This took much longer to finish than I expected. I had a lot going on and couldn't decide on how to end things. I knew what I wanted from Nico but not quite how to get there. I think it turned into a solid finale though. This is the final chapter of Terry's journey. He might return, but probably not for a while. I hope you enjoy it. Any comments or feedback are welcome and can be sent to rfnaughtystories@proton.me
"You move fast, Terry." Bruce and I are walking through the airport as I text Nick about Nico.
"Nick, my last score is in town tonight."
"This guy has been impossible to nail down and he just falls into my lap? I have to be. I'm not going to get another chance like this." I tell Bruce. I still can't believe this is happening.
"I get that. I just think it's funny."
Nick texts me back "Fuck yea! I'm a little busy though. Do you need me?"
"Yea, no worries dude. It doesn't sound like that guy is my scene." The two of us are waiting in line for Bruce's taxi when out of the corner of my eye I see the familiar face. The flight attendant and their crew are leaving right behind us. I make eye contact with the man and he nods his heads towards another person I recognize. Nico. He's looking hot as ever. A little taller than me. Salt and pepper head of hair. He has a little bit of a gut but his arms are straining his uniform and his chest looks hefty in it as well. He was definitely the oldest of the dad's, but not by much.
I wave over to them. "Nico! What a coincidence!"
The group looks over at me and Nico's face lights up! "Holy hell. Is that you Terry? What are the odds?" Him and the flight attendant wave off the rest of the exhausted crew and walk over to us. "I heard you were all grown up, but to actually see it. College did you well. I see you've already met Ben." He looks me up and down and seems excited to be getting my attention.
"It certainly did. I've learned quite a bit this past year." I eye fuck him and Ben, making it clear I'll take any attention they want to give me. "We should catch up. I heard you're in town for the night."
He sputters. "Uh. Yea. Catching up would be nice." He loosens his tie slightly. He suddenly seemed nervous. "We're staying at the hotel here. We have plans though."
The flight attendant speaks up, elbowing Nico. "You can join us!"
"I'd love to." I lean in close to him and play with his breast pocket. "I just have to make sure my friend gets a taxi first."
"Of course."
Ben puts his arm around my shoulder. "That's not a problem."
Nico stiffens up but smiles. "Y-Yea."
Bruce elbows me as we settle in to wait for a taxi. I just smirk at him and he rolls his eyes. "So, Terry tells me you had a fun group of friends back home?"
"What? Oh yea, we've all been together for a long time. You know how it is. It's too bad that once I became a pilot I wasn't around as much." Nico smiles at the memories of home. I suspect more than a few are of him being railed in the bathroom.
"It is too bad, Hank and Brian sure know how to have a good time." Nico looks at Bruce with wide eyes as Bruce pats his own ass, laughing.
"They sure do." He looks at me again, smiling. "I get by without them though. Every city has a few people who enjoy my company." He puffs out his chest proudly. I look at Bruce with knowing eyes and he laughs.
"I'm sure they do."
"Its true!" He quickly retorts. I laugh and roll my eyes playfully.
Ben leans in close to me and tweaks my nipple with the hand over my shoulder. "You'll see," he whispers in my ear.
It's finally Bruce's turn to get in a taxi. "Finally. Nice meeting you, Nico, Ben. Make sure to enjoy their company, Terry." Bruce laughs out. I smile at him as Nico looks away. "See you tomorrow."
"See you later Bruce!" I wave my friend goodbye as we walk towards the airport hotel.
From Bruce, I can hear for just a moment as he climbs in the car. "How the hell does he do it?"
At the hotel, Nico and Ben checked in to their room and I followed along. We chatted about their careers and how I was doing in school. It was a pretty normal time for the short process. I texted Nick back.
"Not sure. I'll let you know. This might be a private event." He sent back a disappointed face and thumbs down emoji.
In the room, they changed pace a little. Neither planned on staying long and they quickly grabbed clothes from their bags and start undressing. Ben kept eye contact while I watched him strip all the way down to his jock strap. He had a nice package and a nice ass too. He reminded me a lot of Nick. Nico, on the other hand, froze with his shirt halfway off remembering I was there. I saw a little bit of his belly but not much else. Without saying anything, he grabbed his clothes and headed to the bathroom. Ben and I smiled at each other as we watched him go.
With Nico hiding away, Ben, still in his jockstrap, walked over to me sitting on one of the beds. He straddles me, leaning in closer, the pouch of his jockstrap pressed against me. "So tonight is a special event. From what I've heard, I can trust you to go with the flow?"
I smirk, grabbing his ass with both hands. "Of course. Is there anything I need to know?"
He lifts my shirt up and leans in to bite one of my nipples. Quietly he answers, "I'll let you know if you're going too far." He switches nipples, biting lightly again. "Don't worry about him. He can handle it. Tonight's a small event. Just four of us. Would have been three but you're a welcome surprise."
Nico came out of the bathroom in a nice polo shirt and shorts. Ben turned his head towards him, pulling on my nipple. I let out a slight moan before he let it go. Nico grabbed Ben's ignored bundle of clothes off the bed and threw it at us. Begrudgingly, he stood up and threw them on.
