Connie

Connie sent this pic the first night we chatted.

When: July to August 1998.
Status: Married 9 years, two kids
Occupation: TeacherMeetings: 5
Age: 34

"Cheating's fun, but the guilt sucks!"

Sure, I had been getting busy with Teri, but remember our #1 rule: recruit and keep recruiting. Never be satisfied, because the girl you may playing with today may be gone tomorrow.

And let's face it, in 1997 and 1998, chatting on-line was still pretty new. And it was much easier to meet women on-line than today. And the more women you meet on-line, the better your chances of having fun with them are.

Maybe I'm better at math than I originally thought.

Anyway, one night in February, I got on-line and jumped into a chat room and was soon chatting with a nice, sweet lady named Connie. Her profile said that she was 34, married, and a substitute teacher. She lived in Ontario (California, not Canada--I'll only drive so far for sex.)

We chatted in the room for a few minutes and then she IM'd me."Hey, this okay?"
"Sure."

We continued to chat and about an hour into the conversation, she asked if I had ever "not been faithful". Connie was unbelievably cute, both in looks and in personality. She kind of danced around the subject of infidelity before finally asking, "So....just wondering....you ever, you know....stepped out on your wife?"
"There have been times. Why?"
"Just wondering. Hope that wasn't too personal."
"Not at all. Have you ever cheated?"
"No. But I've fantasized about it."
"Were you tempted? To actually do it?"
"Yeahhhh...couldn't do it, though."

I talked about a few--and I do mean "few"--of my affairs. And the more we chatted, the more she seemed intrigued. But she had to get to bed around 11:30."Hate to end this...you seem so nice....thanks for answering my dumb questions."
"They weren't dumb. I enjoyed chatting with you."
"Add me and I'll add you?"
"You bet. Good night, Connie."
"Night Ryan. "

The next night I had a quick hook-up with Teri. I got back around ten and signed on. As soon as I did, Connie IM'd me.

I started getting the sense that Connie was interested in meeting me in person. But sometimes patience is called for. This wouldn't be a quick meet and greet. I'd actually have to be subtle for a change. And that was fine. Connie was cute, funny, and a blast to talk to. She loved hearing about my experiences and it was fun to tell her about them. She told me some stories about the guys she dated before she was married.

And we discussed sex in more intimate details, what she liked, what I liked, favorite positions, all that.

The fourth time we chatted, I piqued her interest when I discussed the Palm Pilot in detail. I started describing in in pretty graphic detail and noticed that she wasn't answering. That meant one of two things: she was administering her own version on herself or was totally turned off.

After a few minutes of silence, she said, "Uh, I gotta go. Talk tomorrow?" and signed off before waiting for my reply. For all I knew, her husband could've walked in and she had to bail.

The next night, she IM'd me.

"I'm sorry about last night."

"No problem. What happened?"

I waited a few seconds for the response.

"Got a little....uh....you know....."

"That's fine."

"It's embarrassing....you know...."

"Why? I knew what you were doing. You cum?"

"Yeah. I got weird after I did....embarrassed...."

"Where's hubby?"

"In bed."

"Call me?"

"Okay."

Connie called and soon we were making each other cum.

"Wow....."

"Listen, I won't push anything on you, but let me know if you ever want to meet."

"I will. I better head off to bed.....that was great....made me cum hard...."

I didn't catch her on-line the next night. That was fine. I had a date--if that's what you want to call it--anyway. I did sign on to check my email and found one from Connie. She explained that she was sorry but couldn't get on that night and that she was thinking of me.

I wrote back that I was thinking of her--which was technically true--and that we'd catch up the next night.

We touched base the next evening, which was Friday night. After chatting a few minutes, she called me. She explained that she couldn't chat over the weekend, but that she was giving serious thought to my offer.

Women and denim: a wonderful combination.

That was perfect. Alex was home and we were really in the mood to spend a weekend fucking, eating out, and fucking some more.

