Best of Both Worlds Ch. 06

Pat was a tall statuesque blonde, just a few years younger than me, dressed so I couldn't help but notice her curves, the slit in her skirt also acting to show off her legs. She was also divorced, but with no children. We went out for dinner, laughing about how awkward we felt on a blind date, me more so because at least she'd tried it before. She was quite pleasant, and we hit it off as we headed off to a movie. I didn't know if I should try and take her hand, put my arm around her or what, so I did none of the above until we left the theatre. Then it felt quite natural to put my arm around her as we walked to my car.

I hesitated when she asked me in for a drink, finally deciding what did I have to lose. Well, to make a long story short, before long I found myself in her bedroom, my lips pressed up against her, tongues dueling. I think Pat had been told that I had been out of action for some time, so she took the initiative, rubbing her hand over my hardening cock, then undoing my pants and pulling it out to stroke, before sliding me back onto her bed and taking it into her mouth.

It had been so long, that I knew I couldn't hold off for long, and I think she knew it to, for when she pulled off and looked at me, telling me to relax and enjoy the moment, who was I to argue? Minutes later I could feel myself tense up, then exploding as cum poured into her waiting mouth, with Pat sucking to squeeze out every last drop.

I lay back reveling in the moment, finally realizing that I should reciprocate. I finished pushing my pants off, then stood up and unzipped her dress. I couldn't help but enjoy the view as her sheer pale blue bra and thong panties were revealed to my eyes. She reached behind her to undo her bra, allowing me free access to those beautiful beckoning breasts. I think both of us moaned as I sucked the first nipple into my mouth, teasing it with my tongue and nibbling at it with my teeth.

At the same time, I reached down and caressed her mound, feeling the wetness spread across the narrow crotch of her thong. As it got wetter, she slipped them off, wanting the direct contact between my fingers and her pussy, something that I was prepared to accommodate her in. My thumb played with her clit, as I slid my middle finger up inside her, feeling her respond to the movements of my fingers.

Also responding was my cock, as the sensory overload I was experiencing led it to climb back to fully erect status. I knew I wanted to fuck her, no I knew I needed to fuck her, but first I wanted to taste her. I spread her thighs and kissed my way down from her breasts, running my tongue across her shaven mons, until it dipped into her flowing juices. It's funny, but as I did, I couldn't help but think of the first time I tasted Sarah's newly shaven pussy, and the sense of sorrow it caused me. Today there was no sorrow, just a sense of enjoyment as I tasted her, thrusting my tongue as far up as it would go, and then sucking her clit until she spasmed, pushing my face into her as her orgasm overcame her.

By now I was fully erect again, ready for action. I moved until my cock was rubbing up against the lips of her pussy, when the reality of the situation overcame me, and the issue of the use of a condom came to mind, especially since I didn' t have one. Pat must have read my mind because she spoke up and told me to go ahead, she was on the pill and clean. I still was a bit reluctant, not knowing her that well, but it had been a long time and I needed to feel like a man again, so I moved forward and pushed, the head of my cock easily sliding between her lips, sinking into the warm, wet depth of her pussy.

It's a good thing I had already cum, or my first thrust into a warm, willing pussy in almost a year would have caused me to erupt, much like the eager teenager I'd been on my first time with Sarah. However, I must admit I didn't last as long as I would have liked, but still, it felt pretty darn good. Based on her reactions, I think Pat enjoyed it too. I know she wanted me to stay the night, but I had to get home to relieve the babysitter and be there for Jennifer.

Later that night, as I lay in my own bed and replayed the action, I couldn't help but feel a sense of sadness. Yes, the sex was great, and felt good, but at the same time, something was missing, the emotional attachment, the love that had been part of my relationship with Sarah from day one. Without it the act was merely fun and enjoyment, but nothing more.

I couldn't help but wonder what Sarah had gotten out of it with Jacques that made her keep going back. If she had merely felt what I felt, once would have been enough. Heck, even though I was divorced, I felt guilty. It was only the knowledge that I was free, along with the need for sexual release that caused me to seek out others over the next couple of years. I did see Pat once again, and must admit that my performance was much better than the first time.

Over the next year or so, I ended up dating a number of different women, most on set ups or introductions from friends. I was amazed at how easy it was to get these women into bed, in fact in a number of cases, they were more anxious than I was. I'm not sure, but I think it was the fact that they had been in prior long term relationships or marriages and felt the loneliness and desires that engulfed me, the feelings that led me to go on these dates. With most of them, I think that they were looking for a pleasant evening and to get laid, rather than a new attachment, though they wouldn't chase it away if it happened.

Unfortunately, none of them really captured my interest or my heart. They were nice and pleasant, but in no case did I feel the overwhelming passion I'd felt with Sarah. I had fun, and enjoyed the sex with them, who wouldn't, but every time when I returned home, I couldn't help but think back to what we'd shared in the past, asking myself how could she have thrown it all away.

At least I finally got to try anal sex, the one thing that Sarah had always denied me. It was on a second date with Carla, who though she appeared quiet and conservative when out in public, turned into a tigress in the bedroom. Of all the women, sex with her was the wildest, though in retrospect I'm still not sure if it was the most pleasurable or just the most exhausting.

Still, I definitely had a thrill when after having my finger slide up into her tight little hole while performing oral sex on her, when she asked me if I wanted to "fuck her ass". Carla provided me with some lubrication, and got on all fours as I used first one, then two fingers to help loosen up that back passage. After all the times that Sarah had denied me, I still couldn't really believe that it was happening! I lined my cock up against her rosebud, and pushed the head slowly into her. I could feel her sphincter stretch, and shift to accommodate my cock as I eased my way in, helped by the ample lubrication, and encouraged by Carla telling me how good it felt as I filled her ass, moaning and pushing back. Finally I was fully inside her. I paused a moment, then started to pull back, then stroking forward again. It felt so tight, so good, I knew I wouldn't last long. Encouraged by Carla, I picked up the pace, finally emptying myself deep inside her bowel as she came. Even then, I couldn't help but think about Sarah, wanting to say to her "Take that, you bitch, I wasn't good enough to do it to you, but somebody was sure willing."

Now I was no Casanova, in fact over the years since I kicked Sarah out, I probably only dated six or seven women, and none of them more than three times. My friends often would bug me about 'playing the field', and I had to agree with them that it wasn't my first choice, but there was no point in tying myself down with one of these gals if I really didn't think it had a chance of going anywhere, and while they were all very pleasant, I never felt any special connection.

Mind you, I'd be a liar if I said that I didn't enjoy the sex. Maybe it was that I was such an irresistible piece of mankind, but more realistically I think it was our age, the fact that all of them had been married and now were going without on a regular basis, but they all wanted to go to bed with me. With each of them it was different, but during the moment, very enjoyable. Yet it wasn't the same, maybe it was the love that was missing, but every night when I went home, I felt empty, physically satisfied, but emotionally empty.