A Bear's First Time Exploring

Dom awoke to the sound of a coffee pot boiling. As his eyes opened, he saw Tony sitting in a white bath robe checking his phone, his hair still wet from the shower. He turned over to see Craig standing by the drinks station in a pair of tight boxer briefs which nicely outlined his legs and firm ass. "Morning, sleepyhead," Craig said with a smirk, "We must've tired you out last night. How's your head?"

"Not bad actually, I think I must've worked the alcohol out of my system," Dom said as he yawned and rubbed his eyes. "I could do with a shower though, I guess I'd better head back to my room."

"Feel free to use ours, we've got spare towels."

"Oh really? Only if you're sure. It'd save me having to trek across the hotel I guess."

Craig suddenly had a mischievous look on his face, "I haven't showered yet either. I don't suppose you fancy...saving some water? No pressure or anything."

Dom was taken aback slightly by the offer and took a moment to think about it. He grinned at Craig, "I think you've made me an offer I can't refuse."

With that, Dom slid out of the covers and passed Craig on his way to the bathroom. As he walked by, Craig gave him a playful pat on the ass which made him blush. He shuffled in and flicked the light before turning the electric shower on. Within seconds, he could feel the water was hot and he stepped beneath the shower head. Hot water cascaded over his head and down his body as he sighed deeply. He ran his hands through his hair and his mind instantly started to wander back to the previous night. He was still in disbelief at what happened and he couldn't help but smile. Before long, he heard footsteps as Craig entered the room. Craig quickly whipped his boxers off, stepped into the shower cubicle and felt water start to trickle down his body.

Craig could see that Dom was nervous, especially without the Dutch courage of the night before. He clasped a hand around Dom's arm reassuringly, "It's alright, you're safe with me, I promise." At that, Dom nodded, took a deep breath and felt some of the tension leave his body. Craig pumped the soap dispenser on the wall a few times and started to rub it over his chest and arms. It wasn't long before it washed off and left Craig feeling clean. He offered to do the same to Dom and with a nod of approval, his hands were soon gliding freely over Dom's hairy chest and stomach. Dom felt his eyes close as he savoured Craig's hands deftly working him over.

Soon enough, Craig's curiosity got the better of him, "You know, we've got a few hours before we need to check out. I was just wondering... is there anything else you'd like to try?"

Dom opened his eyes and pursed his lips, "Well, now that you mention it..." Dom paused with a sudden shyness, as if weighing up whether to take the plunge, "I want to try getting fucked. I've tried toys before but never the real thing."

Craig nodded, "We can soon fix that." He gave Dom a signal to turn round and pumped more soap from the dispenser before starting to firmly massage it over Dom's shoulders and back. Without warning, Craig moved his hands around Dom's front and hugged him tightly, kissing his shoulder blades and up to his neck. Dom sighed as he basked in the feeling of being held.

He felt Craig adjust himself into a more comfortable position and Craig's semi-hard cock found a home in the cleft of his ass. "Is this what you want?" Craig whispered. Dom gave his reply in the form of pushing back slightly until Craig's cock brushed against his hole. He felt Craig squeezing his ass with his hands before a finger started probing at his asshole. Dom took a breath and felt Craig work the tip of a finger inside him, letting him slowly adjust to the feeling of it. Every time Dom breathed out, Craig's finger got just a fraction deeper inside. It wasn't long before the whole finger was inside and Dom's ass muscles gripped it tightly. Craig slowly removed his finger, "I think that's enough for now. I'll let you finish up, take as long as you need." Craig stepped onto the bathroom tiles, grabbed a nearby towel to dry himself and walked back into the bedroom.

For the rest of his shower, Dom's cock was rock hard at the thought of what was coming. Within a minute or so, he'd finished up and he pushed the button to make the water stop while grabbing a towel to rub and pat himself dry. As Dom re-entered the bedroom, he could faintly hear Craig whispering to Tony. From the smile on Tony's face, he knew what it was about. Tony quickly took off his bath robe, placed a hand around Craig's naked body and looked back towards Dom, "Sounds like you had an interesting conversation in there. So the question is...who's first?" It didn't take long for Dom to decide. He quickly pointed at Tony, seeing as his hard cock was slightly smaller and thinner than Craig's. Tony's eyes lit up, "Looks like it's my lucky day. I'd be honored."

