Kara

When: June 2003

Status: Girlfriend
Occupation: Student

Meetings: 8

Age: 18
Quotable:  Let's see how many times forty 
can go into 18.

If you haven't read the Monica entry, this one will make more sense if you do. You don't have to, of course, but both entries are tied together.

I met Kara in May of 2001. She was Monica's cousin and sometimes when I would take Monica out to lunch, she'd bring Kara. And sometimes Kara would pick Monica up from my place after a little playtime.

Kara was very cool. She had been seeing a girl named Melanie for about a year and loved her "with all my heart."

One night, she IM'd me. We chatted for a bit and she asked if playing around with Monica was a one-time thing, or if I slept with a lot of women.

And here's where I made a big mistake that would bite me in the ass later on. I sent her a link to my Geocities site. She said she'd check it out and be back in a bit. When she got back, she was at a loss.

"Uh, fuck."

"That good or bad?"

"Dunno. I mean, good. Monica doesn't know?"

"No. I never brought it up. I'm clean and disease free, so figured it really didn't matter."

"Guess not. But shit, Ryan. Your wife's cool with it?"

"We're both a bit adventurous."

"No shit. LOL. I won't tell Monica, though."

"Let sleeping dogs lie?"

"That one of those expressions that old people use? LOL"

"Your cousin doesn't think I'm old, twerp."

"Teasing...."

"You like the site?"

"Got me horny, that answer your question?"

"I'd be happy to help with that--but I thought you were gay.."

"Bisexual. And even if I were gay, it'd still be hot. So you'd cheat on Monica?"

Actually, I already had, if you can really cheat on a mistress.

"Nah."

This, of course, was a total lie.

"Didn't think so. What a wuss."

"Now you're just fucking with me."

"LMAO Yeah....playing is all.....you know...."

"So would you cheat on Melanie?"

"I wouldn't consider it cheating if I fucked a guy. Another girl, yeah. But not a guy."

"Would you let me fuck you if you weren't Monica's friend?"

"Direct aren't we? Yeah. Absolutely. You'd fuck me?"

"I'm hard just thinking about it."

"Shit...you had to say that...."

"I've thought about what it'd be like with you. You're 18, right?"

"Yeah."

"I'd make sure you had fun."

"Monica speaks highly of you, if you know what I mean."

"Come over."

"Now?"

"Can you?"

"Want to....I do....fucking mother is home...."

Kara lived with her mother. Her parents had divorced a couple of years earlier and her father lived in Indiana.

A counter is good for more than cooking.

"When?"

"You seeing Monica tomorrow?"

"No."

"I'll come over. We'll talk. See what happens from there, okay sweetheart?"

"That sounds good."

"Gotta head to bed. Taking a little friend with me to wind down. See you tomorrow around three."

Kara showed up the next day and I let her in. We sat down on the couch.

"I had to ask Monica. I couldn't sneak around behind her back."

"What'd she say?"
"She was cool with it. Says it's just sex and to have fun. And that she'll see you tomorrow."

Thank you, universe. Thank you. And why should she care? Monica only cared about the sex. It wasn't like we were soul mates. We just loved sex.

I leaned over and kissed Kara, slipping my tongue into her mouth. As we kissed, I slid my hand down her shorts and started playing with her pussy. Her hand started rubbing my cock through my jeans. I then lifted up her tank top and bra and started sucking on her nipples. She groaned a little and I took my finger and put in my mouth. I then slid it into her pussy. We spent several minutes in that position, me fingering her pussy until she came.

I continued to suck on her nipples while I finger-fucked her. Soon, her body stiffened and she cried out and came. She then leaned over and kissed me. Then we got up and went to the bedroom and stripped down.

Kara jumped on the bed and patted it and smiled. I laid on my back and Kara straddled my face as we started to 69. My cock was absolutely aching at this point and I was hoping I could hold off cumming until Kara did.

Kara started sucking my cock and I started licking her wet pussy. After a few minutes, I knew I was in trouble and decided to help Kara along with her orgasm. I took my finger and slid it into her pussy to get it wet and then slid it all the way up her ass. She groaned, "Oh yeahhhhhhhh......" and I went back to eating her pussy.

