd want to try an orgy, or anything like that, either." As always, Reggie went with the flow, just said, "Okay," and made a pretzel out of me.
Reggie let a couple weeks go by, then told me to dress as sexy as possible one night. "Wear something you'd be comfortable in if we were going to have sex, but then put a coat or something over it. The people we bump into shouldn't realize that we're going to screw until you take it off."
So we were going someplace where we would have public sex. Was I a little uncomfortable with the thought? Of course, every time Reggie tried something new with me, I'd get those butterflies. But Reggie had never put me in a position where I'd been tremendously disquieted, had always listened the times I said No, never lied to me. Even though I was uneasy about it, I decided to find out what it was all about, I could always walk away if I didn't like it.