While Mary was having a fun time over at Natalie and Roger's, John did not waste any time getting off with his old friend and co-worker Dave. Saturday evening in the hotel, time was passed with the two of them naked, John slowly edging Dave's cock as they whiled away the evening hours.
It was around 9pm. Dave had cum an hour ago, and John started up on his cock again when Dave reached around and started playing with John's butthole. John was an imaginative guy, and he figured this might happen. To prepare for it, he'd already flushed his ass out with a bottle of water and cleaned his ass one last time. He was glad he had. John had indicated he wasn't interested in getting his dick sucked, but he didn't say anything about ass play.
"Hey, John," started Dave, "why don't you bend over for me. I want to try something."
John, eagerly waiting for this moment to finally arrive, obliged Dave and laid down on his chest, sticking his ass up for better access. Without waiting long, Dave put his face in John's ass, and started tonguing John's ass with his warm tongue, probing the hole to judge it for tightness and get it loose and lubed. John let out some low moans and said to Dave, "You're so nasty, Dave."
Dave replied, "Well, you know..." and kept on tonguing. After about ten minutes of lapping, and little warning, Dave moved his cock up to John's ass and said, "This might hurt a little bit. Just remember to breathe out."
Spitting on his hand and moistening his cock good, he slowly probed his penis into John's waiting hole.
"Uuuuggghhh!" grunted John. "Oooooohhhh, ooooohhhh, ooooohhh," he cooed, as Dave got it in and slowly wiggled it back and forth a little while John adjusted to its girth and depth.
"Oh fuck, John, your hole is so fucking tight!" cried Dave.
"You feel so big, like you're filing my guts. Oh God..." said John.
The two friends reveled in their newfound companionship, each exploring the other's contribution to their boys' time. It felt innocent, like two teens exploring another's body for the first time.
Dave slowly picked up the pace as John's rectum adjusted to the probing cock. At one point, Dave added more saliva to the mix to ensure it was properly lubed. Dave couldn't last long. This was his first time fucking ass, and the strange feeling was overwhelming, John's tight anal sphincter squeezing his penis like a cock-ring. His cock stiffened as he fucked his semen deep into John's ass.
"Agghhh!" yelled Dave. "Oh fuck, that was unreal!"
"That was really hot, Dave. I thought it would be more painful, but your cock was just right."
John's penis was still limp from the experience, all the blood have gone to his ass to accommodate the anal sex experience.
Dave said, "It's interesting that you never get really hard when you suck my cock or when I fucked you just now. Out of curiosity, if this doesn't turn you on, why do you do it?"
John replied, "I'm very turned on right now. I'm not sure why my cock doesn't react." He tried stroking his cock to get a reaction, but it wasn't really responding. "That's funny."
"Yeah, that's different. I guess everyone's different," offered Dave.
"Hmm. I guess in the end I'm not truly gay. I guess that's what it means to be bisexual," he mused.
...
On Sunday, John talked to Mary again. She mentioned how the pool party went, that their child had a good time, and indicated he wanted to go back again today, but told him we might go back next weekend. She asked how John was doing, and he replied that, again, the preparation was going well. Nothing really eventful had occurred.
In the middle of the conversation, John got a text from a new number. He ignored it at first, but at the end of the call, he went to read it. Roger had texted him telling him that he missed his mouth on his cock, and sexted a pic of his half-hard cock nestled between his thighs.
John text back, "Hot! When I get back, I'll suck you!"
Roger texted back, "U missed a great party last night!"
John texted: "What did I miss?"
First, Roger texted a pic of him getting head from Jennifer, Bill's wife.
John texted: "Oh my God, who's that sucking your cock? I guess you don't need me around, LOL"
Roger texted in reply: "Yeah, Bill's wife Jennifer. She's alright. Your mouth is better."
Then Roger texted a pic of Mary naked in the Jacuzzi.
John texted: "Oh shit, you guys got her top off in the tub, nice"
Roger replied: "No man, she was naked"
John texted: "Oh my God, I can't believe I missed it! Is that were it stopped?"
Roger texted him three clips of Mary getting a tit massage, Bill fucking her tits while she frigged her pussy, and the last one of her scooping cum off of her chin and licking it off before sucking the head of Bill's cock.
John nearly lost his mind. "OMG, this is insane. How the fuck did this happen? That is unbelievably hot!"
Roger texted back what had happened, that there was plenty of booze, he'd fucked his wife and Jennifer pretty much in front of them, and Bill was able to massage Mary which ended up as he saw on the video.