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Gloria

We met at a dance. I'm pretty sure that a few years before we had danced someplace else, and she had leaned back and kept her pussy pressed against my thigh during a long slow one, but I had been too shy or maybe too scared to take advantage at that time.

This time was different. I drove her home after the dance and we kissed in the car. I suggested going upstairs together. She protested that it was too soon for her, so we kissed some more and pretty soon it must not have been too soon any more, because she invited me up. We made love (or at least we had sex) and I stayed over.

I started meeting her after work every Friday. We'd go out for dinner and maybe a movie, then go back to her place for repeat action. Problem was, I was so excited every time we met that I couldn't really enjoy dinner, much less the movie. By the time we got back to her place for sex, it was always good, but the edge was off.

She used an IUD, and though I'm not porn-star huge, the IUD kept getting in the way. It was not pleasant banging into it. Also, her pussy was so tight that it was hard to get it in (or maybe I should say that it had to be very hard to get it in). And then she'd start wiggling her ass around to beat the band and it was all over way too soon. It wasn't satisfactory for me, though she didn't seem unhappy about it. Maybe part of her satisfaction was in the conquest.

So one day I suggested that I come over directly to her place instead of meeting her at a restaurant. I asked her to doll herself up and we'd have sex and take longer. Then we could go out for a bite afterwards. We did that for a few weeks. I had her remove the IUD and I used a condom. That was much better.

I got her to hold still while I played tippy touch (the tip of my cock on the wet spot) and tippy tease (pop the head in and out), something I always loved doing anyway. When she couldn't bear it any longer I'd put it in and let her go crazy. Despite the extra excitement and being at the peak of readiness, I was able to keep it up longer. Maybe teasing and bossing her around gave me more confidence and control or maybe it was the condom.

Then she'd throw on a pair of jeans and we'd go out to eat, but something was still missing. She was too demure. Nobody turned around and looked at her, and I like it when other guys turn and look at the girl I'm with. It makes me feel like I picked a good one and it's a turn-on.

So one night I suggested that she doll herself up again when we went out. I put myself in charge of quality control. Short little skirt, net stockings and stiletto heels (both of which she already had, so that oughta tellya something), extra makeup: eye liner, mascara, pale lipstick, rouge. In fact, at my request, too much rouge. Push-up bra, silk blouse with too many buttons undone. Perfect!

It worked. Lots of glances, plus the sense when we passed a few guys on the street that they were turned around to look. If she had presented herself that way when I met her at a restaurant after work, I don't think I would have been able to eat at all! But as it was, she made me feel sexy heading back to her place even though we had just just a little while ago had great sex together.

On the way back (walking -- this is NYC), we passed a small group of young black dudes. They didn't conceal their admiration. She was aware as well, and went into a wiggly walk as we passed by, pretending not to have noticed them. I didn't have to prompt her and I dug it. Maybe a half a block later I wanted to see if they were still looking, so I pulled myself ahead of her, gave her a kissed her and looked over her shoulder. I noticed that one of the guys was following us about 40 feet behind. I beckoned him to keep following us. His friends were looking on from further back. Gloria was unaware.

She lived in a walkup with a few steps up from the sidewalk to get to the unlocked outside door, then there was a locked inner door. When she opened the inner door, I held it for her and the other guy, who had caught up with us. She had been unaware that we were being followed and must have assumed that he had just arrived at that moment to see someone else in the building. But when she unlocked her apartment door (she lived on the ground level), I held it open for both of them.

I couldn't quite tell how she felt about it, but I figured I'd find out. I stood behind her and asked the guy, who was facing her, "Could you do me a favor?" He nodded. "Could you undo her top button?" Of course the top few on her blouse were already open but he undid first one that was still buttoned. Then I asked Gloria, "Could you undo his top two buttons." When she complied I knew it was gonna be good. I said to both of them "Keep going," and soon her blouse and his shirt were undone. I said, "Could you take hers off?" and of course she took his shirt off too. He was wearing an athletic-style undershirt, the same kind I wear.

I told him to turn around and asked her to reach around and feel below his belt and tell me if she felt anything there. She did. "What do think it is?" She blushed. I said, "Well if you're uncertain, why don't you explore some more until you figure it out. But be very gentle." I could tell he was responding to her teasing and that she was digging that he was digging it. I was certainly digging that they were both digging it.

After some more of that teasing I told her to take his belt off and let his pants drop. While she did that, I unhooked, unbuttoned and unzipped her skirt and let it drop. She stepped out of it, still with the stilettos and the net stockings on and some pretty black lacy panties that I wasn't even aware she had. I had my hand on her pussy over the panties and she started pushing on it. I returned the favor. That's when I was sure she was the gal I had danced with a few years earlier. I was thinking, "Oh, that really was you, wasn't it, Gloria, you little slut?" I pulled her panties off and she pulled his briefs down.

