Caryl

When: May 1989 to February 1990

Status: Divorced, no kids

Occupation: Secretary

Meetings: Lost Count/Too Many/Trying To Repress/Need Therapy

Age: 34
Quoteable:  "You cheating piece of shit!"

The whole story of Carol really isn't all that interesting. But this entry will set the groundwork for an entry about another woman and how my involvement with her chased Caryl out of my life. So consider this eating your vegetables before getting to the desert.

Or just eat the desert. What do I care?

I originally made mention of Caryl in the Cheri entry. She was the divorced lady I dated for several months back in 1989.

I had just broken up with a beautiful girl named Caylie, whom I had dated for about eight months, and really wasn't looking for anything serious. I had Cheri--who, ironically, was the woman I really wanted something serious with but could never have--and a lot of other, uh, "friends".

Anyway, one Wednesday in May, Jim called and asked if I wanted to go on a date with a friend of a friend. I told him that'd be great and he gave me Caryl's phone number. I called her that evening and we chatted for about an hour and made arrangements to meet at Don Jose on Friday.

She was there when I arrived. Whoa, baby! She was definitely cute. We were seated and I ordered a Corona and she ordered a margarita. We made some small talk and as we ate dinner, we opened up a bit and started talking about more personal things than work and hobbies. She explained that she had been married for five years, but left when she found out her husband had been having an affair a couple of years earlier.

We had a pretty good time. After we were done, I paid our check and walked Caryl out to her car. We made plans for the following night and were on our way.

The next night, I drove over to her place and picked her. We decided to go miniature golfing and then grab another dinner. It was a fun date. Caryl was easy to talk to and had a good personality. I liked her.

We continued to see each other over the next couple of weeks. We didn't sleep together during that time and I didn't mind that. It was kind of cool just dating someone. I had Cheri and some of those friends I mentioned earlier. There was no need to try and rush Caryl into bed.

A couple of weeks after our first date, we went out to the Steer N' Stein in Rancho Cucamonga. I drove her home and walked her up to her door. We kissed for a bit and she said, "Would you like to come in?"

We went in and Caryl said, "Care for something to drink?" I could tell that she was nervous. It must have been awhile since she, uh, invited someone in. I thanked her, but said I was fine. She smiled and got herself a stiff shot of something alcoholic. After she downed it, I walked over and we started kissing again.

I took her hand and we went into her bedroom. Caryl stood there as I pulled off her top and unhooked her bra. I leaned down and started sucking on her nipples and playing with her tits. She ran her hand up and down my back as I got her nipples hard.

I straightened up and kissed her some more. She unbuttoned my shirt and kissed my chest. She got down on her knees and unzipped my pants and took out my hard cock. Caryl started sucking and jerking my cock for a couple of minutes.

She then stood up and kissed me. I pulled away and took my pants off. We then kissed more. I remember how my hard cock felt pushed up against her stomach.

I laid Caryl down on her back and she spread her legs wide. I went to work, licking and eating out her shaved pussy. Caryl was nice and wet before I knew it and I knew that when she came, she'd cum hard. I sucked her lips and worked on her clit and then went down and slid my tongue inside her pussy. I kept this routine up for a couple of minutes until Caryl grabbed my head and let out a loud moan and came.

She laid her head back on her pillow and smiled at me. I smiled back and got up and put a condom on.

What an ass.

I then mounted her and slid my cock inside her. She groaned as my cock was entered her. I propped myself up on my forearms and began kissing her as I started to slide my cock in and out. I knew I wouldn't last too long, but knew I could make her cum again before I did. At least, that's what I was hoping for.

Caryl wrapped her legs around my legs and her arms around my back. We kept kissing and I was trying to think about anything that could stave off my impending orgasm. The Dodgers were always a good bet for that. So was thinking about work. Both did the job for a few minutes.

But you can only stave off the inevitable for so long. I pulled my face up and said, "Honey, I can't hold off....gonna cum...." She groaned and said, "Me too, sweetie...."