"You ready?" Nico asked.
"Yup." Ben says as he pulls his shirt over his head. I nod with him.
He nods and we all head back out, making our way back to the taxis.
When ours arrives, Ben walks around to the other side of the taxi and Nico slides in to sit between us. "We'll be meeting the other guy there. It'll be a good time."
Nico smirks, looking at each of us. He puts his arms around our shoulders, trying to pull us in close, smiling like he won something. Ben scoffs and takes his arm off of him. I do the same, taking Ben's lead. I was starting to get what was going on.
The rest of the ride was uneventful. Nico shared some more of his recent destinations. He was excited to talk about his Alma mater that he visited just yesterday even. I'm pretty sure Nico and the rest of the dad's met there actually. Ben pretended he wasn't also there with him and responded like it was his first time meeting a pilot.
The place we ended up at appeared closed with blacked out windows and no obvious light on from the front. As soon as we arrived though, a man, I assume our fourth, greeted us at the entrance. He was only a little bit older than Ben and had a similar build. Nico seemed to have a type. "Ben, glad you two could make it. Nico. Your booth is ready."
"Gabe, nice to see you again." Nico says, smiling.
Gabe ignores him to point at me, amused. He asks, "He a friend of yours?" Ben just laughs as I follow them in. "Hedging your bets, huh," I hear him whisper to Nico.
The three of us are led to a back room that had two small booths and a short bar. Ben and I sat in the booth and Nico sat in the outside seat.
"I'll be your waiter. What can I get you studs?" Gabe asks while he hands Ben and I menus. Nico yelps when Gabe steps on one of his feet.
"Can you move your foot please?" Nico asks. Gabe acknowledges his plea, pressing down harder causing an additional yelp. I look at Ben who is just looking at the menu. I continue following Ben's lead and ignore his plight.
"Two beers, and a coke for this one." Ben orders after a moment, pointing at me for the coke.
Gabe doesn't make any move to write down the order, not that it was particularly complex. Still standing on Nico's foot. "Anything else?"
"Can we get some bread or anything for the table?" I ask.
Gabe turns towards the bar and nods. "I can bring something out with the drinks."
"That would be great." Ben says and Gabe nods again before walking away.
Nico looks at his foot, then the two of us and smiles. "I'm looking forward to a nice night out, just the three of us."
"Then you shouldn't have brought us to this dump." Ben mumbles. He closes his menu and leans towards me. "So how has school been, Terry?" Nico frowns but looks at me to answer. I recount some of my classes and how I've been doing on the soccer team. I've had a good year.
Gabe returns with our drinks and some bread, placing our drinks in front of us. Nico's, he simply pours out onto him. Nico stands up quickly, knocking the bread, still in Gabe's hand, onto the floor.
Ben laughs and I join in. "Oh, I'm sorry." Gabe hams it up, acting like it was a big accident.
"It happens. I imagine quite often to this chump actually," Ben laughs. Nico was still standing, pulling his soaked shirt from his body. "Well." He stands up next to Nico. "Let's just take this stupid thing off. You can't wear dirty clothes in a restaurant." Ben starts to pull Nico's shirt over his head.
They fought over the hem until Gabe joined in, helping Ben get it off. Ben quickly wraps it up, keeping it away from the man. He then points at the scattered crumbs. "And pick up the bread so we can get some more." Nico looks at Gabe who doesn't make a move and begrudgingly gets onto his hands and knees. Him and Ben stand over him, tapping their feet. Nico, now shirtless, crawls on the ground picking up slices of bread and crumbs. If I wasn't mistaken, it looked like Nico was trying to show off his ass while on the ground, but being soaked in beer and crumbs ruined the affect and I can only laugh. Ben takes the wet shirt and puts it behind his seat as he sits back down.
Before Gabe walks away he looks at Ben. "You two could definitely do better than this guy."
"Obviously." Ben flexes his arms and chest and, of course, I join in. Gabe was starting to sound more appealing than Nico. "Look at him. He's a clumsy old man. He's fun to look at though." Gabe walks closer to the table, going out of his way to step on Nico's hand. He leans over to touch both of us, feeling our arms and chests, knocking over some of the bread Nico had collected back onto the floor.
"You missed some over here, Nico." Ben says while Gabe feels us up.
"Very impressive." He steps back to give room for Nico to get back to his seat. "You're my last table if you want to have some fun later."
"We'll be busy." Nico says, glaring at Gabe while Ben gives a thumbs up behind him.
"Sorry, boys. That was embarrassing." Nico went to sit back down but noticed nobody had picked up a spilled beer bottle still dripping onto his chair. He picks up the bottle, adding it to the tray of soggy bread in the Gabe's hand.
He looks around for a napkin but Ben hands him his shirt. "Yes it was. Don't bother with the napkin." Nico had almost started cleaning his seat. "We don't want to make another thing dirty if we don't have to." Nico looks at the clean napkin in his hand but puts it down and reluctantly takes his beer soaked shirt to clean his seat off. Despite the mixed results, he sat down anyway after a few wipes. Ben takes the shirt back when he's done. "This won't be happening again. You're lucky we're still here at all."