I told them to both turn around, so they were both facing me and she was in the middle. Her bare ass was up against his hard cock and she sure knew how to tease. Every time he'd try to push against her to get more contact she'd pull away. And then he'd pull back, probably unsure whether she really wanted that extra contact, or maybe he was afraid he'd come into thin air. Of course, when she pulled away, that would bring her pussy up harder against my hand. The heel of my hand was up against her clit area and I'd move down and finger her cunt from time to time. I could tell she was beginning to lose control. She'd move back a little just letting her ass barely touch his cock and getting it maybe on the side this time. Again she'd push forward away from him if he tried to get closer but that pushed her pussy more strongly into my hand as he pulled back again, uncertain.

Later, she told me that she learned to play that game on crowded subway cars when a guy would get behind her and try to push his cock up against her ass. She said she'd turn around and give him a dirty look and he would pull back. But then, after a little while, she would accidentally on purpose relax back and let the rocking of the train gently rub her ass against his still-hard cock. This would repeat. Each time she'd come back at a different angle -- from the left, from the right, straight back maybe, with a little sideways motion when she felt like it, always pulling away if he tried to get closer.

I already knew the game too, because when I was starting high school I had to take the subway during crowded rush hour and there were a couple of women who liked to play that game with me. I was still pretty naive and it took me a while to realize that they were doing it deliberately. I thought it the rubbing might have been an accident. One of those women actually made me come in my pants, my first time with a woman. I tried and tried to hold back but she was persistent. I liked that game but the girl always won. These women were all I'd guess 20s and 30s and knew what they were doing. They just like to tease a young kid and in fact I looked forward to it. That was in the early fall and I couldn't wait till late spring when we'd again all be wearing less clothes.

Anyway, back to the story. While doing this she undid my shirt and I took my hand off her pussy long enough to open my belt and step out of my pants. I had him unfasten her bra at the back and I took it off. There was a bed right behind him and I told him to sit down and reach underneath and see if he could find the wet spot. I teased some more by holding her lips together, but eventually I let him get a a finger or two in and started moving around while I kept some pressure on the clit area. I had a vial of mineral oil handy and I put an excess of it on her nipples and said "Why don't you turn around, bend over and make little circles on his knees with your breasts?"

Which she did, and without prompting started licking, kissing and sucking his cock. Keeping my hand on her pussy, I got my cock into her from behind. The final buildup didn't take long, and after all that teasing, I think we all came together. At least the noises we were all making sounded that way.

I was pushing 50 at the time and Gloria was ten years younger. The other guy was probably about half her age. When we were done I was pretty sure I couldn't go around a third time that evening, but I was pretty sure the other guy could go around again and I was sure that Gloria would be willing.

He had to use the bathroom, so I said "Use any towel" as he went in. I went in when he came out. When I emerged they were kissing and she was fondling his cock and though I was spent, I could tell that he was rarin' to go again.

The second time always takes longer for the man and it can be either better or not as good as the first. It's funny how sex brings you together in other ways. At this point we all felt very comfortable together, even affectionate.

I told him to lie on his back on the bed and nudged her into cowgirl. But first she asked me for the mineral oil and she put some on his cock. He couldn't wait get it in and he started pushing up. I told Gloria to go up when he went up and stay there for a while, staying out of reach but still touched. Then I told her follow him down when he went down and up when he went up, staying as well as she could on the same place on his cock. I wanted her to minimize friction and keep him from coming for a while. I was standing over them at an angle, my left fingers on her clit. My right was playing with her cunt area. For example, squeezing the lips tighter over his cock and when I felt like it, putting a couple of fingers in, stroking up and down alongside his cock. I knew she liked that, because even when the two of us were were ding missionary, I'd reach behind and under and do the same thing.

It was so much fun for me helping and watching them go crazy. when I told her to push down when he pushed up and pull up when he pulled down it didn't take much longer. He washed up again, put on his clothes and got ready to leave. I thought that was a little abrupt, so I said "Aren't you even going to say thank you?" So he turned to Gloria and said "Thank you." She held him close and kissed him and very sincerely said "You're welcome and thank you!" Then he turned to me and said "Thank you too." I said "My pleasure!", and meant it.

Gloria and I then washed up and fell into bed exhausted. We slept "the sleep of the just." We woke up late and took a shower together, threw on some clothes and went to a local diner for breakfast. Then I went home.

The odd thing is that I never saw her again. Neither of us reached out to the other. I like to think that it was because our story had a beginning, a middle and a happy ending. Maybe we all thought we'd quit while we were ahead.

Actually, though, I didn't think about it at all at the time, but that's the way I think about it now. Of course, I have no idea whether she ever saw the other guy again. They didn't even know each other's names, but if he was interested he could have knocked on her door. But maybe we were all ready to move on. I did, at least. Not long after, I met my wife and we had a beautiful marriage of 25 years, until she died. It was monogamous, which I'm presenting not as a virtue, but as a simple fact. It was right for us both, just as the incident I described was right at the time for the three of us.

Thinking about it as an older man, the incident puts a smile on my face. It's a happy memory. I like to think that Gloria and the other guy think of it the same way.

Another thing. I've never been a dom or an alpha. I've always been a pretty good beta. But this time, I ran the show without really thinking about it. I think I was a pretty good stage manager. And I left feeling that I had done a good deed as well.