The finger did the trick though. I kept sliding it in and out of her tight little asshole while licking her pussy and hard clit. Soon she was groaning and having another orgasm. After she came, she took my cock out of her mouth and started jacking it. "C'mon baby.......c'mon baby......"

I was happy to oblige. I really didn't have any choice. The feeling of her hand sliding up and down my hard dick was just too good. Soon my cock was shooting my hot cum all over my stomach. Kara and I stayed in that position for a few moments while we caught out breath.

She rolled off and ran to the bathroom. I went and brought us back a couple of Cokes. We both sat in bed, resting up and drinking. I was drained and needed some time to get ready for more action. Mr. Happy sent a memo that said, "I need fifteen minutes, you biotch! Word!"

That fucker is so disrespectful! He also has an inflated opinion (pun fully intended) of his recovery ability at times. And no way was I getting another erection in fifteen minutes. But that's okay. I can get creative. I got out of bed and said, "Roll on your stomach, Kara."

She rolled over and I brought over one of Alex' vibrators. I crawled onto the bed, had her lift her ass up and I slid it inside of her pussy (I had quickly lubed it up lightly) on turned it on. Kara said, "Oh fuck..." and I gently pushed her ass back down.

Then I put my hand against it so her pussy wouldn't push it back out and went to work eating her ass out. She groaned and bucked as I rimmed her and kissed her ass cheeks.

"Fuck baby, you're nasty......I love it....."

Kara was resting her head on her arms. She was so turned on that she didn't even need to rub her pussy. The vibrator was taking care of that. I could hear her sigh, grunt, and moan as I ran my tongue over her asshole. I kept rimming that hot ass until I knew that she was on the verge. Her breathing got faster and she said, "I'm sooooo close...so close....."

I shoved my tongue into her ass and drove her over the edge. She was pounding her fist against one of the pillows and swearing. Finally, she let out a loud "Fuck!" and came. I got up and rolled her back over and smiled at her.

"Not bad for an old guy, huh?"

"No.....fucking terrific....make me cum like that again.....make me scream.....never cum like that before....."

Her pussy was still wet and lubed from the vibrator, so I told her to spread her legs. She was so turned on by this point, I was anxious to see what the Pilot could do to her, especially with her being so sensitive down there.

I prepped the Pilot for takeoff and leaned down and started kissing Kara. She practically shoved her tongue down my throat and dug her nails into my back as I rubbed her pussy. It wasn't my best effort flying the Pilot, but shit, it sure didn't need to be. After a few minutes, Kara's lifted her left leg and slammed it against the bed and cried out that she was "fucking gonna cum again."

I shoved two fingers into her pussy and she arched her back, pulled a pillow over her face, and screamed--literally screamed-- into it. I'm glad she did that. Otherwise, one of the neighbors might've called 911.

I thought that would've done it. But she was eighteen, horny, and loved sex. And Mr. Happy finally got off his ass and was saluting the ceiling. Kara sucked on it for a few moments and I grabbed a condom and rolled it on.

"How do you want me to fuck you?"

"I wanna ride your cock. I'm gonna fuck you."

I rolled onto my back and Kara slid down my shaft. Hard. Any harder, and Mr. Happy would've said, "Fucking ouch! Hurts so good!"

She started riding me and said, "Lay down, let me do the work. I'll make you cum hard." Instead of sitting upright, she leaned down and braced herself on her arms. That's so hot when a woman does that. You can look right into her face as she fucks you.

Kara wasn't all that interested in cumming, though, at least right at that moment. Her main concern was making me cum. She gyrated her hips, slid up and down, would sit upright and grind and rock, and then return to her original position. All the while, she was urging me to cum.

"Don't worry about me. I wanna get you off. Just cum. I fucking want you to cum. You made me cum. I fucking love this. I fucking love what you did to me. We're gonna do it a lot. Guys my age can't fuck right. Can't make a woman cum. You know what to do, baby. Monica was right."

