With the help of the navigation on his phone Dylan found the small basement apartment in a less-than friendly neighbourhood. He had been whistled over by street dealers three times before he found himself at Jeffrey’s door. He couldn’t help but wonder if he had fallen into some kind of trap, but was sure he could handle himself if anything untoward went down.
The doorbell didn’t seem to work so Dylan knocked and was almost instantly greeted by Jeffrey’s bright smile opening the door.
“You came!” he said, bouncing up and down in excitement and immediately grabbing Dylan’s hand and dragging him inside. It was a one-room apartment of hardly 15 square meters cramped with a kitchenette a small table with chairs and a large bed in the middle of the room. There was one other door that probably led to the bathroom. None of it screamed that its inhabitant was a man on the brink of becoming a millionaire, able to throw half a grand on a night out.
Dylan tried his usual look of confidence as he shot Jeffrey a cheeky half-smile. “Well I…” he started, but was interrupted by Jeffrey jumping up, throwing his arms and legs around him and slamming their lips together.
Jeffrey was surprisingly light, yet, as he deepened the kiss, Dylan turned and pinned the guy against the wall for support. Now his hands were free to roam his tight figure. The brown-haired man moaned into his mouth and grabbed Dylan’s hair with both of his hands, slowly threading his fingers through the longer parts as their tongues explored each other profusely.
Dylan grinded his hips into Jeffrey’s as they were making out against the wall. The latter’s legs were still firmly holding onto Dylan’s waist, panting in between kisses. Dylan’s pants started to get uncomfortably tight, so he movesd away from the wall, holding Jeffrey up with his arms until they reached the bed.
He was really doing this. Oh lord, he hoped he was up for it. Well his dick was up for it, that’s for sure. Now he just needed to get out of his head and focus on what was in front of him.
Dylan lowered Jeffrey onto the mattress with care, stroking his blushing freckled face when he freed his hands.
“Gods, you’re sexy.”
Jeffrey’s green eyes looked up at him, still sparkling. The man bit his lip like a cheeky teenager, then reached forward to grab the hem of Dylan’s shirt and pull it upwards. Dylan helped him out by slowly lowering himself onto his knees before the bed and, freed from his shirt, proceeded to take care of the other’s belt and jeans.
Dylan found the younger man’s dick as hard as his own and pretended to accidentally touch it whilst pulling the jeans down. A small wet spot appeared on the edge of the bulge in the grey boxer briefs Jeffrey was wearing, signalling he was exactly as horny as Dylan was.
As Dylan had finished removing the pants and socks (Jeffrey hadn’t been wearing shoes when Dylan got in), he proceeded to remove the last cloth barrier. As soon as he had eyes on the prize, he moved his hands up Jeffrey’s legs slowly, caressing the soft skin on the man’s thighs and eliciting hungry sighs from the man. When Dylan finally reached his hips, he pulled him forward.
Now within reach he licked Jeffrey’s trembling member along the entire length before taking the tip in his mouth. Jeffrey squirmed and moaned in pleasure as he sucked down, bobbing his head up and down irregularly, teasing the tip in the process.
Hell, yeah I still got it. Dylan thought at the world. Then lifted his face to look Jeffrey in the eye and told him “I’m going to make you feel so good”, before gulping down the entirety of his manhood.
Dylan monitored Jeffrey’s erratic breathing and heartrate closely, making sure he got him on the edge, but not over it. He wanted the both of them to be equally excited for what came next and couldn’t risk his partner falling asleep in post-orgasmic chill when he hadn’t gotten laid yet. Jeffrey didn’t seem the type, but given the history he had with others, Dylan wasn’t gonna risk it.
Instead, he moved his mouth lower, whilst his hands roamed around Jeffrey’s slim body. It had been a long time since he touched anyone so lean. Jeffrey’s whimpers, as he teased his hole with the tip of his tongue made Dylan realise his pants were now way too tight for comfort. Keeping his mouth busy, he removed them, pulling the fabric over his feet, along with his sneakers and socks. In the same instant, Jeffrey sat up and pulled his shirt over his head.