"I know." He says. He did appear to be sitting straighter than earlier.
I just laugh. "Come on, Ben. It's a free meal."
Alongside the aggressive ribbing, I was taking in Nico's body. I had seen a glimpse earlier but now I have a better look. He was beefy all around. But unlike Hank who was a giant block of muscle, Nico was on the flabbier side. Being a pilot versus being a fire fighter probably had a lot to do with it. There was a cute patch of silver hair on his large chest and his nipples were hardening in the cold room. He was also glistening with the liquid that was left on him. I did find myself drawn in just a little more than earlier.
Ben looks back at Nico. "I guess you're right Terry. Free meal, then we can go. Anyway," he looks back at me. "What were you thinking for food?" Nico still never got a menu and every time he reaches for one, Ben finds some reason to move it. After a few tries, he finally gave up.
"The wings look fantastic." I figured a messy food would be best. Ben's shit eating grin was confirmation he had the same idea. The picture of them on the menu looked pretty good too.
"Perfect. Let's get two orders then. It'll be plenty." Ben closed the menus and looked at the shirtless man who just nods.
Gabe returns with another beer for Nico, and a new plate of bread. It was sparse, with only two slices on it. It made it to the table this time, at least. Ben had finished his drink, so he grabbed the new one for himself as soon as the Gabe put it in front of Nico, as well as one of the slices of bread. I quickly grab the second piece for myself. I point at the bar where Gabe had left his tray from earlier. "I think there's some clean bread left over there for you."
Nico looks over and frowns. "Is there any more?" He asks Gabe.
"Don't be rude, Nico. It's the end of the night. This is probably all they had left." I say, through bites of my own slice. "Gabe, could you just bring some of that back over?" I didn't expect Nico to eat it, but I did want to see it in front of him.
"Of course. But first, are you ready to order?" Gabe asks me, ignoring Nico's question as well.
"We were thinking two orders of wings. You can just put them all together."
"Wonderful. I'll be back with it all shortly."
"Another round too, if you don't mind." Ben adds as he downs the second beer. Gabe nods and walks away to put in our order.
"So," Ben leans towards me, smiling wide. "A clumsy birdie was telling me that you've been a bad boy this year." He pokes the piece of bread he hasn't eaten a crumb of, while Nico stares it down.
"It's been pretty eventful. It turns out there was a group of dads in my town that loved cruising the field house bathrooms."
"Oh, how'd you find out?"
"I always knew something was up, just not what. College was, as they say, enlightening." I talk and wave my bread around like a magic wand, throwing crumbs into Nico's lap. "It all clicked after a few of my own adventures."
"Hmm. Anything come out of this discovery?"
"Oh yea." I smile wide, recalling my adventures. "I've fucked them all by now, except for one." Nico perks up at the mention of him and his friends. I'm not sure he realized he was the last one.
"Is that true?"
"Yea. I'm actually just coming back from a trip now. Two of them fucked my friend and I in their barn. Honestly, I'm still a little sore from it."
"Were they the first to fuck that nice ass of yours?" Gabe had made his way back over while we talked.
"Oh, no. There are plenty of tops looking for jocks with tight holes. I made sure to get some practice in first." I look at Gabe. "Might get in some more tonight."
"That's the plan" Gabe adds. To my surprise, he unzips his pants and takes his cock out, laying it on Nico's shoulder. It rivaled Hank and Brian's easily. Large, uncut, and thick. "We don't have to wait until later. It's always ready for a tight jock." Nico glares at it and tries to push it away but Ben stops him.
"Nico! Our waiter is showing us a beautiful item on the dessert menu. Its not for you."
"Yea, old man. Hands off." Gabe shoots back.
Ben laughs and looks at the cock again. "We'll wait until after we eat to make our decision, Gabe. Keep that out though, maybe we'll change our mind and have dessert early. And anyway, I also heard that Terry here prefers daddy's with well used holes, isn't that right?"
Excitedly, Nico calls out. "I'm a daddy with a well used hole." He starts standing to pull the same move as Gabe but Gabe easily holds him in his seat.
We all look at him and just laugh. "I haven't seen much daddy in you yet. More like clown." Ben says. Nico shrinks back into his seat each second that passes.
Gabe continues laughing as he walks away. "I'll be back with more drinks."
I continue, a smile still on my face. "I can't say that you're wrong about that, Ben. I'd much rather get fucked by Gabe than even look at Nico." Nico continues to shrink into his chair, dropping the subject. Ben just laughs and nods.
I continue explaining what it took to track each man down and get in their pants. Ben includes a few stories of his own. He always seemed to find himself in the company of a desperate bottom trying to get his cock. Nico couldn't even look at the table by the time he was done. He'd perk up a bit every time the bottom got some scraps, but then the next night, he'd just be the punching bag again.
While we talk, Gabe brings us a beer and a coke, not bothering with Nico's. He stays to listen for a little while again, rubbing Ben's shoulders. His pants were long gone, his large cock flopping around as he roamed. "You boys are lucky this schmuck is desperate for you. He sounds a lot like those losers you seem to meet all the time. I'm not sure I'd want to listen to how excited my date was about fucking some other slut."