Dom suddenly found his courage. He dropped his towel and climbed up on the bed, proffering his chunky ass towards Tony. As he moved within reaching distance, Tony gave Dom's ass a light smack and traced a hand up his back, eventually reaching a home at his broad shoulders. He put a hand firmly round Dom's waist and they started making out on the bed. Meanwhile, Craig moved to Dom's ass, spreading it and pressing gently on the hole with his fingers. Dom felt slightly zoned out during the make out session but he was snapped back to attention by the sensation of Craig's tongue as it made contact with his asshole. He parted lips with Tony and moaned as Craig began to lick him out, while occasionally lapping at his balls and gently stroking his cock. Craig's beard brushed against Dom's ass as his tongue delved deeper and deeper. Tony held Dom tight as wave after wave of pleasure washed over him.

Craig wet one of his fingers and introduced it to Dom's ass. His tongue had helped Dom's hole to relax so it started slipping in and out fairly easily. He gave Dom a short rest as he walked over to grab the lube bottle, squirting a little into his hand and warming it up before using it on Dom's hole. He held two lubed fingers together and placed a hand on Dom's back to guide his ass down onto them. Dom started to make uncontrollable sighs and moans in response to Craig's fingers. Craig worked some more lube into his ass before plunging his fingers as far as they would go inside and moving them round a little to stretch Dom's ass. Tony looked back at Craig before asking, "Is his hole ready?" Craig nodded and gave Dom's ass a final squeeze before moving away.

Tony was in a playful mood. He placed Dom's hand on his cock, pulled him closer and whispered, "How much do you want this?" Dom felt his own cock get harder at the dirty talk.

He gave Tony's cock a squeeze and whispered back, "I want you inside me, Tony". Tony pretended not to hear and it didn't take long for Dom to catch the hint. He gave Tony an innocent, pleading look and said, "Fuck me, Tony. Please...I need this," while giving Tony's cock another squeeze with his hand. Satisfied with his answer and sufficiently turned on, Tony grabbed the lube bottle as Craig threw him a condom. He eased the condom over his cockhead and rolled it down before lubing his cock well. Tony lay on the bed holding his cock so it was pointing straight up and gestured to Dom to join him. Nervously, Dom moved down to sit on Tony's mid-section, feeling Tony's cock lining up in the cleft of his ass cheeks.

Tony brought Dom's head down to his level and lightly kissed him, "Are you sure you want this? It's not too late to back out if you want." Dom appreciated the offer but eagerly gave his consent. "Remember you're in charge, take your time and keep breathing." Dom sat up slightly and saw Craig move in to help behind him. He felt the head of Tony's cock tap at his asshole and Craig placed a hand on his ass to encourage him down onto it. Dom got into a regular breathing pattern and then bore down, impaling himself on Tony's cock. He winced at the slight pain of it starting to open him up. Much like Craig had done with his fingers earlier, he waited until every out-breath to flex his ass muscles and take it even further. "Fuck, you're so tight," Tony said as he felt Dom's ass clamp down on him.

Dom moved back up until Tony's cock popped out of his ass. After taking a brief rest, Craig lined it up again and it plunged back into Dom's hole, going even deeper this time. It wasn't long until Dom was working the head in a steady rhythm and looking deep into Tony's lustful eyes. "How does it feel, Dom?" Tony asked. Dom couldn't even reply, just whimpering as his body got used to a new kind of pleasure. Craig moved up towards the head of the bed and made out with Dom in-between his moans. Tony wrapped a hand round Craig's ass and pulled him closer. Already overwhelmed, Dom felt even more turned on at the sight of Tony sucking on Craig's cock. He could've sworn his horniness made his hole open to accept more of Tony inside him.

