Richie spent the summer between sophomore and junior year settling into his apartment, working, and opening his throat and asshole up to a multitude of men. Mike had cum by once a week to unload in his new fuck buddy. When Richie felt like it, he continued to visit Paul, his downstairs neighbor and sucked him off frequently. Paul was not interested at all in fucking Richie’s ass, but he sure loved the way Richie could service him orally.
There were occasional hook-ups with customers. There were two encounters that stood out from the rest. The first one was memorable because it was the very first time Richie experienced double penetration. Richie was working a Saturday 1-9pm shift and in the middle of it, two men walked in together. One was bald, mid-30’s, dark, close-cropped beard, solid build, a good 6’2”, wearing tight jeans and a tank top which did nothing to have the ample dark and thick chest hair coming through the top and off the sides. His companion was shorter, 5’8”, crew cut blonde, blue eyes, clean shaven, khaki shorts and black t-shirt, also a nice build and the t-shirt was tight over his chest. Richie could see the short sleeves struggling to stay intact over those hefty biceps. Two erasers protruded through the shirt, hugging his noticeable pecs.
Richie popped a boner in his pants just looking at them and opted to stay behind the counter so he could look away and let the blood release from his cock. It was too late for Richie to play it off because the taller man caught Richie staring and the pair walked over towards Richie at the counter.
”Hey kid, can you help us? We have to attend a friend’s wedding and need to find suits.”
Richie was flustered and lost for words. But somehow found words, “Sure, I’ll be right there.”, he said as his throat went dry from nerves.
Richie grabbed a measuring tape and measured both men carefully. They were flirty throughout the process and were quick to pick up how Richie was blushing as they made comments about Richie’s tight ass and his cute looks. Richie was quick to deduce the men were a couple as the level of intimate touching between them as they tried on suit pants and jackets were much not typically seen between men.
After 45-minutes or so, the two men decided on a suit each and finally introduced themselves as James and Dan. Richie was never very good with remembering names but he was quick to remember that James had more letters and was taller. As Richie was ringing up the sale and passed the pen to sign the credit card slip, Dan added a phone number on a slip of paper and told Richie to give them a call after his shift.
Richie was intimidated by the offer. After all, these were two guys in their mid-30’s who were clearly comfortable with their sexuality. They were confident men. Richie was meek, outed by an unfortunate incident to his family, and just out of his teen years. Richie was having a hard time processing their interest in him, but his curiosity and his hard cock got the best of him and he placed the call.
The men actually lived together in a small house not far from Richie’s apartment. Richie was welcomed inside and the two men were still wearing the same clothes they had worn into the store. They offered Richie a beer and when discovering Richie was underage, were convinced Richie was slightly older than 20. Richie’s beard had come in strong in the past year. His whiskers seemed to always be in need of a fresh shave within a couple of hours. This gave the impression to others that Richie was older than 20, and he did have now dark chest hair on his pecs and treasure trail down to his pubes, also signs of maturity.
James, the taller man of the two, asked Richie bluntly after their first beer to tell them about his sex life. They wanted to know when he lost his virginity, etc. Richie was a lightweight drinker and the alcohol served as truth serum. He shared about his first experiences, the parks, the mall, his adventures in college at the library and the abandoned classrooms, Mike, Paul, Sir, etc. James and Dan listened intently and rubbed their cocks over their clothes.
Dan said, “damn, boy, you’ve had lots of dick in your young age and sounds like you’ve experienced a lot. You ever take two dicks up your ass at the same time? James and I haven’t stopped thinking about tapping that ass since we left the store!”
James brought them all another round of Bud and Richie said he’d never done that. All of his encounters had been one on one. He said at the park there were would be guys jerking off nearby watching him get fucked, but never did a threeway before.
Half way into their second beer, James and Dan pulled off their shirts and pants and released their cocks so they could grow full and free. Richie was speechless at the sight. James was a solid 7, and quick thick, cut, with two good-sized smooth balls. His pubes were trimmed short so his cock looked larger. Dan’s cock resembled the Bud can, a solid 6’5”, also cut, balls almost as big as Paul’s. Dan also shaved those balls and trimmed his pubes. Richie couldn’t fathom both those cocks up his ass at once.
