Monday, November 26, 2012

Virgin Ass (part 2)

So, the reason I was so nervous with the 50 year-old virgin was that I had previously wielded the responsibility with such carelessness that I was really ashamed for awhile.  You may want to read that one first.  It's probably a better read.

He was a college kid home for the holidays a couple of years back.  He was a freshman.  Just turned 19 and I was really flattered that he'd be into a guy that was a dozen year his senior.  And it was the first time where I wasn't the younger guy chasing the older dude.

I came out early and started experimenting sexually when I was 14.  Even before then, I remember sneaking peaks through a slit in the door when my father was watching porn.  I got really frustrated when he started pausing the videos for the close-up shots of a girl's snatch.  I really didn't care unless there was a hard cock fucking it.  Eventually, I got rid of the cognitive dissonance and realized that my fascination in the hard meat between a guy's legs and this thing called gay was pretty much the same.  Even before that, I remember playing around with the neighborhood latin kid at age 6 or so and we'd roll around on the bathroom feeling each other up.  I told him to suck my dick, but he didn't go for it.  Yeah, I know.  Hard to believe but I knew I wanted my cock sucked even at 6.

So, coming out at an early age meant that most of my gay buds and my sexual partners were all older than me.  It was a bit of a shock now that I'm older that there are a lot of guys that are out and younger than me.  And even more of a trip as some of them started coming on to me.

So, back to the college kid.  He was a cub.  A little stocky with a cute face.  And I let him know exactly what he was getting into.  I was attached and didn't have any interest in leaving my partner.  And he was hot for me.  Of course, it probably helped that I sent him several pics of me in my best light... 

He didn't have a car and we both couldn't host, so we decided to meet at the adult book store in town.  Yeah, isn't the most romantic of places to get your cherry robbed. But I was horny and I really got off on him wanting me to fuck him.

So we chatted for a bit outside before we went in.  I told him where to go.  The biggest booth so we'd have room to fuck.

He went in first and I followed.  I entered in the booth and there he was, looking kinda shy.  I pulled him up and gave him a hungry kiss while pulling out the lube and condom I had on me.  I was on a mission and he knew it.  I was rock hard and full of frenetic energy, I don't think I even lubed him up properly.  I held his ass firmly, pushed his back down so he was bent over the solitary chair and pushed in.  Hard.  His ass resisted only for a sec before it loosened up, loosened because he wanted it.  And I fucked him mercilessly.  He couldn't even distract himself with the porn playing in the booth as I made him face away from the screen.  But he still turned his head.  I reached down and felt his rock hard cock.  I barely fucked him for a few moments with his head trying to turn back to look at me, him half rolling his eyes in heat and grimacing in pain.  It was barely a few minutes of me jabbing my rock hard meat inside him when I shot with such intensity I was shuddering for long moments afterwards.  And when I recovered, I made sure I was still inside him when I spun us around and sat down on the chair with him still fully impaled on me.  He gave his cock a few tugs and cried out.  Pain or ecstasy, I'm not sure, but he shot a huge load, spraying his shirt unintentionally. 

I smiled at him while he got off me.

"Oh, that hurt."

"I bad way?"

"No, not really.  It was hot."

I patted him on the shoulder.  "Good.  Catch ya later."

And with that, I was gone.

But I misread it.  He wanted more.  He really wanted a boyfriend.  And in the end, he really wanted a guy that would make his first time special.  What I really wanted, was just a hot fuck from a kid that was going to head back to school in a week.  He kept on messaging me on Scruff and I kept on ignoring him as he called me names. 

And that was one of the few times where I regretted what happened. 

Saturday, November 24, 2012

Virgin Ass (part 1)

I was nervous.

The last time I knowingly took a guy's virgin ass (though I'm sure taking a load down their throat wasn't foreign to them) was a couple of years ago with a kid that was home from his freshman year at college.  It didn't go so well.  I'll explain that one next time.

But this guy, I'm pretty sure is going to go differently.