The two of us laugh. "Nico here hasn't done enough for me to pretend to be celibate."
"I'll be right back with your food. Be more careful with it this time." Gabe says as he walks away again.
We talk for a few more minutes before the wings arrive. "Enjoy."
Ben and I dug in but Nico hesitated until Ben held one of the wings he'd already eaten in front of him. Nico looked at it, and ended up reaching for it. Before he could grab it though, Ben dropped it in the pile of soggy bread. "Oops."
Nico cried out, looking at Ben for another, but when Ben didn't hand him one, he reached into the bread to get the wing. He nervously bit into it finishing off the meat and newly added crumbs. When he was done, Ben handed him another. This repeated throughout the meal. We'd eat half or most of a wing and hand them off to Nico to clean up. If Nico didn't take it quickly, we'd shake it at him until he did, or drop it for him if he didn't.
We did leave the last wing intact for him. Ben went to hand it off, but rather than even give Nico a chance to grab it, he just dropped it in his lap. "We really can't take you anywhere." He laughs, smearing the sauce into his shorts.
Nico bit his lip and waited for Ben to stop and give him another wing before realizing that was the last one. He started to reach for his napkin, it being the first chance he got to wipe his hands off. Before he could touch it though, Ben grabbed his wrist. "What did I say about wasting clean napkins?" Ben, of course, had used his and I didn't hesitate to use mine. "Your shorts are already wet and look at that stain. Just use them. Stand up, we need them too."
Nico looked back at his napkin, then reluctantly wiped his hands on his shorts as he stood up. We wiped our hands all over his shorts. I included a few squeezes of his chest, leaving saucy hand prints all over him. He was both upset at being used as a napkin, and also excited at the attention of the two studs, no matter how demeaning.
From that point, the night escalated quickly. When Ben was satisfied with wiping his fingers off on Nico, he looked at Nico and shoved his fingers into his mouth instead. The surprised, but delighted, Nico obediently licked them clean, sucking on them for just a moment before Ben pulled away. I quickly added my own fingers and let Nico suck on them for a while too. Gabe made his way back over with another soda for me at the same time.
"Did you make a decision?" He asked.
"Just cleaning up the last of the sauce." We both said.
He smirks. "That's not what it looks like." He stands next to Nico, his cock inches from his mouth as he sucks on my fingers. "And what did we say about dirty clothes here?" Nico smiles wide.
"Nico, how could you forget? Get those off." Unlike with his shirt, Nico practically threw his shorts to the ground. He wasn't wearing any underwear and I got my first look at his cock. Like Seamus, he had a chastity cage on. It made his dick look tiny of course, but somehow it still seemed smaller than Seamus's had. I couldn't help but laugh. Ben and Gabe joined in. "What is that?" I call out. "What a loser." Ben and Gabe continue laughing. I catch a drop of precum make it's way out between the slats on the cage but I pretend not to notice. "You thought if we saw that, we were just gonna lube you up and fuck your brains out?"
Ben catches his breath. "You see how fast he got those off. I bet he thinks he impressed us tonight. He buys young studs a mediocre dinner and thinks they'll touch him when it's done."
"What a clown." Gabe slaps Nico's bare ass hard. "Men need hard ass meat around their cocks. Nobody wants whatever this is." He grips Nico's cheek in his hand again, squeezing hard. Nico moans and I see his balls react at the touch. "He thinks it worked on me last time he was in town. I admit, I did fuck him, but only because there wasn't a hot fucking waiter around. Lucky for you, you have a much better choice. You're done eating right? Get over here for your dessert." He also removes his shirt, flexing his muscular arms and chest for us.
"You're right." I walk over to Gabe to feel his body. I rub his chest and pinch his nipples. He grabs my ass over my pants and I even grab his cock this time. "I think I'm done for tonight. Let's just get the check and enjoy our dessert. You mind if I invite some friends? They'd love a stud like you."
Gabe smiles. Ben nods at me. "The more the merrier. I can treat a group of studs better than this asshole." I grab my phone and text Nick to get him and Bruce here as soon as possible.
"I... I..." Nico starts. "Wait."
"Why?" Ben asks. "Did you think we'd just leap across the table and fuck you because you bought us some beers?"
"N-no." Nico whimpers. "Gabe was supposed to help me."
Gabe laughed. We stopped feeling each other and instead he grabbed Nico's ass cheek again. "Why would I help you get this flabby ass of yours filled with cock?" He calls out. "Feel this hole, Terry. Is that a hole you want to fuck when you could go home with me?"
I start rubbing my finger around the edge of Nico's asshole with one hand and stroking Gabe's cock with my other. I hoped my fingers it was torture. "No way. It just feels like an old man's asshole. I'd much prefer this giant cock in my own hole than to put mine in this one." I look back up at Gabe. "You think he expected our cocks in here before the main course? I caught him try to show off that chest of his. And he shook his ass every chance he got."
"I bet he uses the same moves every night. I know I recognized some. He thinks they work because some people just want their dick wet. I fucked his face just to get him to shut up." Gabe says. He moans as I continue stroking him. "If you fucked him with just that finger he'd be in heaven."