Connie didn't hold true to her word. As Alex and I were laying in bed after a nice little workout, my cell rang. Alex laughed and said, "Teri wants some dick....too bad..... Go ahead and pick up, honey."

I did. It wasn't Teri, it was Connie. We chatted for a couple of minutes. All Connie wanted was to say hello.

I hung up and Alex smiled. "New victim?"

"Yeah."

And she got on top of me and grinded her pussy against my cock to get me hard again. Alex loves watching me with other women. And I love seeing her with other women and men. And just the thought of me working to get Connie into bed had worked her up again. Soon I was hard and Alex was riding me to another orgasm.

That's right: my wife rocks.

On Monday morning, Alex was off to Dallas for a few days. I went back to working on my own stuff. Around nine, my cell rang.

Connie.

"That offer still stand?"

"Sure."

"How about today?"

"Where?""Your place cool?"

That it was.

Connie was knocking on our apartment door a half hour later. I opened the door and let her in.

"Hi."

"Hi."

"You nervous?"
"A bit, yeah."

"You can back out. No big deal."

"Thanks. But I've been thinking about doing this for a long time. I've been looking for the right guy. So....."

I leaned over and kissed her, sliding my tongue into her mouth. Her tongue pushed back against mine and we kept kissing. I reached around and squeezed her ass.

We broke the kiss and I took her into the bedroom and laid her down on her back. I then joined her and started kissing her again. As I kissed her, I slid my hand under her shirt and bra and played with her nipples, which were already hard.

Before one can walk, one must crawl.

She sat up and took her shirt off. I gently laid her down and started sucking on her nipples and I knew I could make her cum this way. I sucked on one nipple and rubbed the other one with my hand. I could tell by her breathing that she was close. I reached around and started squeezing her ass hard. That did the trick and Connie moaned and jerked when she came.

I got up and unbuttoned and unzipped her jeans. She lifted her ass up and I pulled them all the way off. I then put my hand down on her wet pussy and started up the Palm Pilot.

Connie moaned and I went to work, pushing against her clit and letting my fingers work on her lips. I kissed her and talked to her as I worked, telling her how hot she was and how glad I was that she came over. She gyrated her hips as I worked and I kept kissing her. Right when she was about to cum, I slid my middle finger into her pussy and told her I was going to make her cum the entire time she was there.

She arched her back and moaned loudly. I removed my hand and she sat up, trying to catch her breath.

"Shit....oh fuck.....shit....."

She got up and leaned over, with her hands on her knees.

"You okay, sweetie?"

"Yeah.....just haven't had two in a row like that in a long time. Just kinda hit me hard. Hubby barely touches me, you know?"

She then ran to the bathroom and I stripped down. I was rock hard and Connie smiled when she came out of the bathroom. She walked up to me and we kissed some more, my cock pressed against her stomach.

I smiled and said, "I haven't even eaten you out yet."

"Maybe I want to suck you instead."

Connie got on her knees and took my cock in her mouth. She ran her mouth up and down my shaft--which really needed to drop it's payload at this point, if you get my drift--and played with my balls and ass. After a couple of minutes, I couldn't hold off any longer and told her that I was going to cum.

She took my cock out of her mouth and started jerking it. "Cum on my tits, honey."

That did it. I blew a huge load of cum over this woman's breasts and just fell onto the bed after.

I have to admit: I was a little surprised at Connie's intensity. Usually, you can get a somewhat decent read on how a woman's going to react in bed based upon her personality. But Connie, who was so sweet and easygoing, really threw me for a loop. I didn't mind being wrong, of course.

And from what she had told me, she wasn't getting much from her husband. That certainly would account for her intensity.

I've said it time and again, but nothing makes a poacher like me happier than husbands who lose interest in taking care of their wives' needs. I don't get it. I've never gotten tired of fucking Alex. And I wouldn't, even if we were monogamous. Sex is awesome.

Anyway, Connie stood up and went into the bathroom to clean up. I waited a couple of seconds and followed her in. As she was wiping off her breasts, I got down on my knees and buried my face in her ass.