Cool. I started fucking her harder. I slid my hands underneath her shoulders to help keep us in place. I could tell she was nearing another orgasm.

"Faster.....harder....fuck me....sweetie, fuck me....."

The headboard was hitting the wall at this point and the bed was squeaking like crazy. Caryn and I both started grunting and came at the same time. After we came, I laid on top of her for a minute and then carefully eased my cock out of her.

"Wow....that was great sweetie....."

Caryl was a hard-bodied, gorgeous woman. And she had a lot of catching up to do. Of course, I was happy to help out.

I knew it was time to take Caryl to the Pilot. She was wet and sensitive and I went to work. I put my hand between her legs and started in on her. A couple of minutes into it, Caryl started gyrating her hips, swearing a little, and was gripping my arm so hard I thought she'd leave a bruise.

A couple of minutes later, she groaned very loudly and came. She looked at me and smiled. We cuddled and kissed for a half hour and then I rolled her onto her stomach.

Hey, I figured that I might as well bring out as much artillery as I could.

I started rimming her ass. Caryl's ass, which--as you can tell from the pictures--was a work of art. I ran my tongue up and down her ass crack and then started teasing her asshole with it. She bucked and groaned a little. I then slid my tongue into her ass, making her groan and say, "Oh yeahhhhhh, oh yeahhhh, right there, fuck..."

She started playing with her pussy and a couple of minutes later, she came. I lifted my head up and saw her reach into her nightstand drawer. She then handed me a bottle of lube.

I put some on my finger and slid it into her ass, lubing her up. Then I put on another condom. Caryn spread her legs wide and I mounted her. I eased my cock in very slowly, taking slow, shallow strokes. It took me about two minutes to get my entire seven inches inside of her tight ass.

When I got my cock all the way in, Caryl sighed and said, "This feels so good....so good...."

Yeah, it sure did. Her ass was like a vise, a nice, warm, smooth vice. I started sliding my cock in and out of Caryl's ass slowly. I gradually increased the speed with every stroke until I had reached a somewhat brisk pace. Caryl's hands were grabbing the edge of the mattress and her face was buried in her pillow. I could her moaning with every stroke I put in her ass.

After five minutes, Caryl's body shuddered and she came. I took a few more thrusts and came.

Unfortunately, Caryl and I become a couple that night. Without really trying, I once again was in a conventional boyfriend/girlfriend relationship again. And that was fine, for a while. I enjoyed Caryl's company. She was hot, loved to fuck, liked sports, and loved to fuck.

Over the next couple of weeks, that woman was fucking me almost every day.

All that aside, I didn't stop seeing other women. I began living a double life: poacher when Caryl wasn't around, and a boyfriend when she was. This double life, though, seemed to really spur on the poacher in me.

Instead of the usual risks involved with fucking married women, there was the additional danger of being caught by my girlfriend. I loved it. One time, I almost was.

In July, I had managed to get one of my married neighbors into bed. Her name was Leandra and was a real doll. Anyway, that day I wasn't expecting Caryl to come by. She stopped by after work to say hi and "snuggle".

Well, fucking is always cool, even when you call it snuggling. So we went into the bedroom. Caryl went into the bathroom and I pulled down the bedspread. There was this huge stain from the wet spot Leandra had left (hey, the girl got some major wetness going, what can I say?).

I ran into the kitchen, grabbed a Coke, opened it and got undressed and sipped the Coke and sat it near the stain. When Caryl came out of the bathroom, I "accidentally" spilled it.

Oooooooooooops! Had to take off the sheets!

Caryl was so horny, we just threw the bedspread over the mattress and fucked.

Cheri, of course, was still in the picture. And lots of fun one-night stands and short-term hookups.

I really started wanting out around the end of the year, though. Caryl started wanting a little more than a boyfriend/girlfriend deal and started hinting at something more serious. I really didn't want that. I didn't want that at all.