Richie began salivating seeing these men naked and making out stroking each other’s dicks. He gave into his natural cocksucking instincts and knelt in front of the sofa, first taking James into his mouth before doing the same to swallow Dan’s jawbreaker. Back and forth he went sucking on each cock feverishly getting dizzy from the overstimulation of their scents and the moment.
While Richie was down on his knees sucking Dan, James lifted himself off the sofa and got behind Richie and assisted with pulling off Richie’s white jockey briefs. James was an excellent ass eater and he had Richie moaning over Dan’s cock. Dan held Richie’s head down onto his crotch as James entered Richie’s love tunnel. Richie groaned and his eyes looked pleadingly into Dan’s. Dan began to jut his hips upward so Richie’s holes were now getting full-on reamed.
James pulled out and ordered Richie to sit on Dan’s cock. Richie slowly attempted to sink his ass down on that wide piece and he struggled. James left the room momentarily and placed a bottle of Amsterdam under Richie’s nostril, one huff on each side. After James closed the bottle, Richie’s hole loosened and he was soon fully impaled and James filled his mouth with good dick which was covered in Richie’s ass juices.
James told Richie to take another hit off the bottle as he pried his cock on top of Dan’s and slowly wedged his mushroom head inside. Richie’s hole had never been stretched so wide and he howled like a wounded animal. He took a third hit of poppers and his head swam as James and Dan were now fully filling his 20-year old butthole. Dan’s cock remained deep inside as James pummeled inside Richie’s crack. Richie was groaning wildly enjoying the overstimulation of this prostate, and his boy dick began releasing spunk all over Dan’s chest hands-free. Richie’s hole twitched and closed on those cocks like a vice. Dan held Richie in a bear hug as James shot his load up Richie’s ass, wildly bucking inside rutting deep.
James pulled his dick out and pushed Richie off Dan’s dick. Richie was bent over the sofa, Dan pushed back inside the now cummy hole and Richie cleaned James’s cock off with his mouth. Dan summoned a load roar from deep in his guts as he added his load into Richie’s collection of two.
The three were heaving in the afterglow of a very physically taxing fuck, and once they regrouped and their hard breathing had relaxed, Richie thanked them both for an amazing experience. Richie went home that night with a very happy hole and he did see them a couple more times over the next few months. James was transferred to another city for his job so that tryst had ended.
Several weeks later another male customer came into the store looking for a swimsuit for a family vacation. He looked like typical dad, upper 30’s, gold wedding band, dad bod, slightly balding hair, a bit of a beer gut, 5 o’clock shadow. He mentioned that he was taking the wife and kids on a trip and needed a new bathing suit or two for the trip. Richie showed him over to the swimsuits and the customer, surprisingly, asked Richie for his opinion as he tried them on over his boxers.
Richie caught a glimpse of hardening cock through the opening of the boxer shorts between changing and the faggot instinct could not be kept in check. Richie licked his lips, like a reflex, instinctive to his nature. The man noticed Richie fixated on his groin and pushed his cock through the slit. He whispered something along the lines of his wife doesn’t give him head anymore and if Richie wanted he could suck his dick.
It was quiet in the store. Richie took the man into a store room and locked the door and quickly gobbled on the man’s cock. Richie swallowed the bone deep and his chin and nose were soon met with the cotton fabric of the man’s boxers which smelled of musk, sweat, and piss. This turned Richie on immensely and he doubled-down his efforts on using only his mouth, lips, and tongue to service the cock in front of him. The man loudly whispered his pleasure and said Richie was an amazing cocksucker. Richie could feel the cock respond and grow harder and harder in his mouth and flicked his tongue under the large head until he was rewarded with a record amount of spunk, spurt after spurt after spurt filled Richie’s throat as he felt that cock convulse and twitch a dozen times. So thick and rich, so much tasty protein. The man thanked Richie by patting him on the top of his head.
Richie tasted that spunk for the rest of that day and night and burped cum. When Richie’s shift was done he paid a visit to Paul downstairs who had no longer jerked off. He always saved his loads for Richie’s frequent visits. After Richie left Paul’s, the woman neighbor was outside smoking and Richie thought he heard her say, “fag” under her breath as he ran upstairs to his place, stripped and blew his nut all over his chest and abs before falling asleep.