It was fucking awesome. She didn't stop talking and it turned me on to no end. It was almost like I was having phone sex and getting fucked at the same time. I had fallen into some kind of magical wormhole.

Then, as she gyrated and lifted up, the condom got pulled off. Kara then moved down and held my aching cock in her hand. "Aw.....we lost the condom.....guess you got me too wet!" She then licked the head of my cock. Actually, she kind of just ran her tongue around it.

She got up and grabbed another rubber and came back and straddled my face. Hey, why not take advantage of a renegade condom, right?

"Suck my clit, baby.....lick it......"

Her clit wasn't hard to find at all. It was sticking out, ready, willing, and able. She tossed the rubber to the side and grabbed the headboard. I gripped her ass hard and started sucking her clit.

"Oh fucking yeah....fucking yes....."

I didn't really do much. All I had to do was suck it into my mouth and run my tongue over it repeatedly. A minute went by at most and Kara was yelling, "Fucking shit!" and cumming again. She got off of me and opened the condom. "Shit, I'm loving this."

She unrolled the condom on my cock and I had her lay on her side. I came up from behind her and while on my knees, slid into her. So there we were, Kara on her side, holding her right leg in the air, and me behind her, grinding against her ass.

She resumed her encouragement. "Need you to shoot your cum, Ryan. Blow that fucking rubber up!"

Okay, THAT did it. "Blow that fucking rubber up"? That was a first. And half a minute after I slid into her again. I filled up that condom. Actually, I came so hard that I was almost surprised that I didn't shoot it right off of my cock.

Ah, to be young. After I pulled out, I just crashed onto the bed. Kara leaned over, smiled, and gave me a big kiss. Then she practically jumped out of bed and took a shower. Me? I was a wiped-out forty year old. But it was a good wiped-out, that's for sure.

Kara emerged from the shower none the worse for wear. She laughed and said, "Hey, anytime you want some of this," and slapped her ass, "all you have to do is let me know!"

So I continued to fuck both Monica and Kara. Both were fun, sex-crazed, and wild in bed. They were a blast. The next few weeks were awesome. My personal teen dynamic duo would be graduating soon and would be staying in the area. Now that's what I'm talkin' bout!

Then the shit hit the fan.

One Friday afternoon, Kara invited me over. Her mother was working a double shift and she wanted to get laid. I was free and drove over.

Kara and I spent two great hours fucking on her mom's new couch. Well, a great hour and fifty minutes, that is.

I was on top of Kara, fucking her hard. We were kissing and our arms were wrapped around each other and her legs were wrapped around mine. We were groaning loudly and after Kara came, I shot my load. We kissed for a minute and I pulled out of her.

We sat up and turned and saw her mother staring at us, her mouth hanging open in horror. We didn't know how long she had been there, but she was in fucking shock. I guess I couldn't blame her. She had stumbled in on her 18 year-old daughter fucking a 40 year-old guy.

You don't see that every day.

After the shock wore off, the anger came. Fucking anger. It really ruins everything.

She started screaming at me. Shit, I can't even paraphrase what she said. It was so rambling and nonsensical it could've been in Mandarin. But I did understand a couple of key points she was making.

One, I was a fucking pervert for molesting such a young girl. And two, if I didn't get the fuck out of there, she was calling the cops. I'm just glad she didn't see the wet spot on the couch. Kara and I had spent the entire time on that thing and it was soaked. Almost the entire middle cushion was wet.

I got dressed and left. I could hear Kara really laying into her mom--tail wagging the dog?--as I left.

Yeah, not pleasant. But the fallout had just started.

Kara's mom called her sister--Monica's mom--and asked if Monica had been seen hanging around some "dirty old perv." Monica's mom said no. She had no clue that I--assuming that I was the dirty old perv Kara's mom had referred to--had been sticking it to her daughter.

Now had that been the end of it, it would've been okay. But no. Of course not. After I left their apartment, Kara's mom seized Kara's laptop. And what link did she find bookmarked?

That's right. Confessions Of A Poacher.

Kara broke down and confessed that that it was my page, and mommy started pestering Geocities to take my page down.

