Night Two at The Abbotsford Hotel

Knock, knock.

"Room service!"

"Huh?" Richard rose from the bed. He hadn't ordered anything from the front desk; his company had a strict no-room-charge policy, and the food was usually nothing to write home about.

He pulled on some shorts and opened the door to find not a maître d', but his cute liaison from last night: Ash. The boy's hair was slightly damp, but the way it fell across his youthful face framed him beautifully. Tonight, he'd swapped sweatpants for a pair of snug workout shorts and a black thermal.

"I think you might have the wrong room," Richard flirted. "Oh? My apologies sir, please give me a moment to double check."

Ash pulled out his phone and scrolled to their previous Grindr messages.

"Oh no," Ash replied, feigning concern. "It looks like you placed an order last night for a delivery this evening. Along with a request to take away some dirty laundry?"

The boy was referring to his undies. The pair from last night that Richard had used to satisfy himself. They lay in the corner, stained with a combination of Ash's precum, Richard's spit, and his voluminous load.

Good luck cleaning those.

"Oh, I'm terribly mistaken. Please come in," Richard replied.

As Ash entered the room, the scent of strawberry body wash came with him. Richard greeted him with a peck on the lips before turning to shut the door. Ash grabbed Richard's face, kissed him a few more times, and giggled. For the first time in a long time, Richard felt fun and flirtatious. The physical attraction was obviously there, but Ash actually seemed like a sweet person.

"So, how was your day, dear?" asked Richard, mimicking the tone of a sitcom husband. "What'd you see?" "Oh, this and that," replied Ash. "My folks wanted to see Buckingham Palace, St. James's Park, Piccolo Street-" "You mean Piccadilly?" "I like my way better," teased Ash. "Well, that sounds like a fun day. How'd your parents like it?" "They liked it fine."

The response was curt compared to their earlier exchanges and a slight awkwardness hung in the air.

Ash sighed, "I love my parents, but they're not exactly the most open-minded people to be around."

"Ah. I get it," replied Richard as he took a seat on the bed. He let the silence linger a moment before adding, "Old people are the worst." "No you're not," Ash quipped back, grinning. "Yeah? Is 23 too old for you?" "23? Oh my god you're ancient. Is that your real hair?" "I guess you'll have to grab it and check for yourself," Richard replied with a smirk.

The two held the energy for a moment, and then broke with laughter.

"So, what are you in the mood for?" Richard asked. "There's a great Italian spot down the way if you're looking for a bite. We could also kick back and watch something. Whatever strikes your fancy."

"Hmmm, whatever strikes my fancy, huh?"

Ash walked over to the bed and straddled Richard, resting his arms on top of the man's broad shoulders.

"Whatever strikes my fancy." Ash looked into Richard's soft brown eyes and kissed him. A tender kiss, one of intimacy more than instinct. Richard responded in kind, his hands resting at the boy's waist. It was a beautiful moment, but as many beautiful moments do, it awakened something deeper.

Richard's cock was starting to harden through his shorts. Because Ash was straddling him, he knew the boy could feel it too. Right on cue, Ash started grinding against Richard's bulge. In a reversal of their previous night, Ash took charge by removing Richard's shirt and softly kissing his neck.

Mmmmm. God, that feels nice

Richard responded by pulling up the boy's thermal, exposing his chest. The heat from their bare skin rubbing against one another excited Richard; it was surprisingly intimate. Their lips touched again before Ash's sweet kisses traced down Richard's chest and onto his stomach, until he reached the top of his shorts, his manhood creating a prominent tent.

"Now, where were we," Ash teased.

Ash pulled down Richard's shorts, freeing his massive cock from its fabric confinement. Ash took it in his soft hands. Doubled up, the boy's hands were almost enough to cover his manhood entirely. Ash opened his mouth, gingerly placed Richard's cock head onto his tongue, and began sucking.

"Mmmmm," moaned Richard as the boy's tongue circled his head.

Ash held Richard's base with his left hand and gently cupped Richard's testicles with his right. Richard's balls had never been fondled before; the new sensation made him shiver in the boy's hands. Ash continued working Richard's cock, bobbing until three inches were swallowed.

"That feels so good, Ash. I love being in your mouth"

Ash opened wider as he tried to get more of Richard's manhood into his throat. The boy made it about five inches before-

"Glugh," Ash gasped. He took a few deep breaths before trying again. Three inches, four inches, five inches... six inches—

"Glughhh," Ash coughed and pulled the girthy cock from his mouth. Richard reached down and tilted Ash's head up.

