A Bear's First Time Exploring Pt. 01

Dom and Craig met in college and they ended up living together with a group of friends for a year or so. Once they both graduated and moved away, they basically lost touch, while still responding to each other's social media every so often. A few years after graduation, one of their former housemates sent a message asking if they wanted to meet up for a kind of 'fancy' reunion dinner in a restaurant back in their college town and they both jumped at the chance.

As he lived a bit further away, Dom splashed out on a hotel room nearby. He looked in the mirror while getting ready in his room and admired his bearish, 'dad bod' kind of figure before donning his best suit and calling an Uber. He arrived at the restaurant a bit early but he found three of their housemates had already arrived. They hugged to greet each other and started talking as if they'd never been apart.

A few minutes later, Craig walked in with another guy in tow. Craig was a proud gay guy who Dom had a major crush on while he was still closeted at college. Back then, Craig was a keen rugby player and as he walked in, Dom could guess he still played as he had that classic slightly beefy build while sporting a clean-looking low fade cut and a small well-groomed beard.

As he began hugging people, Craig introduced the new guy as Tony, his boyfriend of a few years. Tony was slightly taller and similarly built, with a mischievous looking smile, a buzz cut and a 5 o'clock shadow. While they reminisced over the course of the night, Dom noticed how cute the two of them were together, constantly messing around and flirting with each other.

As dinner ended and the night drew to a close, one by one, people were saying their goodbyes and getting taxis or driving back home. Soon, only Dom, Craig and Tony were left. Having had a few drinks, conversation flowed easily and it turned out Tony was a really funny guy. Before long, the bar-restaurant rang a bell and announced they were closing soon which prompted Craig to ask where Dom was staying, "I'm in the Plaza, just a few blocks away."

"Ah, great minds think alike! We're there too. Do you want to split an Uber?" "Sure, that'd be great."

They paid up and made their way back to the hotel and Dom couldn't help but notice how hands-on Craig and Tony were in the taxi...he had to admit he was slightly jealous. While making their way through the hotel lobby and into the lift, Craig asked Dom if he wanted a nightcap since they had more drinks in the room and it was still fairly early. Dom readily agreed and they made their way to the couples' room to carry on chatting.

When they were a few drinks in, Tony couldn't help but satisfy his curiosity, "So Dom, what's your situation? Are you single, dating...married?"

"Single and ready to mingle if only I had the chance," Dom replied.

Tony looked shocked, "How can a guy like you still be single?!"

"Thanks for that, Tony, but I know I'm not the best looking guy."

"Don't be so modest, Dom, look at you, you're hot," Craig blurted out, to which Dom felt himself blushing.

Tony pushed him further, "So what are you looking for?"

"Well actually, it's not well known yet but I recently came out as bi so I'm kinda open to whatever at the minute."

Tony grinned, "No way, that's amazing, welcome to the club!" and he went over to hug him.

"Really, you too? I kinda assumed you were gay, sorry about that."

"No problem. Nope, definitely bi. It just so happens I found Craig and we've been inseparable ever since."

Emboldened by the booze, Craig continued with the questioning, "So have you done anything with guys? Feel free to tell me to fuck off if I'm going too far, I'm just...interested."

"Not yet but I think it's only a matter of time really."

Dom quickly stood up, "Sorry about this but these drinks have gone right through me. Can I use your bathroom?"

"Sure, it's just through there," Craig said pointing towards a doorway. When he came back, Dom saw Craig and Tony on the bed giggling and whispering to each other with their hands entwined.

Dom thought that was his cue to leave, "I guess I'd better be going, I'll leave you guys to it."

As Dom made for the door, Craig jumped up and stood between him and the door, suddenly grabbing Dom's hand, "Come on Dom, it's only early, stay a bit longer...please? In fact...erm...we've kind of got a proposition for you. We were just talking and we don't do this often but um...as you haven't done anything with guys yet, we wondered whether we could...you know...help you out?"

This is something Dom definitely wasn't expecting but it was a pleasant surprise. While his head was still trying to decide if this was a good idea or not, he felt his cock stiffen at the thought. "Are you guys sure?" Craig looked round at Tony and they both nodded. Dom pondered it for a moment before he suddenly blurted out, "Fuck it, you only live once, right? So how do we start this?" Dom asked.

"Well, that's up to you, what do you want to try?" Craig replied, conscious that this might be a big moment. Dom wondered for a moment before giving a decisive "everything".

