Archive for the ‘JimmyTheSlutofSLU’ Category

Jimmy too busy

Tuesday, January 15th, 2013

Jimmy too busy,

Not time to talk.

All too many guys to fuck.

Skinny or slim, I can fit you in.

Muscles and hair, some time over there.

Even really fat, I can get down with that

In the dark.

Jimmy and the megastud

Wednesday, December 26th, 2012

The guy was bigger than most.  Not the biggest he’d ever touched, but second largest he’d ever tried to take on, and the only mega tool he’d gone back to for a second helping.  It wasn’t like it felt better than a less heroic size would…it was all about the man attached to it.  Strong, but not scary, caring and compassionate, and more than anyone else ever in Jimmy’s life, aware.  Aware that Jimmy was a real person, with fears he couldn’t express, hopes he couldn’t voice, and desires he was afraid to share.  Aware when he was getting too excited and causing pain instead of pleasure, and capable of holding himself back when those moments arose.

Jimmy knew it couldn’t last, and so threw himself into making the megastud happy, pushing his limits, and desperately trying to anticipate the role he was expected to play.  In the days between visits, they texted constantly, sometimes sexy, more often simply passionate and considerate, like real love growing between two strangers.  Jimmy wanted to believe, to hope, that it was all real.  But Jimmy owned a mirror.

Jimmy and the overnight guest

Thursday, December 20th, 2012

With the weather being what it was, Jimmy wasn’t sure the guy would make it or not, but he prepared in case.  A nice pot of chili, fresh sheets and towels, all the required supplies =p

In the end, he was only an hour later than expected, so all started out well.  Passionate kissing from the get go, and steady progress towards the goal, it went very well.  Except for his penchant for going a little too far, before pulling back to get the condom on.  An acceptable risk, but still a little discomforting in the moment, given his honesty about his status up front.

The night’s sleep together was slightly restless, but imminently comfortable.  The guy made Jimmy his focus, was willing to suffer minor annoyances to provide the perfect circle of arms around Jimmy.   They both seemed to sleep lightly, to be expected with a stranger in the bed.  In the morning, another round, more cuddling, and finally a chance to use the double-headed shower with a second person.  Then off to work, memories in head.

Jimmy and the hard body

Wednesday, December 19th, 2012

The morning after, and Jimmy still couldn’t get over how amazing this guy was.  The body was hard as a rock, the attitude aggressive and excited, but he paid attention, pulling back at the first sign of pain, and truly focusing on making Jimmy’s night.  Following up with kind words, Jimmy compared and contrasted with the ‘good’ guy he’d been wasting so much time and energy on, persevering in the face of disdain for so long, he’d come to believe he was as ugly as he was treated.  To spend time with the polar opposite, to feel desirable and wanted….Jimmy was confused.  If this guy was playing the game, he played it well, and deserved his reward.  Did anything else really matter, he wondered.

Jimmy feels wanted

Friday, November 30th, 2012

Jimmy was confused.  In his younger days, alone and unwanted by everyone, he thought that things could only get worse as he aged.  Given his own shallow nature, and his attraction for surface beauty, he figured that as the years went by, his ‘luck’ at hooking up with guys he found attractive, would decline.

But as he entered his early 40’s, he was surprised to find that his tastes had matured faster than he had, and suddenly guys 10 years his junior, were lusting over him, they way he had over them.  As much as Jimmy disliked his hirsute nature, it turned out there were smooth guys in the exact opposite boat, leading to a perfect lust-storm of meeting each other’s ideals.

There were compromises to be made, lots of ‘straight’ married men, usually in between separation and divorce, experimenting.  Unsafe where he would prefer safe, flakes who just never showed, but on the whole, it was a strangely effective time in his life to be a slut.

A Jimmy Tale

Sunday, November 25th, 2012

Jimmy knew it was a bad idea before he even answered the ad.  When they start off with the sob-story and gift-request up front, it doesn’t generally go anywhere good, but his own birthday was coming up soon, so he felt a certain sympathy, with the character, if not necessarily for the man playing the character.  A few messages exchanged, and the pictures don’t do the guy justice…he realizes, no matter how loud the alarm goes off inside his head, at least for now, he’s got to see what’s real in this guy, if anything.