Now they were both completely naked, Dylan licked his fingers and turned his complete attention back to preparing Jeffrey with as much care as he would’ve wanted to be done to him. The younger man moaned loudly as he made passes over his prostrate, feeling the man’s abs twitch under his other hand.
“Please, I want you inside me…” Jeffrey panted.
Dylan smiled as he slowly got up and moved his hands upwards following the trail of freckles up Jeffrey’s body. Then he lifted him up gently and placed him higher up the bed. As he lay down between Jeffrey’s legs, Dylan kissed his neck slowly and sucked at his collarbone. The body underneath him shivered in ecstasy.
“Ah, Dylan!” Jeffrey yelped as Dylan nipped his skin. Then he moved sideways, reaching for the nightstand. As he turned back around, he was holding up lube and a condom, which Dylan took from him with a smile.
He fumbled with the condom a bit. He hadn’t needed to use one in years, but Dylan hadn’t thought he’d be that rusty. To hide his embarrassment, he proceeded to continue the blowjob from earlier until he got it right, then used the lube to turn Jeffrey’s ass into one wet mess. He pushed his fingers in slowly, one by one, fingering all the sensitive spots and slowly stretching the entrance.
“Ah, fuck me Mr. Bartender!” Jeffrey moaned as his breathing quickened and his heart started racing. He was clearly nearing his climax again, which he still wasn’t supposed to get. Dylan sat up straight and turned Jeffrey over on his stomach, then teased his slippery opening with the head of his member until Jeffrey begged him for it again.
Dylan pushed himself in slowly, feeling Jeffrey’s slick hole suck him in. He moved his hips forward and back, slowly pushing deeper and deeper as Jeffrey moaned loudly underneath him. Every time he hit Jeffery’s prostate the latter would scream out and clench. It felt so good Dylan had to steady his breathing repeatedly so he wouldn’t come too soon.
After a while Dylan rose to his knees, pulling his partner up by the hips and quickened the pace. He gripped Jeffrey’s hips tightly with one hand as the other reached for Jeffrey’s cock and started pumping it in time with his trusts. Deeper, faster.
Dylan himself could no longer stay silent when Jeffrey cried out in bliss and shot his load in streams of thick white cum unto the blanket. The spasms were enough to bring Dylan over the edge. He grunted loudly as he filled up the condom.
After being spent, Dylan pulled off the condom, tied it shut and slumped forward. The both of them collapsed onto the bed, panting. Dylan kissed the back of Jeffrey’s neck gently.
“Wow.” Jeffrey said after about a minute of catching his breath. “That probably was the best sex I’ve ever had.”
Dylan chuckled. “Really now? Why thank you for your flattery. It was very good for me too.”
“Will you marry me?”
Dylan jumped in shock before he realised it was a joke, then hid his unease with laughter.
Still chuckling he added: “Be careful what you say, my dear. If you’re really a millionaire come Monday, I might have to take you up on that offer.”
“Ah, so you can be bought with diamonds, good to know.” Jeffrey said, laughing.
Dylan gave him another sweet kiss, then got up from the bed. “I’ve got to go home now. Thank you so much for sharing your perfect ass with me tonight. I’ve truly enjoyed this afterparty.”
“As did I. You working tomorrow?”
“I am.” Dylan answered, pulling his clothes back on.
“Hmmm… I might stop by then.” Jeffrey added in a teasing tone.
“I’ll see you!” Dylan said cheerfully as he left.
He couldn’t help wonder about those words. What did you say to a one-night stand? If he stopped by tomorrow and this would happen again it would be a two-night stand, and Dylan knew from experience that that would turn into a relationship before you knew it and he didn’t want that. Not from Jeffrey, not from anyone. Not right now and maybe never again.
Which meant it couldn’t happen again. Which was okay. As sexy as Jeffrey was and as much as he had enjoyed this, it wasn’t as if he felt anything for a man he’d just met. Dylan lit a cigarette as he started walking.
So, effectively I’m 35 years old and I’ve had my first one-night stand ever, he thought. Then smiled about it, deciding it was exactly as good as everyone had been telling him when he was still in college.