In one of Richie’s visits to Paul, Paul asked if he’d even been to the adult bookstore downtown. Paul said before Richie moved in, he’d sometimes go there to get blown when he needed to release a load. He suggested Richie would have lots of fun there as a fresh mouth and told him about the glory hole at the very last video booth on the right hand side. Paul even gave Richie a $20 bill and told Richie not to spend it on anything else but the bookstore.
Richie had a Sunday off from work and decided that was the day he’d go there. The older man behind the register smiled at Richie and asked if it was his first time there because he’d never seen Richie there before. Richie admitted it was his first time. He gave the man the $20 bill and asked for $10 in tokens and took the $10 bill remaining and stuffed it into his front pocket. The video store opened at 11am. Richie got there around noon and there weren’t many cars out front. Luckily, the glory hole booth was opened.
Richie inserted 4 tokens with gave him 16 minutes of time to watch porn. He found a gay channel of interest and slowly stroked his cock, excitedly waiting for a cock to suck. About 6 minutes in he heard some noise next door and his eye looked through the hole and he saw the lower part of a man taking off his belt and dropping tokens. The men bent down to look through the glory hole, and Richie opened his mouth to signal his hunger. The man paced his soft dick through the hole and Richie went to town sucking away. The cock blew up to a little more than six inches when fully hard and it wasn’t long before Richie had swallowed his first nut of the day.
Richie would go on to take seven loads in a two hour span the cocks were of different lengths, width’s and colors. Richie savored them all, enjoying the various tastes and uses his tongue to feel every being bump and ridge. Most of all, Richie lived for the feeling of those cocks bursting pleasure into his mouth, knowing his men were fully serviced and pleased. His tokens had run out and Richie thought his first visit to the bookstore was successful. He decided to save the left over $10 for a second visit on the future.
As he was leaving the store clerked stopped him.
”Hey, young man! You were quite a hit back there. A few guys said you are a talented cocksucker. Come back here and show me what you got. After all, i didn’t go back there and harass you when you didn’t fill the booth with tokens, so it’s the least you can do to repay me.”
Richie knew he was right. He definitely didn’t keep that porn playing continuously while he was on his his knees busy sucking dick. He knew he needed to repay the clerk so he did walk behind the counter. The man sat on a stool and pulled down his underwear to reveal a shriveled uncut cock. There was dick cheese to contend with, but Richie never backed down from a cock sucking challenge. The clerk’s cock grew no Lee than 4 inches hard but Richie breathed through his nose and gave the man decent head, enough to coax an orgasm.
The clerk thanked Richie and when Richie returned home later that afternoon he rapped on Paul’s door. Richie was excited to tell him about the many cocks he sucked off that afternoon and even told him about the store clerk. Paul wasn’t pleased the clerk took advantage of Richie’s inexperience and youth but he was still growing hard as Richie told him in detail about each cock he serviced. When Paul stroked himself fully hard and was about to cum, Richie stuck out his tongue and knelt below him. Paul grunted and shot lines of cum over Richie’s outstretched tongue, painted his hair, forehead, nose, cheeks and chin with gooey globs of hot sticky semen.
Richie couldn’t wait to get upstairs to his place to see his face in the mirror. He quickly thanked Paul for the load and when he walked outside, that woman was there again on the front porch smoking and her mouth opened wide in surprise when she saw Richie’s face. Now there was no denying what was happening in Paul’s apartment. She was too stunned to say anything at all.
Richie ran upstairs and rushed into the bathroom and stared in the mirror. He looked like a whore fully covered in Paul’s babies. As he began to stroke himself with his left hand he swiped cum from his face onto his fingers and began to slowly eat that now cooling load until he blew his own into the bathroom sink.
After he washed his face and brushed his teeth he heard Paul and the lady arguing and Richie heard her say “I thought you knew better than that! He’s just a kid, Paul, and you’re using him like a common whore! Come on, find someone your own age to fuck around with!”
Paul told her to mind her own business and it was good for a young gay boy to have an older mentor and to leave him alone.
The door slammed and then there was silence.
The next installment will detail the series of encounters with one of his professors.