"You know what, I think you're right. Is that right, Nico?" Ben asks. Ben winds up and slaps his ass hard. "You'd even take his finger."
Nico had been quiet for a moment, but the chance to get fucked by anything sprung him back into action. "It is, Ben. I need to be filled with cock, finger, anything. Finger my hole, Terry. Anything, please. I'll take a pity finger fuck. I know you want to fuck something." I lightly press my finger against his hole, but don't push it in. He tries to push back onto it, but I return to just circling it.
"Anything?" Ben grabs both of Nico's hard nipples and twists them, making him cry out.
"Oh fuck. Yes, Ben. Do whatever you want with them."
Ben laughs. "I just did. And as I expected, it just made you sound like a desperate loser."
Gabe's cock was still in my face but I could tell he was also interested in seeing Nico's hole open up. I had stopped stroking him and he took over himself. I smiled up at him and he winked at me.
I circled Nico's hole once more before finally shoving my finger past his sphincter. Nico gasps but pushes into my hand, desperate to be filled by anything at all. "How often do you bet he gets a pity finger fuck instead of these wild nights he's expecting?" I roughly fuck my finger in and out, feeling all around. "The inside feels like an old man's asshole too. He's probably just trying to rile us up."
"More, I can take more of your fingers. Easily. Just fuck me. Please. I can take it."
"Ben, some help? We can't let this jackass get away with these fantasies." I look at him and Ben quickly inserts two more fingers as I add another. Our four fingers slide in and out with no problem.
"Like this? You think fingering your old asshole counts as being used all over the country?" He must have gotten lube from somewhere because it wasn't hot sauce or spit on his fingers, but it was suddenly much easier to finger the man.
"Yes, yes, exactly like that. I can take more than a few fingers even. Oh fuck. Right there. I can take your thick cocks. I can take them both together! Please use your cocks to search my ass. You'll find it's loose from being fucked every night! Really fucked! I... I was fucked in the airport bathroom earlier. I bet you'll find his load in there still!" I hold back my laughter this time. I look at Ben who just looks away from me, guiltily.
"Terry, I think we're being tricked into giving this slut what he wants." Ben pulls his fingers out. He winds up and slaps Nico's ass hard again. "You have to earn a more thorough search, slut. Pay for our dinner and maybe we'll examine that ass better."
"I think you're right. Paying for dinner might help me search this hole more thoroughly." I pull out as well.
Nico turns around instantly, desperate for us to return our fingers to his hole. When he knows we're not interested, he dives into his shorts. He frantically goes through every pocket looking for his wallet. While he's looking down, Ben smiles at Gabe and I, waving Nico's wallet at us, putting his finger over his lips and tossing it into the other booth.
"Where is it? Where's my wallet?" Nico yelled. He threw his sauce covered shorts away and ran to his soaked shirt, throwing it in the air. "Where is it?"
"This jackass forgot to bring his wallet to a dinner he was trying to impress you with." Gabe belly laughs at the thought.
"Please, help me. I'll pay with my ass. These studs want to know I'm well fucked." He turns away from Gabe showing us his ass again. His hands go to his cheeks and he spreads his them apart. "Help me prove it Gabe. You've fucked this hole before. They need to see how well I can take cock. Fuck my ass as hard as you need. Please." He slaps his own ass as we all laugh at him.
Gabe was visibly getting hard watching the man flail his ass around. "I don't take ass for payment." Nico slaps his ass again. Gabe falters. "But I do take it for I owe you's." Nico turns around to look at the man.
"Thank you. Thank you. Take my hole. I promise I can pay you." Nico bends over the chair and waits. None of us move, enjoying watching him twitch.
"I didn't say I take old man hole. This one said he was still sore after taking a hefty one just last night, right?" He looks at with a smirk.
"That's right. I could still take yours though."
"And because you're being so pathetic, Nico, we'll fuck right here where you can watch. I was going to let you find some hole in the wall to get your jollies. But now, you have to sit and know you're not getting anything tonight."
"Sounds good to me." I shove Nico out of the way and he nearly falls to the floor. I undo my pants and drop them, revealing my own tight hole and hard cock.
"Much better." Gabe lubes up the cock that Nico so desperately wants and starts rubbing it against my ass.
Ben grabs Nico's hands. "It's your turn to finger a hole, Nico. He needs some warmup to take a cock like that." Nico scrambles over to me, rubbing my hole in seconds. "You're telling us you don't even need to be warmed up anymore do you? Your hole just let's anything in, doesn't it?"
"That's what I'm saying, Ben! I could take yours right now. Just shove it in. It'll be balls deep in one go. Any of your cocks would be. That's how I like it best." He pushed his ass towards Ben this time, while still trying to loosen me up. I believe him after seeing the variety of cock from home.
"If you don't have two fingers in Terry's asshole in 10 seconds, you're not even getting another fingertip in yours."
I laugh. "I'd prefer to be eaten out a bit first. It really gets me going. Would you do that Nico?" I was having a great time. Having the man crawling all over the floor, desperate to do anything we say was hot. I was going to take full advantage. Nico looks from Ben back to me. Ben just laughs at him and crosses his arms.