He's a 50 year-old guy, for one.  Married, but just recently taken the plunge and indulged in his thirst for men and cum.  He's been going around the world gorging on cock, sucking down strange boys in the cities he's visits for work, but he hasn't taken the extra step to take it up the ass like he's always fantasized about.  Maybe it's a cliche, but it sorta fits.  He drives an expensive sports car convertible and chases guys younger than him.  But he's still fit as fuck.  His body drives me to shame.  A smaller guy about my height, but with well defined broad chest, cut abs rippling down a naturally smooth body and clean cut face with strong masculine features.  In a word, he's hot.

But I'm not nervous because he makes me feel inadequate. He's, in fact, warm and giving with affection and compliments that will ease any doubt.  An eager pup excited to play.  I'm nervous because of the responsibility I hold.  And the fact that his kid was sleeping upstairs also kinda weighed on my mind.

I had already aborted one attempt at anal.  He's already sucked me off a couple of times in the past and when he asked about anal, I let him know I was all for it.  But when I got there, it was all wrong.  He wasn't himself.  And when I went in for the kiss, I knew why.  He was drunk as fuck.  Slightly slurred speech and he reeked of alcohol.  I could even taste it on him.  Drunk off his rocker and it was 6am in the morning.  I wanted him to feel it and remember it all.  Most of all, I needed to know that he wanted it and, with a clear head, beg for it.  And I knew what would happen if we started.

But today, he was sober.  And eager.  He was waiting for me at the stoop and the long length of his driveway was making my heart pound in my ears in the anticipation with every step.

He leads me into the storage unit next to his garage.  Next to a couch is a sewing machine and clear plastic boxes piled high with his wife's arts and crafts supplies, long stationed in the corner that he doesn't realize how strange it feels for a guy to walk in and attempt to fuck him in a room that's obviously his wife's retreat.  But when our lips meet, he sucks at them greedily, trying to suck in my tongue and devour me.  My hands fly up under his shirt as his cock starts to grow and poke out at my under his gym shorts.  His soft skin and firm abs always amaze me as I trace his cut lines.

He breaks away.  I look at him.

"You sure about this?" I ask.

"I think so...  Yeah.  I want it," he replies hesitantly.  "Wait a sec."

He fumbles around and find a pack of condoms and lube.  It was obviously a sec pack for his work trips.  At that point, I wondered if this was really his first time.

I fumbled with my track pants to get them off and then used the lube to put a dallop on my hard, drooling meat.  A big glob stayed firm from the cold air making it thick enough to hold the shape of a gum drop before I rubbed in.  He was sitting on the couch, mesmerized, as I rolled on the condom and then got some more lube on my fingers.  I leaned in for a kiss while I worked a generous amount of lube on his hole.  At every pass of my fingers, I'd feel it twitch.  Relax in slow moments before a sudden tightening.  His arms showed goosebumps even though his hear was racing against my chest and his heat was strong enough to me start to sweat.  Relax, tighten, relaaaax, tighten.  I pushed a finger in and it was really tight.  Slowly.  Just a little at a time.  And when my finger was fully inserted, I still felt it relax and tighten around my finger.  Even in it's relaxed state, I felt the blood pulse in sphincter.  A steady quick pulse like the waves of electricity across a line.  And I knew, he was speaking the truth.  It was definitely his first time.  At this point, the making out slowed down to the point where he was just concentrating on his hole and when I pressed against the hard bulb of his prostate, he let out a yelp.

"I want you in me."

I pulled my finger out of his ass, probably a little too quickly, and placed the head of my covered cock against his hole.  Even through the latex, my cock could feel his heat.

Propped his other ankle over my shoulder and then placed the head of my cock firmly against his hole.  He gasped and grabbed onto my leg and started to push me back, but I kept up the pressure.  Not enough to push in, but enough so I wouldn't be pushed out.  My cock head was past and met a tight resistance.  And that pulsing!  It did wonders against my cock head.  Made my cock jump and flare out over and over.  It was one of those moments where I felt his hole finally relax a little and I inched in.  He white knucked my thigh but I didn't let up until I was balls deep.  And there I stopped.  Even with it covered, I felt the strong heat of his desire. His chest was heaving as he was mumbling under his breath.  I laid a hand firmly against his chest and felt his heart racing before I pulled out slowly.  I wanted him to feel the entire length of his cock.  I wanted it to feel like miles of man that was invading his channel.  Right when I just the tip of my cock was in, I slammed it back in.  On and on for awhile before I felt like he needed to feel something different, so I stayed deep in his hole and then made my cock throb to impale him with another inch.  Then I gyrated in a circle to see what the next best angle should be and his quick breaths told me when I was on the right track.  I fucked him mercilessly before I laid my hand on his cock.  My hands weren't cold, but they felt like they were against his white hot cock.

