Tommy and Devin

Once September rolled around the high school had a riding club and there were some basic polo clubs, 4H groups and along with the normal bookings for random horseback riding which seemingly picked up, Devin even became involved with taking some groups out. He had a few ideas that even brought in more boarders that the stables were fuller now than they’d been in years. Devin certainly was pulling his own weight around here, I even began to think of him more as a partner rather than an employee.

I spoke to Dave and Josh on the phone and one night I came out and finally told them that Devin and I were more than just co workers and I finally admitted I might have feelings for him. I told them (in detail) our relationship so far, which by now has just involved kissing and stroking each other, nothing more, but told them I secretly wanted to try more but was scared. After I calmed their concerns, they both seemed to support me and reassured me that I should take the next step and give him signals I was ready, but don’t do anything I was uncomfortable with, and take it as slow as needed. Dave reminded me of the way “experienced” Josh slowly introduced him, and perhaps Devin is willing to do the same, taking it very slow especially so as not to upset me, because from what I told them he obviously cares for me. As always I felt better and more confident after talking to them. They asked that I be very careful and they did warn me of consequences should things go a rye, deep down I knew they were right but I needed to pursue things on my own.

The next night Devin joined me in bed again, when we were together we were usually shirtless as September still has got some warm nights and we would wear sweat pants but we would hold and hug each other to sleep, some nights wed fondle each other before stripping to mutual jerk off sessions.

Tonight I asked Devin if he wanted to try to go further, a smile came across his face, saying “if you’re ready”.  I shook my head yes hesitantly. He told me “OK just say if you want me to stop”, he immediately began kissing me and quickly moved to my chest as I closed my eyes and hugged his back. My dick was immediately rock hard as I felt him ever so slowly work his way down to my navel area, he continued to kiss my abdomen as his hands explored my naked chest and waist. He pulled my sweats down as I lifted my ass to help him, and he lay his head on my thighs looking at me past my erect dick as he gently stoked it between his fingers running them up and down and around the head as I watched his gentleness. He moved in closer, close enough where I could feel his breath as he asked again “are you sure?” I acknowledged positively and he began ever so slowly touching my dick with his tongue. Sure Maryann sucked me a few times but few and far between and never so sensual, it was always, lets get this over with quickie, and often it hurt. Tonight was very different, my dick was bursting within itself, I felt my heartbeat within it. Devin rolled his tongue around the head and gently licked the underside back up to the head. I was still watching and he was looking back towards me I was focused on my shaft as he was a blur just beyond it, I switched my focus back and forth and I truly saw him enjoying it like a melting ice cream slowly and yet still gently wrapping and enveloping more and more of the shaft each time into his folded tongue. His tongue was moist and warm where he was touching me yet a sudden cooling feeling overwhelmed me as he moved off of an area to another. I noticed the rim around the head turn to deep purple as I grabbed his hair to pull him in more as I watched. The feeling was fantastic and I knew I wanted more.

He stopped and looked back to my face and I smiled, as he dropped lower to my balls and  began a tongue assault on them gently lifting and tugging each one in-between his lips as his warm wet saliva was deposited all around, he spent way too long maneuvering all around my sack and gently tongued the crevasses between my sack and legs, only the top of his curly blonde hair being visible to me now as my dick plopped up and down with his gentle tugs. He suddenly dropped even lower following the trail from my under sack toward my ass crack and I tensed. He knew and slowly began to return upward until his head was once again resting on my thigh where his fingers grabbed the base of my shaft and he bent it towards his lips, all the while staring into my eyes.

He opened his mouth and hovered the head of my dick inside, he didn’t touch it with his mouth yet he just held it in his wide open warm mouth. Then he leaned in and closed his lips around the shaft and created a slight suction as he raised his head off my thigh and began a very slow movement. He was about half way down and concentrated on just that top half twirling the head in his tongue before allowing it out as if letting it breathe. He let his fingers gently grip the base sides as they guided my shaft into and out of his mouth. God it seemed to take forever and the pressure was building, It seemed I was in pain but ecstasy at the same time yet he was too gentle. I occasionally thrust my hips into him but he unexpectedly gagged and I apologized. It wasn’t that he couldn’t take it all after all I’m not that big, my dick is slender but long and quite a curved arc to it, he just wasn’t expecting it.