Jimmy picked the guy up from his house, frail and thin, and god-awful breath, but a friendly chatter-patter, and some sense of plans for moving life forward, and the date goes on.  Chilling on the futon at home, nothing ever really comes real, except the sense of being played.

The days go by, and sometimes things do happen, but only if Jimmy really pushes, and then it’s as lackluster as he’d feared, no true passion, no real attraction.

There’s a night, where he says the right things, does a little something that seems like it might be genuine.  But after that night, it’s just more of the same game.  And then the sob-story gets worse, and now it’s a place to live, sharing space, but not lives, open for him, but not for Jimmy, a nightmare scenario for Jimmy, and dream con for the guy.  The guy has right things to say, when he’s on the phone, but he keeps throwing in obvious lies, and enough is enough.

A quiet and tense drive home, all the while wondering why he’s even doing this much for the jerk, and when the arrive at his door, the guy gets out, without a word, and walks out of Jimmy’s life.

It’s for the better, he knows.

But how he feels…

Jimmy and the trailer trash

Monday, November 12th, 2012

Jimmy had had a long night, the night before.  When his cat had woke him up at the usually 4am, he’d discovered the pet-food cupboard was bare, and had to find a 24×7 grocery store, before he could crawl back to bed for another couple hours of rest.  When the upstairs neighbors started their partying at 11am this next morning, he still would have liked a few hours more sleep.

Still feeling somewhat unsatisfied from the night before, Jimmy started looking around online for someone to play with, but it’s not going well, with one guy even going to the trouble of writing back to say “ewww, no way”.  Seems like an extra jerky thing to do, but whatever.  As the day moves on, and the rejection list grows longer, when he gets to the ad that offers what he wants, for a price, he gives in to temptation.

Plans are made, promises exchanged, and expectations set.  An hour later, and Jimmy is opening the door to a guy dressed in well worn clothes, neat in appearance.  Invited inside, and into the bedroom, when the clothes come off, he’s even better in person than his pictures implied, the perfect embodiment of all the poor-but-achingly-beautiful guys from the wrong side of the tracks.

He’ll receive oral from Jimmy, and it’s freaky how perfectly they fit together in this position, not too big to deep-throat, yet still way bigger than Jimmy’s own tool.  He plays with Jimmy’s butt, but doesn’t touch his dick.  Ah, one of those ‘str8’ guys, Jimmy thinks to himself.  So, when the guy lays face down, and spreads his legs open, Jimmy is surprised, but happy to top the perfect ass.  The guy has his limits, a fear of going to far that makes things a little interesting, but still workable.  Then it is Jimmy’s turn to get fucked, and the guy is going OK.  Face down isn’t Jimmy’s favorite position, but it seems to be for this guy, and Jimmy always plays along.  But again, before things have lasted very long, the guy is cumming, cleaning himself up, and heading for the door as fast as he can, while still getting what he came for.

He gives Jimmy a quick kiss on his way out the door, and hopes he’ll hear from Jimmy again soon.  Jimmy isn’t sure.  The body is everything he could hope for, and the guy doesn’t talk down to Jimmy.  But he also doesn’t last very long, in either position.    He finds it a very strange calculation to try and make, how much sex versus how much consideration, which is better, hotter-bod, or longer-lasting-sex, and so forth.


Jimmy and the rough talker

Monday, November 12th, 2012

Saturday had started out frustrating for Jimmy, spending most of it hanging out with the incredibly cute dude he knew was really just playing him for the money, who wasn’t going to ever actually put out.  The breaking point was when he was asked to give the guy a ride to the grocery store, to pick up supplies so cute-guy could make dinner for a guy he was interested in.

Being the eternal nice guy, Jimmy helped out, and dropped cute-guy off at the other guy’s door, then went home, with the intention of spending the rest of the night alone, feeling sorry for himself, and reading the online sex ads.  As he was wont to do, he’d send out a quick line of stats and locations, and the standard headless/naked picture, to any ad that looked interesting, never expecting any results.

