Message Sent

Greg the Bear

Thursday night, I was lounging on the couch playing on my phone while listening to an old episode of some sitcom playing in the background on my flat screen. I got bored and launch open the gay app and was cruising member profiles.

“Holy shit, Greg?!” I yelled out loud to myself. The profile was of a guy who works at my company, not in my area but in another department. I’ve had some interactions with Greg over the years, lately, more due to a project we are both working on. He’s a tall, burly guy with a beard, attractive, always wears tight pants that show off his nice beefy ass. My shocked reaction was that he’s married with kids, and I would never have expected to see him on a gay app.

The other day while working on a project together, I couldn’t help but notice his massive bulge in his tight-fitting pants. I was pretty sure he was freeballing. During that afternoon, I saw he was looking at me as though he was cruising me. I didn’t give it much thought at the time.

His profile stated he was discreet, bisexual, 6’2, very hairy, 42 years old, and chubby. I wouldn’t say he was chubby, he has a belly but solid, I like that in a guy.

I decided to message him, “So something you want to tell me sexy?” Message Sent. I didn’t want to scare him or think I was going to say something at work. I am good at discreet. My motto is what happens between my playmate and me, stays between us.

Except when I write my stories with a few name changes. Wink.

I received a message back from Greg, “ Oh shit, man. I am discreet and know you’re pretty cool. Lately, I’ve been curious. I hope we are cool.”

I replied, “ don’t worry, I am very discreet and don’t want stuff like this to affect our working together. Secret safe. BTW if anything, I just want to say and will never talk about this again. You’re a handsome guy.” Message Sent.

I wanted to put him at ease, and at work, it would be business as usual. I received a quick message back from Greg, “supercool! It’ll be our work secret. Also, I think you’re good looking too and couldn’t keep my eyes off you when we were working on that project a few days ago. All I could think of was bending you over and pounding you.. lol... “I replied back, “thanks for getting me hard! Lol. But our secret is safe.” Message Sent.

As I laid on my couch, I began stroking my cock at the thought of him bending me over, pounding me.I received another message, “Fuck it, let’s get together! I can get out of the house to - run some errands-can, you host?” My cock stiffened straight up as I replied to Greg with my address and, “fuck yeah, I can host! See you soon!” Message Sent.

I jumped into the shower to get ready for Greg’s visit. As I stood in the shower, I couldn’t help but stroke my cock wondering what Greg’s cock looked like. I got out of the shower and threw on some shorts and a t-shirt. Before I knew it, Greg buzzed my apartment, and I let him up. I heard a knock on the door and answered.

“Hey man, come on in; you got here fast!” I said to Greg. He seemed taller than I initially thought. He was wearing a sports team t-shirt and tight cargo shorts. His dark thick hair and beard had touches of grey sprinkled though out. Greg walked in very confident, and I asked him if he wanted a beer and to have a seat.“Beer sounds great!” He said.

I went into my kitchen to fetch us two bottles of beer and handed one to Greg while I took a seat next to him. “Nice place.” He said. “Thanks been here for about 4 years now and has a great view off the balcony,” I replied. He took a big gulp of his beer. He now seemed a little nervous, and I wanted to put him at ease. “I am glad you came over,” I said as I put my hand on his very hairy left leg and gave a gentle rub. He smiled back at me. “Definitely! Glad we could do this.” He replied back now, rubbing my leg with his left hand. I watched his hand that had his wedding band on firmly rub my leg as he drank his beer.

“You kiss?” I asked him. He put his beer down on the coffee table and, without hesitation, cupped my face and deeply kissed me. I could feel his soft beard against my face. I put my hand on the back of his neck to pull his kiss tighter to me. As we continued to kiss passionately, I started to run my hands through his thick salt and pepper hair. Our tongues were deeply intertwined in our mouths. He briefly pulled back to ask me, “is this a dream?” I shook my head and pulled him back to my mouth. We couldn’t stop kissing.

I asked him to follow me to the bedroom, and as we stood at the side of my bed, I pulled his shirt off. His body was big and solid with a thick coat of black chest hair that nicely ran down his torso sprinkled with grey. He quickly pulled my shirt off and pulled me tightly to him, continuing our passionate kissing.

My left hand began to feel the bulge in his tight cargo shorts. I felt his thick rock hard cock, ready to be set free. I unbuttoned his shorts and unzipped his fly. His shorts slid down to the floor; he was freeballing. Greg continued kissing me as I took my left hand to feel his hard thick cock. He was about 6.5 inches but very girthy.