She took a deep breath and didn't say anything. She just braced herself against the counter and I ran my tongue up and down the crack of her ass. I knew I had a woman who wanted to fuck and cum and wanted to make sure she came as much as possible.

I reached around and rubbed her pussy as I ate her ass out. I heard a "That's it baby...." and a lot of groaning. Soon, Connie was cumming again.

I stood up and Connie turned around, smiled and said, "I might not survive the day!"

We headed back to the bed and laid down and kissed for awhile. I was hard again and Connie ran her hand over my cock as we kissed. After several minutes, I reached over and grabbed a condom. I got on my knees and she rolled it onto my cock.

Connie spread her legs and I crawled on top of her and slid my cock inside her. Connie grabbed my hips and thrust her hips up every time I slid in. She wanted me to fuck her hard and I was happy to oblige. I buried my head in her shoulder and just thrust in as hard and fast as I could. Soon, Connie was cumming again.

The wonders foreplay are amazing. It all starts there.

After she came, I pulled out and she got on all fours. I came up from behind and slid right in. I grabbed her hips and started fucking her hard and fast again. Like she was in the missionary style, Connie wasn't content to let me do all the work. She kept backing her ass against me every time I thrust into her.

After several minutes, I was getting worn out. And I needed to cum. But I did want her to cum one last time, so I managed to hold off. Luckily, as I've mentioned before, doggy is the one position where I can really hold off an orgasm, at least for awhile.

I shoved my cock in again and started grinding my hips against her ass. I kept urging her to cum, and she was happy to do just that. Connie grabbed a pillow and screamed into it, which I found really hot. Then I pulled out, and left the condom inside of her pussy. So I just pumped my cock a few times and sprayed my cum onto her ass and back.

I then pulled the condom out of Connie's pussy. She laughed and said, "Guess we lost it, huh?"

"Yeah, but I found it. It was right where I left it."

"Ah.....isn't that always the case....."

We laid there and kissed for a few minutes. Connie was not in the mood to even move. And neither was I. But Connie had to pick up her kids who were at her sister's place, playing with their cousins.

"Shit....I really don't want to get up....."

"Then stay. Call your sister and tell her you'll be late."

"I'd love to. But she's working the 2nd shift and I'm taking all the kids out to lunch."

"What'd you tell her when you dropped your kids off?"

"Just told her I had to run some errands. We babysit for each other quite a bit anyway."

"Well, if want to do this again...."

"Uh, yeah. I do. I will. And it'd be nice if we could work out something...you know, steady."

Fuck yeah. I always love to hear that. Unfortunately, it doesn't always work out that way. It's just the nature of the beast.

Connie pulled herself up and ran and took a shower. She got out and got dressed.

"I'm gonna sleep well tonight, I'll tell you that," she laughed.

"Happy to be of service."

"Yeah, I'm happy you were," she said with a smile.

She finished dressing and I got up to see her to the door. She gave me a kiss and said, "I'll call you later, honey. Thank you so much."

We met four more times over the next couple of weeks. Everything was great. We met at her place a couple of times and at mine the other times. Connie was intense and we really made the most of our get-togethers.

But after our fifth meeting, I got an email from her.

"Ryan, I'm sorry. I have to end this. I picked up my kids today and there I was, driving them home. And I looked down at their faces, and it was like I didn't deserve these kids, you know? I was being so selfish acting the way I was. This is so hard, but I really need to end this. I wanted to call to tell you, but just couldn't bring myself to do that. I'm a coward. I'll never forget the fun we had and how wonderful you were. You were just what I needed."

Yeah, an email breakup. It wasn't the first time and wouldn't be the last. The one bad thing about being able to meet women on-line so easily is that it was just as easy for them to call it quits on-line.

But Connie was really great and genuinely nice. So I wrote her back.

"You're no coward. I won't lie and say that I'm not disappointed, but you have to do what you feel is right. If seeing me creates problems with your conscience, then you have every right to end it. You're a real sweetheart and I wish you nothing but the best. I'll never forget you or the fun we had together."

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