When a response came back, from the very muscular black man who said he was looking for a backrub and ass-to-fuck, Jimmy still kept expecting it all to fall apart before things went anywhere.  As a general rule, he’d found that while a reasonable percentage of the guys he approached were interested in  (or willing to settle for) his body, 99% of the time, sending his face picture was the poison that killed the conversation.  So, when the guy was still interested even after Jimmy had shared the face of ugly, he started getting excited.

A few minutes later, and Jimmy was at the hotel, knocking on the room door, still waiting for the other shoe to drop.  When the door opened, the guy looked good.  A body in better shape than any he’d ever gotten to touch, Jimmy was eager to please.  When the guy just wanted to lay there quietly during the massage, Jimmy didn’t mind.  When the guy turned over and wanted his dick sucked, Jimmy was all for it.  When the guy started calling Jimmy a ‘little faggot’, it didn’t make him happy, but he could live with it.  Then the guy was ready for more.

He put Jimmy on his back, and started fucking hard and fast, then face down, always in his ear, “you want it in your pussy, don’t you little faggot…”, which Jimmy always finds confusing. 

“If I’m a faggot for taking the dick, what the fuck do I call the guy supplying the dick?  Seems like we’re equally ‘gay’, but whatever.”

The guy flips Jimmy back onto his back, and tells him to cum for him, still pounding away.  The whole experience has been close to Jimmy’s fantasy, and it’s not hard to give him what he asks for, thinking that there’s still plenty of time together for round two, before the host hits his first nut.

At which point it gets odd.

For all the talk during the email exchange period, about wanting to blow a big load inside him, the guy pulls out unfinished, and wants Jimmy to clean up and go.  Not super-rude about it, but very direct, with a story about a buddy’s bachelor party, and a half-hour to get there.

When Jimmy gets home, he checks out the online hookup boards, somewhat out of force of habit, somewhat out of frustration that total time spent actually inside his body, was far less than he’d hoped for, still dreaming of meeting a guy like his first boyfriend, who could last as long as Jimmy could.  And he finds that the guy had actually just posted a new ad, literally as soon as Jimmy had walked out the door, by the timestamps.

Jimmy was kinda pissed.  If the guy had just said, I’m done get out, it would have been one thing, but to make up some silly song and dance, it bugged him.  But Jimmy was also kinda worried.  He’d wanted to play safe, but hadn’t been able to call the whole thing off (his own fears kept him from even speaking a word on the subject), when the guy wanted to go bare….and if he didn’t want to cum inside Jimmy, was he going bare because he was trying to spread something, and holding off busting the nut, so he could stay hard inside as many guys as he could, spreading some sort of misery out of revenge or joy-at-being-in-a-town-where-no-one-knows-your-poz?


So, he fired up another email account, and responded with a set of pics designed as a honeypot, and sure enough, the guy took the bait.  Torn between confronting the guy, which he suspected wouldn’t go any further than the guy deleting the accusation-email, and trying a new posting with different wording and pictures, and trying to do something, he decided the best solution was to occupy the guy’s mindspace and time, keep him off the market for a couple of hours at least.

Using what he’d learned from his visit, the honey-persona talked dirty and self-degrading, promising and implying a near mythical fucktoy of a just-legal-boy, for a selfish top.  When it came time to do the actual meeting up, Jimmy figured he would at best be able to make one delaying-email, “traffic is crazy” kind of thing, to keep the illusion going.  But sometimes the universe works out in a twisted way, and just as Jimmy was getting ready to send the first shine-on, the guy delivers the opportunity for his own mindfuckery…he sends an email, saying he just needs to step out of his room for two seconds, and to wait if he doesn’t answer.  So, Jimmy holds off for a few more minutes, then sends a pissed off email, accusing the guy of playing the honey for a sucker, with extra stingers of desperation-for-it-to-have-been-real on the honey’s part.

He didn’t post a third ad that night.

Now Jimmy just has to wait 4-6 weeks, get tested, and see what was really going on….