Now I've mentioned that I've had this site on Geocities in the past. But back in those days, I was very careful with the content. I wasn't nearly as graphic as I am here on Blogger (which apparently believe strongly in freedom of expression) and didn't post any hardcore pictures, just nudes. No pics of fucking, blowjobs, or girls fingering themselves.

Just nudes. And I didn't even post them there; I posted a link to the pics which we posted on a separate hosting site. Still, Geocities didn't like me and reminded me of this whenever they could. But technically, I was within their guidelines. I walked to the edge of that cliff, but was careful not to slip.

By the time Kara's mom caught me breaking in her new couch, something else had happened. Kara had emailed the link to a couple of guy friends of hers. She didn't mention that she had been fucking the guy behind the site.

And you know how teen guys are. That link got passed around faster than a joint at Woodstock. And Kara's mom knew a lot--and I mean A LOT--of parents at that school. She was a prominent member of the PTA and sent a mass email to hundreds of parents whose kids attended that school warning them about "that sick site".

So we broke in the couch. So what?

And of course, the site was bookmarked on quite a few computers.

Ironically, after Kara had started passing the link around, I received a ton some fan mail. And a lot of it was from teenage boys praising the site and how they envied me and all that. I had to explain to these kids that poaching and sleeping around isn't as easy or glamorous as it seems and to take their approach to sex very seriously. While I thanked them all for the kind words, I also requested that they not come back to the site until they were eighteen, if they weren't already (like that would actually work).

I also received a lot of emails from angry parents. I was called quite a few rather unflattering names. I didn't even bother responding to them and soon took my email off of the site. Of course, it was really a moot point by then, since a lot of angry parents had it.

Geocities was a pain. The admins were tough to deal with due to the subject matter and now I had a bunch of angry parents on my ass. I figured it was time to take down the blog for a self-imposed hiatus.

Now, there was a bright spot in all of this. Not only had that link been passed around to guys, it had been passed along to girls as well. And to top that off, not all of the mothers were pissed. Most were, of course. But some were, shall we say, "intrigued". Every dark cloud has a silver lining. I was able to parlay some of the positive emails I received into some nice encounters. And as with Monica and Kara, I never touched a girl under 18.

A couple of the emails I received from the girls actually said, "Make me famous."

Kara, of course, apologized endlessly for spilling the beans. I assured her that it really wasn't her fault at all and that Geosuckies had been gunning for me for a long time. Hey, if anyone was to blame for the controversy, it was me. I had given her the link in the first place and never said not to pass it around. Out of the three of us, Kara's the one who really got the most grief.

It's not like Kara escaped unscathed. Even though she was 18, her mother put a leash on her under the threat of eviction. Kara's girlfriend also found out and dumped her. That time with Kara was our last time together. After she graduated, she moved in with her father in Indiana.

I really felt bad for Kara. She had a lot of shit thrown at her but didn't blame me a bit.

Ironically, the cute redhead who started it all escaped unscathed. Not that she shouldn't have, just that it's funny that she wriggled through all of it without getting caught. I was really glad at least she didn't suffer any consequences. It was bad enough that Kara had to deal her mother's wrath.

After the dust had settled, the girls and I figured it would be best to go our separate ways. I had to agree. Kara was going to move away and Monica just wanted out.

After about a year, I started a new site on another host. But the bandwidth started costing too much and I shut down Confessions again in 2005. I took a couple of years off from blogging until I signed on with Yahoo in June of 2007. I opened up a 360 page and loaded up and wrote quite a few entries there. When 360 started having so many technical problems, I moved here to Blogger. The funny thing is, like 360, Geocities was a Yahoo! product. But I never had one issue on 360. Go figure.

As for Kara and Monica, I haven't heard from them in years. I kept in touch with both of them for a few weeks after all the fun stopped. But after that, I lost touch with both of them. Both were really great young ladies, though. And I definitely loved their strong personalities. I have no doubt that they've done well for themselves in life, no matter what paths they chose.

They were both wild in bed, that was for sure. But you'd never know it by just talking to and interacting with them. They both had really good heads on their shoulders.

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