Sure she was hot. And she loved sex. But if Caryl didn't get what she wanted, she wasn't a happy camper, either.

For example, my parents sent me a plane ticket to fly out and spend Christmas with them in Chicago. I had done that since they moved away from California and didn't see any reason to change my plans. Caryl wanted me to go with her to her parents' house to celebrate with her family. When I said no, she got pissed and then I got some serious passive-aggressive shit for a week before I flew out.

Then again, it probably didn't help that I had elected to spend Thanksgiving with Jim and Mindy instead of Caryl's family. I invited Caryl to come with me, but she declined and didn't talk to me for a few days.

I should've told her to go piss up a rope then and there, but I pussified myself and accepted her apology. She had been upset that "my boyfriend wouldn't be around, and I wanted to introduce him to everyone." I got some nice makeup sex out of it.

There was a lot of shit like that. No big arguments, just Caryl acting childish when she didn't get her way. Yet I couldn't man up and break it off. I did like everything else she brought to the table.

You can put up with a lot when your girlfriend has a body like this.

There was one more thing thing, though. A few months into our relationship, Caryl was bitching about her ex and how he had cheated on her. Finally, I asked her how she found out.

"Did you catch him?"

"No. I knew he was cheating. Didn't actually catch him in the act."

She wouldn't elaborate upon how she knew. I don't think she really had any evidence. I think she just suspected him of cheating and that was it.

Did she make the whole thing up because she wanted her freedom? Was she just so jealous that she fabricated the whole thing in her mind? Was she nuts? Did she have big-time trust issues and couldn't believe anybody would be faithful? Were then little clues that led her up to that judgement?

People of reason don't put their lives through upheaval based upon nothing. They just don't. It's why they're, well, not insane.

The commitment thing got a little hairy, though. After Christmas, Caryl brought up the possibility of us moving in together. No fucking way--I repeat, no fucking way-- THAT was going to happen. But instead of being a man and saying "No way, woman", I rolled out a nice little line of bullshit.

I explained to her that moving in together could ruin things. We hadn't even known each other a year and I didn't want to mess up our relationship, as I was happy with the direction n which we were going. I also told her that it didn't mean I didn't want our relationship to progress to the next level (although that was obviously a total lie).

Sometimes it isn't what you say as how you say it. And I made sure my presentation was great. She bought it hook, line and sinker. Again, I had the perfect out and totally fucked it up.

I kept my philandering successfully hidden from Caryl for several months. One time, Jim grabbed lunch with us and was checking out a couple of the waitresses. When we got back to her place, Caryl said, "I like Jim, but glad you're not like him. I bet he cheats on his wife. He's always staring at other women. It's disgusting."

I defended Jim. Then we got into a fight about how I couldn't see how disrespectful Jim was to women. That was in October and was the first time I really thought about telling her to get lost. But I didn't. I should've though. Her insulting my best friend really pissed me off.

Trust me, I'm making Caryl out to be a real bitch, but she wasn't. She had a lot of great qualities. But she was high-maintenance and high-strung. For one peak, there were several valleys. And aside from the fact that I'm a total cheater, I wasn't the guy for her. She needed a guy who really liked, well, catering to a woman's every fucking need. I wasn't that guy. The women I've truly been attracted to--not physically, but mentally and emotionally--have always been independent and secure in who they are.

Yet, despite knowing this, I could never bring myself to break it off.

I didn't after Thanksgiving. And I didn't after Christmas. But eventually, I'd be rid of her. And it would be done poacher-style (meaning totally accidentally and totally lucky).

In June, I met her friend Hillary. I managed to resist making any moves on her. But I didn't manage to rebuff the moves she put on me on New Year's Eve 1990. And in February, we were caught.

Oh well. At least I finally had my out. And I had a blast doing it! Click here to read about Hillary and I getting it on while her boyfriend and Caryl slept in nearby rooms.

And you'll probably enjoy reading about how Caryl reacted (hint: it wasn't happily).

For Caryl's pics, click here (members only).