Craig put one hand behind Dom's head and pulled him into a tender kiss. Dom shut his eyes as he embraced the warmth of Craig's lips on his, with Craig's beard lightly tickling his chin. As the light smacking sounds of their kiss filled the room, Craig began to undo the buttons of his shirt, showing off a hairy chest and a treasure trail snaking its way down his chunky torso. With a quick shrug of his shoulders, his shirt fell to the floor and Dom's hands found a home around Craig's semi-naked body. Suddenly feeling over-dressed, Dom took the cue to remove his shirt too, showing off a generous amount of hair covering his chubby yet lightly toned physique.

Craig held Dom close as light kisses turned into more feverish frenching, with their tongues dancing together in each other's mouths. Tony's voice suddenly boomed out from behind them, "Fuck, that's hot." Craig and Dom both giggled at the compliment and Craig started pushing them toward the bed, losing his dress pants in the process. Dom sat down as his legs suddenly made contact with the end of the bed while Tony shuffled further up to the headboard so he could watch the scene unfold.

Dom opened his eyes as Craig's lips left his, already missing their warmth. Craig's mouth made its way down Dom's neck, planting small kisses and licks as he went, eventually finding a new home at a nipple. Dom couldn't help but moan as Craig wettened his nipple and began lightly sucking on it while gently playing with the other.

Soon enough, Craig was undoing Dom's belt as he sensuously licked his way down Dom's body. Dom's suit pants were soon on the floor, revealing a sizeable bulge growing in his boxer briefs. "Looks like someone's excited," Craig said playfully, "Want some help with that?" Dom nodded enthusiastically and looked down to see Craig stroking the soft hair on his slightly chunky thighs, his hands getting ever closer to his underwear. Craig tugged at the waistband and started pulling Dom's briefs down over his knees and onto the floor, watching as Dom's cock flopped out. Suddenly, they both felt the bed move as Tony jumped off and slowly started to undress.

Craig took Dom's cock in one hand and started stroking it up and down as it grew to its full length. He traced a finger over the head and felt the unmistakable wetness of pre-cum coating it. Making sure Dom was watching, Craig brought the finger to his mouth and sensually licked it, to which Dom's cock bounced with excitement. He moved his mouth to the base of Dom's cock and began slowly licking his way towards the tip. Using a hand to hold the base, Craig bobbed his tongue across the slit which made Dom shudder before taking the head into his mouth. Slowly closing his eyes, Dom gasped and whimpered as he felt his cock plunge into the warmth and wetness.

He looked over to see Tony had stripped down to his tight, brightly colored boxers. Tony saw Dom's eyes widen as his exhibitionist side urged him to twirl and show off his small round ass and a meaty looking bulge. In a flash, Tony had climbed back on the bed to kneel behind Dom, firmly placing his hands on Dom's shoulders and asking how it feels. "Oh my god, I've never felt anything like it!"

Tony chuckled, "Yeah, you're kinda lucky, Craig gives great head." As Dom threw his head back in ecstasy, Tony took his chance and started to kiss him. Dom could instantly feel the difference between them as Craig's kiss had been softer whereas Tony's was more forceful and urgent.

Craig took Dom's cock deeper and deeper into his mouth while occasionally stopping to lick beneath the head. Tony broke their kiss to advise Dom, "Put your hands behind his head. He loves it when someone takes charge." Dom cautiously did as he was told and started pulling Craig's head on and off his cock. Craig made an mm sound to note his approval, which sent vibrations up Dom's cock. Within a minute or so, Dom felt that familiar 'building' which told him he was close to climax. "Guys, I think I'm gonna cum already!"

With that, Dom removed his hands from Craig's head and tried to pull away but Craig pinned his legs down.

Tony whispered in Dom's ear, "You don't need to go anywhere, he loves to swallow. Watch this." Dom started panting and moaning as he got closer and closer. As things reached a fever pitch, Craig swallowed as much of Dom's cock as he could as load after load of cum pulsed into his waiting mouth and throat. Craig gulped as much cum as he could and Dom looked down to see some escaping from the corner of Craig's mouth. Craig sucked a couple more times before licking his lips with a sly grin.

Dom took a deep breath and let out a massive sigh.

"That was amazing, I can't believe I've been missing out on this for so long. I hope I'll be able to suck cock like that one day..."

Tony laughed, "Well, how about you make a start by showing Craig how thankful you are?" As Dom nodded, Tony led him to kneel at the foot of the bed as Craig climbed on top, eagerly awaiting his blowjob.