Tony removed Craig's cock from his mouth and tapped Dom to give him the signal to move. As he could tell Dom was getting used to anal, he lightly pushed Dom over until he lay on his back with his head slightly over the edge of the bed. Tony re-lubed his cock, placed Dom's legs either side of him and pushed his cock back into Dom's ass so they were fucking missionary. Tony's sudden forceful entrance made him gasp but he quickly focused back on his breathing. He felt Tony's hands grab his hips and he felt a prickle of hair against his ass which told him he was nearly taking it all. Craig stood at the edge of the bed until his cock was hanging ominously over Dom's head. He brought it tantalizingly close to Dom's mouth and felt Dom's tongue just about touch the underside of his shaft. He finally relented and let Dom suck on his cockhead, with Dom's gentle moans sending vibrations up it.

Tony's breathing had started to become more laboured and Craig realised he was getting tired. After a few more minutes of fucking, Tony took his cock out of Dom completely and spread his legs to see his asshole gape slightly. "Is it my turn?" Craig asked. Both Tony and Dom agreed and Craig did his best Mad Hatter impression yelling out, "Change places!" It made Dom giggle with laughter. Craig rolled a condom over his cock and lubed it up, eager to try out Dom's ass. He suggested they change to doggy style so he could have a clear view of Dom's ass swallowing his cock. Dom flipped over onto all fours and presented himself to Craig as Tony moved off the bed. Craig's slick cock started nuzzling against the hole and he was surprised to see Dom try and back up on it already. "Easy, tiger," Craig chuckled.

Dom felt the cockhead slip into his hole and instantly felt the difference in size between him and Tony. Dom grimaced as he felt his ass stretching to accommodate Craig's girth. Tony found a seat in a nearby chair while recovering but he still offered words of encouragement, "Mm, I bet you can feel that. It might take you a while to get used to it but you can take it." Tony whipped his condom off and started jerking off at the scene. A deep growl left Dom's lips as Craig pushed himself in further and started to fuck Dom's ass. He could hear Dom was struggling so he slowed down into shorter strokes until he was accustomed to it.

Once he had recovered a bit, Tony moved back to sit near the head of the bed and Dom readily started sucking on his cock. Craig's strokes started to become deeper again which pushed the cock further into Dom's mouth. Tony quickly became more vocal as he felt that familiar building feeling, "Fuck, I'm gonna cum." As Dom greedily took more of the cock, Tony started to grunt louder and louder until his cock finally exploded in Dom's mouth, coating it with cum. He watched as a few white dribbles slipped out and ran down Dom's face. Tony's cock finished pulsing and he laughed, "You know, you're getting pretty good at that." Dom licked until he'd hoovered up most of the cum and swallowed it.

Tony saw Dom's eyes roll back into his head as Craig started hitting it hard from the back. Without warning, one of the jolts from behind knocked him off balance and his chest fell to the bed. Craig took the opportunity to move forward until his chest made contact with Dom's back. Tony moved away from the bed and saw Craig's ass jiggling as he ferociously forced his cock in and out of Dom's hole. Dom's hard cock was now trapped between his body and the bed. "Oh, shit!" he cried as his cock started spurting onto the bedsheet below. His orgasm made his asshole tighten which was too much for Craig. Craig flung an arm around Dom's neck, held him close and groaned as he bottomed out inside him. He could feel himself throb as cum left his cock. It took a minute or so before Craig was ready to move and his spent cock slipped out of Dom's ass.

Dom lay there recovering for a minute with a contented grin on his face. After he'd caught his breath back, he shuffled to the bathroom to clean himself up. He came back in the room and they shared a three-way hug. "Thank you so much, guys. That was...unreal," Dom said gratefully. He looked over at the clock near the TV to see it wasn't long until he needed to check out. "Fuck, I need to dash." He quickly dressed himself and gave them both a goodbye kiss. As he reached the door, Craig stopped him. He rummaged around in a bag to find one of his business cards. "Take this," Craig said. "If you're ever in the area, feel free to stop by our place...we'd love to have you." With that, Dom thanked them both again and headed out the door.