"No, don't.  You'll make me cum."

But I knew that he was already past the point of no return, just from the extra heat of my hands.

So I just grasped it firmly, letting the rhythm of my fuck be the stroke of his cock.  And in seconds, he let a stream of cum fly.  And another.  Then two smaller spurts before he was spent.  He grimaced when I pulled out.

"But you didn't cum yet."

"It's alright.  That was all I needed."  I got up and he did as well, albeit a bit wobbly.

"I want you to cum, though."

So I pulled off the rubber and put my arm around his shoulder and jerked it for a few seconds in a circle jerk style.  He lightly rubbed my stomach and I shot a load onto the cement floor.

As I was putting my clothes on, things got a bit awkward.

"You okay?"

"Oh yeah.  It was just a bit...  intense.  Lots of things running through my head."

I gave him a long hug before he led me out the door.  But later, he texted me begging for me to do it again.

Saturday, November 17, 2012

Summer's Unfortunately Over

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Saturday, November 3, 2012

Flipping a Top

Honestly, I don't think I've ever met a total top.  And that includes me too. It's gotten to the point where I ask, but I don't really listen to the answer.

He was on GROWLr, an app on the iPhone and Android devices that let's you check out the guys that are also browing nearby.  Sorta like the bear version of Grindr.  5'9" 175# and close cropped hair.  His face picture was a bit blury, but you could still tell he was a good-looking guy.  Figured him for a chaser since he didn't seem all that beefy or hairy.  A nice, clean-cut guy.

We idly swapped messages back and forth on a Saturday while I was trying to catch up on some mindless reality TV shows that I had on the DVR.  That is, until he unlocked his private pictures.  He had my attention then.  He had a fine dusting of hair across his chest and down his stomach.  Small nipples that protruded as if they were meant to be sucked...  nursed on for hours.  His cock filled the frame of the picture, so I couldn't tell scale, but it was angry red and veiny, tilting slightly to the left but massive enough to fill the screen.  It also turned out that he was in town for work, staying at a hotel that was just a couple of miles from me.  So, of course, I invited myself over.  Even though he said he was a top.

"We can just start with oral and see where things go."

He gave me the room number and I headed over.

After working through a traffic jam from some accident that closed the road the hotel was on, I got there and was met by a handsome guy that made me pause for a bit.  No matter how much you try, there's a moment where the brain reconciles the pictures that you've seen and the image you've put in your head with the actual person in front of you.  Yeah, he didn't lie about his height, but for some reason I expected him to be taller.  Instead, he was a guy that was my height that I wanted to scoop into my arms and toss into bed.  And he had amazing grey eyes that didn't break from direct contact.  Instead, he looked right at you when he talks.

After saying our hellos, I pulled him into a big hug and kissed him deep while my foot kicked the door closed.  I could taste a tint of spearmint gum as our tongues dueled in each others mouths and then the faint aftertaste of smoke.  He was a considerate smoker.  Loved that.  Don't like smoking at all and smokers generally turn me off, but a guy that takes a couple extra steps ahead to try to make a guy comfortable is kinda hot.

I lustfully grabbed at his shirt trying to pull it off before our arms became an entangled mess.  It was a frenzy of activity as we pulled and pushed, trying to get naked and take in each other with all of our senses.  Hands flying everywhere.  Under clothes, over clothes.  Fingers tracing dancing over each other trying to memorize each feature.  My face was everywhere, trying inhale his scent, taste his flesh, feel his soft fur against my cheek.  My teeth and tongue played with his nips and I felt his cock surge and pulse through his shorts against my leg.  It was becoming too hard to balance so I grabbed him my the shoulders to pull back.

"Let's get in bed."

"That's what I was thinking."