Without another thought, he dove into my hole, licking at it desperately. It felt incredible. "There you go, right there. You're just a desperate old man eating a jock's ass so somebody else can fuck it." He nods into my hole, not stopping to speak.
I can feel Nico spread my cheeks apart to get better access but suddenly I feel him pushed against me. I turn and see Gabe holding his head in place. "Eat that fucking jock ass, old man. Really take it in. Remember that your hole will never be that tight again." Nico shakes his head into my hole, his tongue getting in deep, hitting all the right places. "Yours is fucking loose, getting fucked like a pathetic slut all these years." Nico nods into my ass. Gabe pulls Nico away from me. "I want to hear you say it again."
"I am a pathetic, slutty old man with a loose hole."
"Good. Now get out of the way. This jock is paying for your fucking dinner." He pulls Nico away from me by his hair. Nico quickly pushes his two fingers into my hole before Gabe can stop him.
Ben laughs at him but nods. "Good boy. Bit longer than ten seconds but I'll give it to you."
I wouldn't say I was quite ready for Gabe's cock but Nico's tongue fucking helped and Ben's lube did the rest. Gabe lined up his cock with my wet hole, while also holding Nico's head close by to watch.
"Look how tight this is Nico. I have to go in nice and slow." He slowly pushed the head of his cock against me. Then, slowly, he entered me, holding Nico's head up real close, showing his cock stretch and then pop into my tight jock hole. "See that? I bet I'd just slide right into your hole Nico." Gabe's cock wasn't as big as Hank, but it was close. I took it though. And I wanted more of it.
He rocks in and out of me, loosening me up nicely. "I'll get resistance if I go too fast, or I might hurt him. I bet I could just slam into you in one go and you would thank me."
While he continued opening me up, Nico was nodding along. "Absolutely. You could slam into my slutty hole with no effort at all. Pound it over and over and I would thank you every time. You could do that right now if you wanted. Balls deep in one go. My throat too. I can suck you guys off instead I'd you'd like. I don't gag anymore either." He opens his mouth wide and if he could present his ass again he would have but Gabe held that tight grip on his head.
"Look how long it took to get going. It was so tight, like a jock hole should be. But I think he's ready now." His cock felt incredible and that was my only warning it was going to feel even better. He pulled out slowly, and suddenly, he slammed his cock back in, filling me up to the brim. He had loosened me up nicely but I still saw stars as he started railing me, fucking me into oblivion. I forgot where I was for a moment. All there was, was his cock hitting my prostate over and over.
Nico was forced to watch my ass be pounded over and over, unable to do anything about it but stare and drool, his mouth still wide open. Ben was watching, sipping on a another beer he got from behind the bar. Nico tried to sneak some of his own fingers into his hole, but Ben stepped on his fingers instead. "Nuh uh, Nico."
"What did you guys order again?" Gabe asks, continuing his pounding. "Two orders of fucking bread." He pounded once for each slice. I barely came to my senses, and managed to meet him on a few thrusts, getting him deeper each time. "Three beers." Ben waves his drink at us. "Four beers and three sodas." He slams into me seven more times. My cock is flapping up and down with each thrust, precum coating the back of the chair. I grab on to it, not sure if I want to cum now or wait. I'm getting so close already. "And 24 wings. Count with my Nico."
Gabe slows down, pulling out nearly all of the way. I could still feel the head of his cock stretching out my hole. Then he slammed back into me hard. It feels so good. "One." Nico says. He pulls out and repeatedly slams into me, with a few seconds between each one so Nico can keep up. "Twelve." It's getting hard not to cum. I reach for my cock.
Ben starts to laugh. "If he cums Nico, it's over. I don't think he's making it to 24." I let go of my cock for a moment, but it's hard to keep it away.
"Nineteen. Please stop. I'll do anything. What do you want? I need cock in me. I'll do anything. Twenty. You're... you're bottom friend. Barry. Billy. Bruce! He's on his way right? He can take the rest. Twenty-one. He'll be here soon! The campus isn't far. Please. Wait for him. I'll prove I can take you two together. I've been good. My asshole and mouth are all yours. Twenty-two." My hand is back on my cock and I look at Ben, who also knows Bruce. It hasn't been that long.
I look back at Gabe who smirks devilishly as he continues.
"Twenty-three."
He pulls out but doesn't slam back into me. "Fine, I'll take another free twink ass since you asked so nicely." I feel empty.
I reluctantly remove my hand from my dick. "They're on their way. It should only be a minute."
"Thank you. thank you." Gabe made the mistake of also releasing Nico who took immediate advantage. He turned around to lay on his stomach, raising his ass up at us. "Why don't you fuck my hole while we wait? It doesn't even have to count. Just help me prove how easy it is."
It almost worked. Gabe and I froze, looking at the man's hole, hearing his pleas. Despite what we've been telling him, it looked so fuckable and we both wanted to fuck it. We could take turns fucking it all night. We wouldn't even have to take turns it sounded like. We could just shove them in together.
Ben saved us from ourselves though. He put his beer to the side and motioned for the two of us to turn around. "Nice try, Nico. But somebody hasn't finished paying for dinner." He grabs Nico by the hair and lifts him off of the ground. "Now be a good little whore and eat." Gabe and I lean against the bar and Ben shoves Nico's face into Gabe's hole.