"You've been working too hard," said Richard, "Time for a break."

Richard helped the boy up and walked him over to the office desk in the corner of the room, holding him from behind. Richard softly gripped Ash by his neck with his right hand, gently pressing his fingers into the left side of his neck while kissing the other. As Richard played with the pressure, he could feel Ash's excitement in his pulse.

"It's my turn," he whispered seductively as his left hand entered the boy's shorts and started stroking. Ash responded with soft, delicate moans.

That's my good boy.

"Bend over for me," instructed Richard.

Ash leaned over the desk and Richard knelt to the floor, pulling the boy's shorts down so they rested just below his cheeks. For having such a slender figure, the Ash's ass was pleasantly juicy and free from any body hair.Gorgeous, thought Richard.

He playfully slapped the boy's backside and was rewarded with an enticing jiggle. After giving the marked area a few kisses, Richard took a cheek in each hand and spread them apart. Inside was the most beautiful, pink hole Richard had ever seen. It was teasing him, just begging to be taken.

"What are you-aah!" Ash jumped as Richard's tongue slid across his virgin pucker. The boy clenched reflexively, surprised by the sudden sensation.

Heaven.

"Your ass tastes so good, baby," Richard growled.

Richard took long, slow licks across the boy's opening, increasing the pressure with each pass, but it wasn't enough. Richard needed to be inside him. He started circling the boy's hole with his tongue, getting closer and closer to the center. Once there, he tried to get his tongue inside, but he was met with firm resistance.

Fuck, he's so tight.

Richard knew this would take a while, but the more time he spent now, the more enjoyable it would be for both of them. He turned Ash around and took the boy's cock into his mouth. Ash rested his hands on Richard's shoulders, moaning with a smug gratitude as the man worked him.

"I wasn't expecting that," chuckled Ash.

Just you wait.

Richard opened a bottle of lube from the desk, squirted a small amount onto his middle finger, and slowly entered the boy's opening.

"Nngh," moaned Ash, angelically.

The boy's hole was a vice grip around Richard's finger but he continued sucking, knowing that the rising pleasure in the boy's cock would distract him from the pressure in his ass.

Richard replaced his mouth with his hand, stroking the boy as he offered words of encouragement.

"You're doing so good, Ash. I just need to stretch you out a little bit because you're so tight." Richard withdrew his finger to add more lube. This time he covered his middle and ring fingers before taking Ash back into his mouth.

The boy's ass accepted his middle finger easier this time, but when he tried to add his ring finger, he felt Ash tightening up.

It's okay, baby. I won't let anything hurt you.

Slowly, Richard worked his ring finger, getting just the tip into the boy's hole. He teased it back and forth, a few centimeters in, a few centimeters out. Ash's pucker accepted the stretching, and Richard continued until both fingers made it past the second joint.

"Hnng," grimaced Ash. Richard could tell that it was becoming too much.

"It's okay, baby; focus on me. Feel how good daddy's tongue is on your cock?"

Richard stopped the dirty talk to fully swallow the boy's shaft. Ash's size was solid for his age, but Richard could handle five inches easily. He made sure to hold his mouth on the boy's pubis, turning his head back and forth, and tossing in a few gagging noises for good measure.

Nothing like some gags to inspire confidence in bed.

Richard wanted the boy to find pleasure through the discomfort of anal. He continued throating the boy while working his fingers in and out of Ash's ass.

Ash's breath quickened. The tightness on his face was giving way to a relaxed pleasure.

Good boy.

"Fuck, you feel so good, Richard," whimpered Ash.

Richard moaned with gratuitous pleasure. He loved being complimented on his work. Richard continued pleasuring the boy with enthusiasm, taking joy in Ash's rapidly building climax.

"Richard, I'm-I'm..."

Richard took this as his cue to fully submerge his fingers into the boy's ass.

"Fuuu-fuuuuuu," Ash cried breathlessly.

The combination of Richard's fingers and mouth was more than Ash could take, and a torrent of cum flooded Richard's mouth.

Mmmmm. Your cum tastes incredible, baby.

Richard continued sucking and fingering until Ash's cock had spasmed for the last time. Once he was certain nothing remained, he swallowed the boy's sweet nectar. Richard withdrew his fingers and stood up to kiss the boy. A slow, deep, tender kiss to bring him back from his orgasm.