He unzipped and pulled off his shorts to have an immense slab of meat flop out.  Sure the thing looked pretty thick in the pic, but in real life, it was insane.  I could barely wrap my fingers around it without choking the monster in a death grip.  He didn't wait for me to snap out of my reverie.  He pulled free and hopped into bed.  I quickly followed suit.  Head first in a dive to get that meat down my throat.  I heard my jaw crack as I opened up wide enough to get that sucker in.  It was a struggle to keep teeth out of the way.  And he was easily 8" long.  Too long for me to get to his balls and too thick to deep throat.  Instead, I suffocated on his meat as it worked its way to the back of my throat.  Jaws overextended and helpless.  My nose didn't know what to do.  All breathing passages were at a loss and I struggled.

It was a top's cock.

He flipped me on my back to show me how it's done.  Hard as a rock, pointing skyward, he took my cock in his mouth in one swoop to the base.  But I didn't let him off easy.  I grabbed his head and held it there, made my cock throb a bit to fill his throat and pushed it even deeper.  Yeah, he can deep throat.  But with that skill, he's gonna pay the price and get skull fucked.  Several short, deep thrusts and then I let go of his head, which flung back and gasped in a huge breath...  right before he swooped down for another beating.

Any bystander might have thought the wrestling match was too much work, more work than fun, more stressful than erotic.  But instead, it was just two passionate guys that know what they want, what they like, and aren't afraid to get it.  Back and forth, we made each other squirm.  At one point, I was on top nibbling at his nipples trying to kick his legs apart to tease his hole with my cock.  He wouldn't have it.  His legs were shut tighter than a window painted closed.  But after some experiments, I noticed he was a sucker for making out.  So I kissed him deep and he responded.  His body relaxed as if willing me to go deeper inside him.  Before he knew it, I had his knees on either side of me while he was on his back.  I worked one hand on the back of his head pulling him deeper into the kiss while the other underneath him as I hugged him close.  Slowly his legs rose and wrapped around my back.  I knew I had him.  After a bit, I pulled back, spat on my hand and lubed up my cock with it.  I felt his hot hole as it opened and then tightened as I played.  And then back down to his lips and he sucked me into him.  My hard, wet cock was teasing his hole until I got my head aligned...  and then I pushed in.  Slowy.  Inch by inch.  Feeling when he relaxed to move in deeper.  Drawing him deeper into the kiss when he tightened up.  Until I was balls deep inside him.

We both groaned.

"Fuck!"

He was still rock hard and his twitching ass was doing wonderful things to my cock.  The deep warmth enveloped me and drove me insane.  I pulled out until just the tip was inside and slammed it home.  I grabbed his cock.  I could tell he loved it.  Over and over I long dicked him.  Slow outstroke, slamming it in on the downstroke.  Over and over til sweat was building up between our bodies.  Mine from the sheer exertion and him from the intensity of the fuck.  I was dripping heavily onto him.  One drop landed on his face and he quickly lapped it up.  It was at that moment I felt something change.  His breathing rhythms broke into a stacatto and his ass started to milk my cock with every movement.  His chest heaved and my hand was still on his cock, controlling the sensations he was feeling.  I was jerking him slowly.  I didn't change the pace.  Kept it steady when his eyes rolled and a deep moan that started in his core escaped from his mouth.  And he shot.  With a loud cry, he shot.  The first volley was so hard, the force in which it hit the wall over the bed's headboard was audible.  The second left a streak of cum from his neck to his navel.  The final squirts dribbled over my fingers.  The sight, the smell, the twitches of his ass.  It was more than I can handle and I squirted my own load deep inside him.  It wasn't timed perfectly.  In fact, I know it took me several strokes before I came.  A part of me felt bad because I wasn't sure if he was in pain after having just had cum (I know sometimes I need a guy off me immediately after I cum), but I was at the point of no return and you couldn't reason with me.  Even when I was done squirting, I pounded it in deep and hard to make sure it goes deep inside him.  And then I collapsed on top of him.

As we were coming down and the fog lifted, I pulled out and he started a chuckle.

"I swore it was going to go the other way," he laughed.

I did too.

Who am I kidding?  It happened exactly how I wanted it to.