Condom Capers
James was restless and couldn't sleep. He looked at his clock and saw it was just after 2 am. He found in the past surfing the net for a couple of hours usually helped him get back to sleep, so he got up, and opened the laptop on his desk. For some reason he still had MSN messenger installed, despite not having used it for years now. Within moments, this guy Oliver that had added but rarely spoken to him randomly messaged him: "wanna hang out?"
"It's late and I'm tired." James typed back. Given the prior lack of communication between them James could care less about Oliver. And he wasn't in a particularly horny mood, given his healthy dose of hook up's on Grindr.
"Please. I just really need someone to talk to." Oh what the hell, James thought. "OK, so where we gonna meet at this time of the night?" he replied. "Meet me outside Grove High School in 10 mins." "Ummm why there?" "Just be there. K I'm going now."
James quickly threw on a tee and some jeans and drove the short 5 min journey to Grove High. James knew very little about Oliver but remembered they didn't live far from each other, and were the same age (19 now).
James pulled up to see Oliver already waiting. He was surprised, but not deterred, to see a pretty forlorn looking guy sitting on the fence. Also, Oliver looked less fortunate than a homeless person, with scruffy dark blonde hair and wearing only a pair of dark blue athletic shorts - no shirt was fine but not even a pair of shoes? James wasn't sure if Oliver was wearing the bare minimum in preparation for what was bound to happen between them, or was genuinely having a pretty rough time at the moment.
James beeped the horn. Oliver approached the car as James invited him to the passenger's seat. James drove off and parked at the end of a dark and deserted side street. As they talked, James deduced Oliver was more lonely than anything else, although had been experiencing a tiny bit of bad luck.
James was glad he came, and began to get keen. He 'comforted' Oliver by patting him on his muscled thigh. Oliver continued to get what he came for by grabbing James' hand and rubbing it over his growing hard on before sliding it down his shorts where James played with Oliver's balls and stroked his shaft. He could feel Oliver wasn't wearing underwear either, but who cared at this stage.
James took charge, pulling Oliver's shorts off and pulling him into a hot kiss with one hand while continuing to stroke him with the other. James' hand had the pleasure of feeling Oliver's fat 9 incher in its grip; now it was time for his mouth to get a taste of that impressive meat.
Cars are tight spaces no matter how thin you are, but James managed to squeeze himself in front of the passenger seat as he licked and sucked Oliver. Although James really knew how to give head, what Oliver really wanted to do was slam his pole up James' ass. "Can I fuck you already...." Oliver moaned between his hot and heavy breathing. "Sure stud."
The guys climbed into the back for more space. James stripped and spread out on all fours in anticipation of the mighty plunge. But it all came to a halt when James realised Oliver was about to enter him bareback.
"Sorry, I only play safe". "That's cool man. You got a 'dom you can lend me?" James fumbled for his wallet before realising he had forgotten it in his rush to meet Oliver. "Sorry, I forgot my wallet." "Ok. Well you better go and get us some then".
James was more than happy to drive a few minutes up the road to the local 24-hour pharmacy. It was so close by he just decided to remain naked. Besides, who was going to see him?
James parked in a dark corner at the back of the parking lot - it was just as good a fucking spot as the street they were in before.
"Back soon, spunk." Oliver winked as he slipped back into his shorts and walked back up to the pharmacy. James wondered where Oliver kept the cash he would need, but decided he must have had a note or something scrunched up in his back pocket.
As Oliver perused the range of condoms, he noticed the pharmacist - an attractive guy of about 30 years with dark hair, a light beard, gorgeous cheekbones and amazing blue eyes. Not to mention what must have been under that lab coat. Even from a distance Oliver was able to read his nametag: Paul.
As Oliver and Paul continued to make suggestive eye contact, Paul approached Oliver to see how he could assist him. "Let me fuck you" Oliver thought to himself. Actually he could have said it aloud and made it happen, but he decided to have a little fun first.
"2 questions". Oliver said, picking up the nearest box. "Do you think these would fit? And do they work? Guys can be so pedantic." "Lame" Paul thought to himself, but more than happy to play along. The late night shift was so lonely and boring he would have fucked Mickey Mouse if he came along, just to pass some time.
"We'll have to find out". Paul replied, leading Oliver behind the counter. Oliver threw his shorts off and sat on the counter as Paul rolled a condom over Oliver's dick. "Looks perfect. How does it feel?" Paul playfully asked. "Good". Oliver replied. "Tell me how THIS feels..." he continued as he pulled down Paul's pants, bent him over the counter and rammed his eager cock into Paul's ass. Paul's hot moans were answer enough as Oliver continued to finally get off. Anyone walking past would have seen what was going on, but luckily this was an opportune time to fuck.
It felt great to finally have a good fuck but despite Oliver trying his best he just couldn't make the feeling last forever as he uncontrollably unloaded shot after shot of thick, hot cum.
"What a waste." He thought as he ripped the rubber cum-blocker off and tossed it in the bin.
"We better try one more just to be sure." Paul said, taking Oliver into the small office behind the counter.
Paul sat on an office chair and slipped one of the condoms on his own cock as Oliver sat on Paul's prepared penis and began thrusting up and down on it. Oliver rested his hands on Paul's broad shoulders before sliding them down his chest and over his rock hard abs. Paul also got a great feel of Oliver's teenage abs as the close proximity of their mouths led to the inevitable kissing.
Back in the car, James checked his watch - it had been almost half an hour since Oliver left - what the fuck was he doing? He threw on his clothes and headed into the pharmacy. There was no sign of Oliver or even a pharmacist. "Hello?" James called out, hoping a pharmacist would appear and let him know if they had seen Oliver.
Paul and Oliver heard James but were too horny to stop their sexcapade so just ignored him.
James came to the conclusion he'd been dumped so headed back to his car. But something came over him and he decided to jerk off his silky smooth 8.5 inch cock right there in the carpark.
Paul blew his load, ending the hot milking of his cock by Oliver's tight but clearly experienced ass. They both redressed and Oliver left, satisfied. "You forgot something". Paul called to Oliver just as he was about to go through the front door. "On the house" he shouted as he threw Oliver the box containing the remaining unused condoms.
Oliver headed back to the car and found James lying across the hood beating his meat like there was no tomorrow. He had to get the frustration he was feeling out of his system, but there suddenly was Oliver, sucking the shit out of him and leading him to cumming point.
Pissed off, James pulled out and let his load spit itself over Oliver's face. "Where the fuck have you been?" James grumbled. "I..uh...I was hungry so I walked across the street and got a burger." James bought Oliver's lie as Oliver prepared his cock, lifted James' legs over his shoulders and gave him the incredible fuck he should have got an hour ago.
Oliver, unappreciative of being cummed on like a piece of garbage, blew his load and chucked his slimy used condom in James' face. "Souvenir, bud." He said as he walked off, the whole encounter at an end.