We stopped kissing long enough to take off my shorts and instruct Greg to lay on the bed.

As Greg laid on his back, I climbed onto the bed and began to suck this thick meat. He gave out a deep moan. He began to move me into a side-by-side 69 position and entirely swallowed my 7.5-inch cock. His beard felt fantastic against my groin as he deep throated me. We both were moaning in pleasure between the sucking.

I had Greg roll onto his stomach and raise his beefy hairy ass up so I could rim him. My tongue started exploring his ass and his tight hairy hole. He was in complete ecstasy. I could tell this was the first time anyone ate his ass. “Oh, fuck, man! Yeah! That feels great!” He yelled as my tongue fucked his very tight hole. I continued eating Greg’s beefy ass, and in his moan, he asked, “can you fuck me?”

Now I consider my self a bottom, but I have fucked. Not many guys, but when you have an opportunity to fuck a tall, brawny guy with a nice round hairy beefy ass, you seize the moment. I stopped rimming Greg and asked if he’s ever been fucked before. “No, be my first, please.” He moaned in his baritone voice to me. “Ok, if I hurt you or you’re not into it, you can stop me.” He nodded and raised his ass up. Knowing this would be his first fuck, I wanted to make sure I used a lot of lube.

As I grabbed the lube and condom, he said no condom, but when I was ready to cum to shoot my load on his ass. I heavily lubed up my cock and his hole. I gently began to insert the head of my cock into his very tight hole. He moaned very loud.“Am I hurting you?” I said. “It’s just the head of my cock, and you tell me how much of it you want.” I just left the head of my cock in his tight hole to stretch it before going further.

After a moment, I pulled my cock head out of his ass. I then re-entered his hole a little further. “Fuck!” He yelled. I again left half my cock in his tight hole to stretch his hole out more. He was very tight.I pulled out again, added more lube to my rock hard cock, and entered his tight, warm hole, giving him my full length. Greg yelled, “Fuck yeah, man!” Pushing his ass further on my cock.

I slowly began to pump his ass with more force. I could feel the warmth of his insides very tight around my cock. It felt sensational as I fucked him harder. I need to fuck more this feels so good! I thought. Greg positioned himself on all fours arching this backup. I could feel his ass was loose as I began to pound him harder. “Fuck my ass, guy! Fuck! Yeah, pound my ass! Your dick feels fucking great!” He yelled with a moan in his deep baritone voice, I was turned on even more. I drilled his ass even harder and faster. Sweat was pouring down my face. I wanted to see his face as I pounded him.

I pulled my cock out of Greg, flipped him on his back and pushed his legs up. I inserted my cock back into his warm, wet hole and continued to pound him. I could feel his hands on my ass, helping me push into him. His hairy body sweat now mixing with my sweat. I leaned down to kiss him deeply as I pounded his ass.

I broke our kiss to tell him I was going to cum and to roll over to let me shoot on his ass. I was getting close I felt my nuts shrinking ready to explode. Greg wouldn’t release his hand from my ass, he kept pushing me into him.“I want your load in my ass. Just put it in my ass!” He moaned to me, pushing even harder on my ass to keep me in him.I began to yell loud, “ I am cumming, I am fucking cumming in you!” I exploded my nut deep into Greg’s beautiful ass. My body shaking as I pushed every drop of my seed into him.

Greg then grabbed and began stroking his thick cock and shouted, “Oh, fuck! Fuck, I am cumming!” Shooting a hot thick load all over this hairy stomach and chest. I was so turned on by looking at his load on his hairy body that I began to clean it up with my mouth. I wanted to taste him.

My softening cock slid out of Greg, and I moved closer to his hairy stomach and chest to finish cleaning every bit of load off him. I could taste his salty sweat and cum. After I cleaned up Greg’s mess, I rolled onto my back next to him, exhausted. Both of us out of breath. I looked over at him, smiling and asked, “you ok, man?” Greg smiling back at me, said, “you were fantastic and will always be my first - as in fucking me.”We just laid there next to each other for a while.

“Well!” He said. “I need a quick shower before I get back to my other life.”“Hey, Greg-“ I paused, thinking of the right words, “anytime. If ever you need to just getaway, let me know. As for work! It’s business as usual.” I said, giving him one last kiss before he left my bed to shower.