He soon changed position and was laying between my legs with my knees slightly raised as he began assaulting my shaft faster and harder, this is what I needed it was what I was waiting for , finally he was going to let me cum. I was suddenly overwhelmed with how this should end, do I tell him? Will he take it? Swallow? Spit? Oh god will he want me to repeat this on him? The sudden panic made me lose my train of thought of sex and Cumming. As he continued suddenly I realized I was fully in his mouth my dick was all the way in his throat. Jesus Christ this was so freaking fantastic as the soft membranes of the back of his throat contracted around my throbbing head it was like his lips were massaging the base his tongue was working the shaft and his constricted throat was enveloped around the head as it slid in and out. It kind of felt like the time I fucked Maryann in her pussy, only without a rubber but much better.

Devin’s hands were roaming around my abdomen and navel area as he performed his magic on me between my legs with his mouth, his touch on my hard body felt warm as the rest of my body felt cool except my actual head and face which seemed like it was on fire with fever as my knees fell to the sides to relax in his comforting pleasure. Then it happened , I lost all control, I screamed "I’m Cumming I’m Cumming", damn it, as I tried to pull away from him, his hands moved from my tummy to my waist as he gripped me and seemingly pulled me in harder I felt his mouth grip down and I let my load go (as if I had any control of it at this point) I swear the first shot was so pressurized it should have penetrated his brain, as he pulled back just enough to catch the remaining spurts in his mouth and he continued to work me like a pro as the slimy fluid slid around my dick inside his mouth as my body tried to withdraw with sensitivity, he kept working me till I begged him to stop. When he finally released my shrinking cum covered cock oozing with streams of cum dripping from his mouth when he proceeded to gently lick up any and all loose cum before going back to clean my dick off being ever so careful not to make me feel anymore sensitivity, occasionally looking back up at my face rolling the fluid in his tongue before slurping it in and then gently wiped his mouth with the back of his hand before licking at it too.

Damn, I lay there thinking my God what just happened, and how did I never do anything like this before. He asked if I was Ok, and I acknowledged, otherwise we were silent as he climbed up beside me, he forced me to my side and he spooned me, I felt his hard dick press against my soft ass cheek and couldn’t help but feel guilty, but I just couldn’t do anything else with him at least just not now, he seemed to sense that, and seemed content just hugging me. After a few minutes I put my hand back and massaged his dick as he rolled to his back allowing me better access, eventually I too rolled over facing him as I slowly began to jerk him. He laid there, eyes closed as I stared at his throbbing dick in my hand and like before the droplets began to form and I fingered them, oh hell I owe it to this guy. I knew I could never measure up to what he just did to me, but I couldn’t leave him hanging, yet he seemed perfectly willing to leave it at that.

As I was jerking away on him, I looked back up at his face now with his eyes open, with his head bent toward me and a smile on his face, I smiled back and moved his dick toward my mouth then away again, as I thought to myself, should I? and eventually I opened my mouth and touched his dick to my extended tongue, ever so slightly, it was hard yet silky soft and kind of spongy too. I don’t know why but I kind of bit down on the head slightly with my teeth, I looked toward his face again and his eyes opened wide, as I kept jerking the shaft with my fingers and tonguing the head. I tasted a new taste which I now know was precum oozing, I was taken back for a moment, not sure if I like the taste overtaking his smooth skin taste, but I continued. Shortly he said he was close and the precum became thicker, I pulled him out of my mouth while continuing to tighten my jerking grip and he began splashing my face hair and chest with globs of goo. When he was done he grabbed my hair gently rubbing my head as if he was proud of me. I laid down on his thigh and touched the goo making strands between him and my finger tips. Then I did it, I took a finger to my mouth and tasted it, hell how bad can it be? I just had this guys dick and precum in my mouth. It wasn’t awful, it was ok, I took some more, then he loaded a finger with a big glob and brought it to my mouth as if he was offering it to me, now he didn’t force me, but I did open up enough to allow his finger in, he slid it in as I clamped my lips closed around his finger and he slowly slid his finger in and out of my mouth like a finger blow job, he reached all the way back, just before my gag. Then he went for more goo and repeated. At the time I thought it was just playful after play, but in reality I think he was “training” me for giving him a really good blowjob, testing my gag reflex and getting me used to his cum taste. Anyway we both lay down and fell asleep as I thought to myself I wanted to blow him like he did me, and deep down in the back of my mind I thought maybe even go further, as I began to think about that day in the loft, when Dave was fucking Josh’s ass and wondering if I would ever be daring enough to try that.