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Grand Slam
It has been an epic week. Monday I finally fucked my massage buddy Glenn. Tuesday I played with three fuck buddies, MK, Cheng and Dan -- fucking Dan twice. Wednesday was a day of rest, haha.
Today was Dan's official farewell romp in my hotel room with another daddy we call Big Dick Bill. The three of us have played together a few times and Dan and Bill have fucked more than a few times ... but never like this.
I've planned this for weeks. Dan leaves for Florida on Sunday for the winter season, I'm wrapping up my time at my old job, and my gift to Dan was that i would book a room and he could invite one or more other guys for a final fuck. Bill was his choice.
Bill is 62, slightly younger than me, 5'9", 165 pounds, salt and pepper hair, very hairy chest, sensitive nipples and an 8 inch thick cock. He's mostly a top but loves having his ass played with.
Dan arrived a few minutes before Bill so we had a chance to play alone. I licked Dan's nipples, got him hard, sucked and briefly fucked him before Bill arrived.
I had Dan bend over the counter, bare ass hanging out, and opened the door so that was the first view Bill had. We were off and running.
For the next three hours we sucked, fucked, fingered, and otherwise enjoyed almost everything three men can do together.
Dan had asked that I play host and make sure Bill felt welcome, reasoning that since Dan and I play so often that Bill might feel left out. It ended up I was somewhat the odd man out, even though it was my party. LOL. Part of the distraction for me was that Dan asked me to take photos and videos during our play. It's distracting and challenging to take decent pix when your hands are covered in lube and your cock is wanting to be somewhere else. Haha.
We got naked and played for 30 minutes in the small living area, more or less a warm up for the main event. Bill and Dan spent a lot of time kissing -- which oddly is not something Dan and I do because the chemistry simply has never been there, although I love kissing. There was lots of sucking, fingering, rimming, nipple tweaking, ball squeezing, general fondling and frantic groping in different combinations
I also played a lot with Bill's ass. That was on his wish list when we chatted while planning, and although he doesn't exactly turn me on, I was willing to get him lubed and open for his other bucket list item -- getting fucked by Dan.
Dan, as I have described in the past, is 6'5" , 215 pounds, athletic, handsome, smooth with a hairy chest, and a 7 inch uncut cock. Dan almost never tops but he was willing to try at Bill's request.
I got Dan super hard sucking, fingering and jerking him so that Bill briefly impaled himself sitting on Dan's cock. It was an awkward position on the floor of the sitting area so we moved to the bedroom.
I got lubed and spread Bill's ass as he reclined on his back at the edge of the bed. Then with a finger still in Bill, I got on my knees and got Dan hard again, sucking and fingering him before taking him by his cock and guiding him to Bill's waiting hole. He slowly slid in as Bill moaned and thrashed on the bed. He wanted it but he needed Dan to go slow. Soon Dan was sliding in balls deep as i straddled Bill and played with his cock and nipples, making his eyes roll back and his moans to deepen as Dan increased his pounding. Dan pounded Bill for a while but clearly wasn't used to that; he's mostly a very talented bottom.
Dan slipped out and couldn't stay hard enough to go back in, so we cleaned up a bit, switched it up and did three-way sucking for a while. I was as hard as I was going to get this afternoon, so I got Dan on his back at the edge of the bed and slid balls deep in one step. Bill straddled him and got sucked by Dan as I pounded Dan's ass hard with his massive legs on my shoulders. I wanted to get a short video of that but my cock slipped out as I reached for my phone and that was the end of that.
Regrouping, I said to Bill it was his turn and he eagerly accepted the mission.
It took a while for Bill to work his massive cock into Dan's eager hole. The video i took was amazing as they worked through that invasion. Once Bill was in, Dan was on a great ride for a good 15 or 20 minutes. I alternated between licking Dan's nips. sucking Dan's cock and fingering Bill's sloppy hole as he worked Dan over. When I got a finger up high enough, Bill began a low groan that must have been heard in the hallway and adjacent rooms.
We all took a break -- Dan and Bill to take individual showers to dispense with ass odors and lube slime. Then we cuddled together on the bed and began a slow journey toward our climax. While Dan and Bill kissed I slowly worked Bill's hard cock, a very slippery hand job and occasional sucking, that had him on the edge for 20 minutes. He gasped for breath as I teased his sensitive cock head and fingered his hole. He begged me not to make him cum yet, so I skillfully edged him until he could no longer wait. He wanted Dan's ass. Now.
I reached for the lube and juiced up Dan's ass, then guided him to hover over Bill's pulsing dick. I lined it up and gently pushed Dan's hips down, watching from behind Dan as he impaled himself. They both groaned and gasped as Bill reached deeply into Dan's guts. I moved around so I was next to Dan as he rose up and down while I tweaked both of their nipples and slid my hand up and down Dan's hard cock. It got pretty intense. I fingered Bill's hole, played with Dan and I was jerking my cock as Dan pulled my lips to his left nipple as Bill thrust up. Dan brushed my hand from his cock and took over, thrashing away as he reached his peak. Suddenly he whispered "I'm gonna cum," as he guided my head and mouth to his crotch. He spewed a massive load into my mouth and all over my face as he gasped and gyrated on Bill's rod.
Bill hadn't yet cum, so he asked Dan to stay where he was as I grabbed warm washcloths and towels to mop up the mess. Normally Dan is too sensitive after cumming for much touching but he reluctantly stayed atop Bill who continued gently thrusting.
Another round of cleanup and showers ensued while we all caught our breath. We chatted and fondled and got hard again.
Bill really wanted to cum, so I got him hard again, got Dan lubed up again, and guided their efforts yet again. Dan bent over the bed and i guided Bill's renewed hard on into Dan's ruined hole. Again it was intense. I alternated between Dan and Bill, letting Dan suck me, fingering Bill's sloppy hole -- which really got him going. He finally came deep inside Dan as I tweaked his left nipple and put my right middle finger all the in to massage his swollen prostate. It was a huge load and dropped out of Dan onto the floor in a puddle.
Bill stepped away and Dan stood next to bed, flailing away at his cock. He guided my mouth to his crotch, where i licked and held his left nut as he jerked. I slipped a finger into his creamed hole and found his button. He rose up on his toes and bam -- he fired another half dozen shots of cum all over my face and his abs.
More clean up, more cuddling, more chatting, more fondling.
Time was running out. Dan had dinner obligations. Bill's excuse for being away for the afternoon was expiring. I had no schedule but really needed to get home sometime in the early evening. I never had planned to stay overnight.
As the minutes ran out we made one last effort. Dan sucked Bill while I jerked my cock and Dan's until we were hard again.
A final, reluctant flurry of cleanup and dressing as everyone got ready to leave, quick hugs and they were gone.
I was still horny, I hadn't cum, and I was a little annoyed that I had somehow played odd man out at my own party.
I got out my phone and reviewed the photos and videos of our romp, eventually getting hard enough to crank out a major, overdue load all over my belly.
It was worth the effort and expense. I won't see Dan again until I visit him in Florida in early January.
Now, I need a few days of rest.