"Fuck Richard, that was..." Ash said, breathlessly "Yesss?" Richard teased. "I-I want you inside me."

This was all Richard had been thinking about since last night, and his cock was desperate for it, but he felt compelled to ask, "You're absolutely sure you want this?"

"Yes," Ash breathed. "It's going to be bigger than my fingers," Richard cautioned. "I want you," said the boy with certainty.

As if to punctuate his point, Ash turned around, lowering himself onto the bed before arching his back in a slow, seductive sway, taunting Richard.

Richard stepped forward. The boy's perfect pink opening was shimmering with a combination of lube and Richard's spit. It was aching to be filled. Richard squirted a small amount of lube and began massaging it into the boy's hole.

"Stop teasing, I need you inside me," Ash replied sensuously.

Richard wanted nothing more than to answer that need, but as he readied himself to take Ash's virginity, he paused.

"No," said Richard.

Ash looked behind him, surprised.

"Not like this," Richard clarified. "Look me in the eyes. I want you to remember this for the rest of your life."

Ash's expression shifted from surprise to one of tender appreciation as he turned toward Richard. Richard laid Ash down, pushing him further onto the bed, and positioned the boy's arms so they held back his thighs. When Ash pulled backward, he opened up the most beautiful, intimate parts of himself to Richard.

Richard placed his cock at the boy's quivering entrance.

"Are you ready?" asked Richard.

The boy nodded his head, nervous but determined.

"This is going to be really uncomfortable at first, but it's okay. I'm here for you," Richard reassured him.

Richard leaned forward, his cock meeting the stiff resistance of Ash's pucker. Richard increased the pressure, continuing to press until the boy's hole finally relented and his cock head entered Ash's ring. The sweet, beautiful boy was a virgin no longer.

"Ahhhh," moaned the boy, grimacing in discomfort.

"It's okay," cooed Richard, as he rested his hand on Ash's cheek. "Just relax; I'm here. Everything will be okay."

Richard continued to lean in until he was about four inches into the boy.His boy.

"Ahhh, fuck," said Ash as he twisted and clenched down. "It's too much."

The added pressure from the boy's hole was driving Richard mad, but he tamed his relentless urge to press further, knowing how painful this must be for Ash. Richard brushed Ash's hair out of his face and looked into his perfect hazel eyes.

"Breathe."

Ash complied. He took a deep breath in.

"Good. Now I want you to relax as you breathe out for me."

Ash let out a shaky breath.

"Thaaat's it. One more time for me."

Ash took in another breath, deeper this time, and exhaled with more control. Richard could feel the boy's hole relaxing to accept his girth.

"You're doing so good. Now kiss me."

The boy leaned forward as Richard came down to meet his mouth.

Nothing could feel better than this.

Slowly, Richard began easing more of himself into Ash. He could feel the boy wince as he edged deeper. Ash whimpered into Richard's mouth as he reached six inches. Richard broke off the kiss and whispered into Ash's ear.

"You're doing such a good job for me." Richard began kissing Ash's neck. "You're such a beautiful boy." Richard continued pressing.

I'm almost there. Please, Ash.

Finally, after what felt like an eternity, all eight inches were inside Ash; the boy's opening was tight around the base of Richard's cock.

"Every inch of me is inside you, Ash."

Ash opened his eyes and met Richard's gaze through the discomfort; a look of realization flashed across his face.

"You did so good."

The boy smiled sweetly in response.

Now, the fun can really start.

Richard stayed fully immersed for a few moments, turning his hips to help loosen the boy, then began inching himself out. When Ash realized what was happening, he started to protest.

"It's okay," said Richard as he stroked the boy's face.

I'm not going anywhere.

After pulling out four inches, he pushed himself back in.

"Nnng," moaned Ash. Still uncomfortable, but no longer painful.

After a few more strokes, Ash became familiar with the push and pull of Richard's cock inside him.

"Thaaat's it. Stay relaxed, baby. Goooooooood boy," praised Richard.

Slowly but surely, the Ash's moans of discomfort gave way to ecstasy, and his pleasure started to build. Richard could see the boy's cock getting hard again, despite having finished a few minutes earlier.

Now that Ash's hole had loosened up a bit, Richard could get into a rhythm. He began increasing the pace of his thrusts. Not too fast, but a consistentslap, slap, slap,sounded as his balls met the boy's round cheeks.

"I-I," Ash started. "What is it, baby?" "I-love-having-your-cock-inside-me-da-ddy," Ash stammered between each of Richard's thrusts.