"You're going to eat ass until Terry's friends arrive. Nobody is going to touch that loose hole until then. Not us and not you. Hear me?" Ben pulled Nico away from Gabe's ass.
"Nobody will fuck my loose old man hole until Terry's friends arrive." Ben nods and shoves his face into my hole this time. Gabe had really opened me up, so Nico was able to get his nose and tongue even deeper than before. I nearly came, but I held back.
Before Ben could switch Nico back, we heard the door open. Bruce and Nick walk in, Bruce already removing his clothes. "Is it my birthday? Is that cake for me?" Bruce knelt down next to Nico and immediately dove into Gabe's ass, fondling his balls at the same time. He certainly knew how to make an entrance. Gabe's eyes rolled into the back of his head and I knew we lost him.
Nick stays dressed but pulls his cock out and stands next to me, leaving it right next to my ass and Nico's face. He sees Nico's cage and immediately shoves his foot into it. "So this is your last slut?"
"It is. Introduce yourself Nico."
"I'm a pathetic loser. I'm desperate for jock dick to destroy my loose slutty old man holes."
Nick grabs Nico's hair and Ben let's go. "Oh, good start."
"Any hole is yours. You can go balls deep in both of my holes..." before he finished his sentence Nick shoved his cock deep down Nico's throat, who as promised didn't even gag a little. He simply opened wider while Nick got right to furiously face fucking him.
"He talking this much all night?" It was a question that didn't need an answer.
"Looks like it's time to search for more evidence." I grab Nico's asshole, hooking three fingers in and lifting him up off the ground by his hole. "Ben, why don't you go first?"
"Of course." Ben finally dropped his own pants, revealing his jockstrap from earlier. He pushed it aside to reveal his own thick cock. "Balls deep in one go right?" I nod. He quickly lubes his cock and lines up the head with Nico's hole. I remove my fingers and Ben grabs Nico's hips, pushing inside. As promised he forces himself in balls deep. Nico yelled into Nick's cock but Ben didn't relent. He pulled out and slammed back in again. Nick and Ben fucked both of Nico's hole for a while before I got antsy myself.
"I have to try for myself. A second opinion is always important. What do you think Nico?"
"It is roomy in here. He might be telling the truth." Ben says as he pulls out.
Nick pulls his cock out of Nico's mouth to let him answer. "Yes, a second opinion. And a third and fourth. All five of you should check over and over. Check together. You'll see." Nick grabs Nico by the neck and shoves his cock back in, shutting him up once more.
I line up my cock up with Nico's hole. I look down at the ass in front of me. This is it, the final score. I close my eyes and push forward as hard as I can. Time slows down as his hole easily expands for me. I slide in further and further until I hear the slap of my balls against his ass. I pull out all of the way as Nico yells for me to fill him again despite Nick's cock filling his throat. I slam into him again, my balls slapping his ass once more. I pull out and slam in over and over. Nico has tears and snot coming out of his eyes and nose as I relentlessly fuck his loosening hole and Nick slams into the back of his throat over and over.
I blink and I find Ben lying under Nico rather than standing next to me. "Need company?"
"This slut did say it'd be easy to fit two of us in this thing."
"He did. Get it down here." I slammed into Nico a few more times before kneeling down so that Ben could reach it from the ground. I pushed my cock in all the way once more and Ben worked on sliding his under mine. With almost no effort, just as promised, Ben slid right in with me.
Nico pulled away from Nick to announce victory. "Fuck! I told you! Oh it feels so good. Harder. Fuck my fucking daddy hole harder. I know you want to use me all night. I can take it." I stayed in place while Ben fucked into Nico, stretching him out even more. Always keeping two cocks in his hole, we alternated who was fucking it open.
Behind us, suddenly we heard Bruce call out. "Oh fuck. Right there, yes, yes. Keep going. Fuck! I'm cumming. I'm cumming!" Gabe was pounding into Bruce, each thrust a new spurt of cum would come out of his cock, untouched by either of them. When Gabe was done, Bruce's chest was just a thin layer of spunk and he was lying still, breathing heavily.
Gabe pulled out of him and smiled. "I'll consider that payment enough for tonight. Now for my turn with the other one. Promises were made that need to be kept." Nico was ecstatic from the fucking he was getting from the two of us but he was outright manic when Gabe spoke.
"Yes, promises made. I did. I'll keep them. I'll keep them."
"Not until we're done with you. I'm getting close." I growl, fucking into the slut harder now.
"Yes! Fill me with your jock spunk. Fill my slutty fucking dad hole please! I want it leaking with your spunk tonight." Nico started fucking himself onto our cocks with new vigor and it pushed both of us over the edge.
"Oh fuck. Yes, like that. Keep going. Oh fuck." It was all just right and Ben and I couldn't hold back any longer. My whole body shuddered as I exploded into Nico's hole. We filled the slut up with our cum. It pumped into him and it leaked out of him with each thrust. He ass was splattered with the it by the time we were done.
"Fuck!" Ben yells out, finally drained. "He passes the test. He's definitely fucking daddy with a well used hole."