Mmmmm, where did this come from?

"Yeah? Am I your daddy now?" teased Richard. "Then give daddy a kiss while he fucks you."

Richard leaned down and voraciously took Ash's mouth. He was feral; determined to fuck this boy until he fully surrendered. Each one of Richard's thrusts was met with whimpers from his boy; they were driving him insane.

Fuuuuuck. Keep moaning for me.

"That's it, Ash. Fuck, your ass feels so good on daddy's cock." "Cu-cum inside me."

Richard met Ash's gaze. The boy bit his lower lip; his eyes begged for more. This unleashed something in Richard. A rush of blood made his manhood harder than he thought possible and Richard started pounding harder.

"Yeah? You want daddy to cum inside you?" Richard taunted. "Please, daddy." Ash whimpered

Ash's hole was squeezing the life out of Richard's cock, and the boy's begging was too much for him to bear.

"Fuck Ash. Fuck I'm gonna-" Richard choked. His face twisting in ecstasy. "No-" Ash urged. Richard opened his eyes, concerned for the boy's safety, but Ash wasn't hurt; he was resolute. "Look me in the eyes when you cum," Ash insisted.

Richard exploded into Ash's pink hole.

"Ohhhh, fuuuuck," Ash cried.

Richard heaved each breath as wave after wave of his cum flooded into Ash's ass. The pleasure from his climax radiating through Richard's body in a way he'd never felt before. He felt a wetness and looked down to see Ash's cock erupting, shooting cum up the boy's stomach and splashing onto Richard's chest.

I made him cum hands-free.

Ash grabbed Richard's face, forcing attention back to his beautiful hazel eyes. "That's it, daddy. Fill up your boy," he goaded smugly.

Richard was fully immersed in Ash. He could feel the boy's hole flexing, tightening and releasing around the base of his cock, as if it were working to milk every drop of cum from his body.

Fuck. I've never cum this hard in my life.

Richard slowly pulled his eight inches out of Ash's ass. His cock fell to his thigh with a wet slap. It was over; his boy had been fully claimed.

Ash turned over and rested his head on the pillow with a tired sigh. Even though the boy was exhausted, his plump ass swayed enticingly. Richard watched as his seed began to ooze out of Ash's hole onto his scrotum. It shimmered in the low lights of the hotel room.

I want to remember this.

Richard found his phone and took a picture of his conquest. Ash's luscious ass framed in the most flattering way while clearly capturing his dripping cum.

"Helloo?" Ash called softly.

Richard flashed the screen towards Ash and smiled. "Oh, I'm sorry. Did you want a copy?"

Richard crawled on top of Ash and laid his head on the pillow so they faced each other. Ash smiled at Richard; his eyelids were heavy, covering about half of the hazel eyes Richard loved so much.

I can't believe we met yesterday.

"I don't think I have anything left, but I can try," mumbled Ash. Richard hadn't meant to start anything, but he was lying on top of Ash, and his semi-erect cock was rubbing against the boy's ass. Richard considered it; Ash's ass was agonizingly smooth, but he ultimately decided to put his interests aside. He slid to the side of Ash so they could lie next to each other. Richard caressed Ash's face with his right hand. He was struck by the boy's youthful glow.

"I think you need some rest," Richard advised as he softly kissed Ash on the forehead. "Do you think I can stay here?" Ash asked. "Just for a bit?"

Richard heard a hesitation in Ash's voice, like he was afraid of the coming response.

It's his first time.

"Of course you can."

Richard adjusted his left arm so that it rested under the pillow and pulled Ash's head onto his chest.

"You can stay as long as you want," Richard said as he stroked the boy's hair.

Ash looked him in the eye before resting his head back on Richard's chest. Although he was trying to play it cool, Richard could tell something was building in the boy. A sniff and a forced cough eventually gave way to quiet crying.

Ash managed to get out "I'm sorry" before emotion overcame him, and the words dissolved.

Richard could feel the frustration and embarrassment in the boy's cries.How long have you been holding all this in?he wondered.How long have you been ashamed of being who you are? Feeling what you feel?

"It's okay," Richard soothed. "You're safe with me."

Ash looked into Richard's kind eyes, trying to blink his tears away.

"It's okay," repeated Richard as he gently kissed the boy's cheek. "Your emotions don't scare me. You're safe, my love."

It was only after he'd spoken the word that Richard realized this had gone way beyond a hotel hookup.