"I told you! I've had trains run on this fucking hole since before you were born! Hank and Brian have wrecked this hole more times than I can count!"
Before he could elaborate any further, Gabe lifted the man off of our cocks, leaving a trail of cum in the air behind him. Without any additional warning, Gabe had Nico by the waist and slammed into him, going balls deep in one go, as Nico said he could. A breathy, "Thank you" barely escaped his lips as he was treated like a sex doll by the muscular man. Nico flopped around as Gabe violently slammed into him over and over.
"I guess I can just shove it in and go nuts." Gabe smiled. "If it wasn't before, it certainly is a slut's hole now. Loose and full of jock cum. Just like last time. Right Nick?" I laugh, realizing the implication. What are the odds? I look at Nick who winks at me and then at Ben who was probably also there too. He smiles and shrugs, still breathing heavily from his orgasm.
Nick walks over to Gabe and the flailing slut. "I think I have to squeeze in with you as a reminder." Nico was practically drooling, switching between yelling harder and thank you with each thrust.
"Good call. I'm nearly there. This slut is too loose to finish in though. Gotta tighten him up." The two men do as we did earlier and Nick sits down with his cock held straight up while Gabe lowers Nico's hole down onto it, his own cock still inside. Nico is mumbling thank you's over and over as the two slide their thick cocks into his hole stretching it open even further. "That's much better. Almost feels like a real man's hole now."
Nick laughs, "I remember this feeling now. It's already getting me close."
"Me to." The two jocks pump into Nico together, and Nico continues to beg for them to fuck him harder and deeper.
"Fuck me. Fuck my slutty fucking hole. My old man hole. My loose hole. My fucking daddy hole. It's all for you. I need it to be used. Wrecked. Wreck my fucking dad hole. Thank you. Thank you. Fuck."
Gabe and Nick grunt as they fulfill their promise. Together they thrust hard into the man, cumming together. "Fuck! Oh fuck! Yes. Take our fucking spunk." Gabe calls out. They pound their cum in and out, the same as we had done. They kept fucking until they were fully drained and Nico's hole was full of two more loads.
Gabe lifted Nico off of the two cocks still pulsing inside of him, dropping him onto the floor like a cumrag. Nico was still mumbling thank you over and over again as he recovered. It looks like he had finished too. The cage over his cock was shiny with cum.
Nico shifted, struggling but succeeding in lifting his legs to show off his hole, and to reach for the cum leaking out of it, scooping some of it up and into his mouth. "I told you... I could take... you all together. Look at my... slutty.... loose... fucking hot as hell... dad hole." He said, breathing heavily from the relentless fucking he'd just taken. And that is what it looked like. His hole was still winking at us, barely closing at all. It was a wrecked mess, having been stretched open by four cocks, two at a time. Cum was still leaking out and it coated his ass. "Ben?"
"I'm definitely getting a picture of this one, Nico." Ben took out his phone and Nico showed the camera his wrecked hole and cum covered cage. It seemed this was all part of the ritual these two had going.
Bruce stayed lying on the booth for a while longer while the rest of us helped Gabe clean up. Nico eventually joined Bruce on the booth, equally spent.
With everybodies needs fulfilled, Ben revealed the location of Nico's wallet and we all had a laugh. It apparently wasn't a new trick but Nico could get cock blind and it works more often than it should. Nico eventually came down from his desperate mania. I suspect it was more fact than fiction though, given the reason I was here. Gabe grabbed a spare set of clothes for him as the rest of us got dressed.
We all sat down so Gabe, Nico, and my friends could enjoy some wings, apparently the only actual food in the place, for real this time. Nico got his own plate and ate them as he cuddled up to Ben, who was lightly rubbing his shoulders, playfully taunting him with the occasional wing in his face. While we waited for everybody to finish, Ben showed us more pictures from his Nico collection. They were an endless slide show of Nico's wrecked, leaking asshole. Some were in hotels, some were in bars, a few were in the woods. A handful I recognized as the field house bathrooms back home. But they were all of Nico after he'd been relentlessly fucked and loaded with cum by friends and strangers. And it turns out he actually was well fucked just last night, too.
He had mentioned he was at his Alma mater, but failed to include that his old frat had a sling in the basement for slutty alumni. The picture was of him covered in a night of loads surrounded by a handful of hard cocks, one of which was still in his mouth, and another I could tell was Ben's. His asshole, like all the others was gaping wide open and leaking cum onto the floor under him. I wonder if the other dad's have been back there.
"Maybe we should have just gotten straight to fucking that hole of yours."
"That's what I told you, but nobody ever listens." Nico laughs.
When everybody was done eating, we all headed out. "We have a long day tomorrow. Got to get back to the hotel. Do you mind driving us or should we get a taxi?"
"We can drive you over, no problem."
After dropping them back off at the hotel and saying our goodbyes, Nick and Bruce clapped me on the back. "You did it. That was the last one, right?"
It just hit me. I did do it. I fucked them all. All of those hot dads who always came back mysteriously sweaty from the field house. I scored each and every one. And I still have a whole summer ahead of me back home. This is going to be a blast.
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