Wholly Glorious Too (inside Job)

This story picks up a couple days after Wholly Glorious, which was a 750 word challenge experiment. If you haven't/don't want to read it, Roger visits a glory hole and gets his cock expertly serviced by a man for the first time, opening up a new world of possibility...

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Roger called the number written on him at the glory hole, and that was how he came to meet Steve. He waited several days, unsure about what he was getting into, but the more he thought about the best blow job he had ever received and the surprise anal, it was inevitable that he would call the number.

"Hello?" he started, "I um, you wrote your number on me at the glory hole last Saturday..." he trailed off, feeling like he sounded like an idiot.

"Mmmm," he heard the voice on the other end start. "You were the boy with the pretty cock."

"I'm not sure pretty was what I was going for." Roger had his cock out at that moment, lightly stroking a raging hard on. He supposed maybe it was pretty. Not that he had a lot of experience for comparison.

"How old are you?" The voice asked.

"Twenty-two," Roger replied.

"So young, and tasty too. I bet you eat a lot of fruit, makes your spunk sweet."

Roger felt like he was blushing. "Yes, I do like my fruit." He looked at the dollop of precum that had formed on his swollen head and wondered what it tasted like.

The voice on the other end of the phone chuckled. "When do I get another taste?"

Roger sat up at that as his heart started beating faster. He couldn't believe how excited he was talking to another man as his prick bobbed at the thought of being serviced by him again. "Um, when, um, when can you?" Roger groaned inwardly, afraid he was sounding desperate. "I mean, when did you have in mind?"

The voice laughed. "My name is Steve, and you are?"

"Roger."

"Well, Roger, I am free now." The phone made noises like it was being shifted around. "Why don't you give me your address and I'll pop over?"

"Mmmm, I'm not sure...," Roger stalled, suddenly wondering what the hell he was doing. He noticed his cock had started losing its hardness.

"Not sure what your address is?" Steve laughed, "Or not sure if you should let a strange guy come over to suck your dick?"

"Yeah that," he answered. "This is rather new for me."

"Roger? Is your cock out now? Is it hard?"

Roger laughed nervously, "Yes."

"Wouldn't you like to get head like only an experienced dick owner can provide? No strings, just a blow and go?" There was a sigh from the phone. "Ask your cock Roger, what does it say?"

Roger looked down as his prick surged to life. "1145 Belrose," he blurted out, "Over by Fifth and Orchard." He realized he was breathing a little hard now and his chest felt warm with excitement.

"I'll be there in ten minutes." Roger heard the clink of a belt buckle. "I'm only there long enough to get you off, don't worry." There was fumbling and rustling and silence as the call disconnected.

Roger wondered if he shouldn't tidy up. The place wasn't terribly messy, and fortunately his fastidious roommate was at work. He wondered how he smelled and went to the bathroom to splash some water on his face and put on some deodorant. Nervousness hit him hard, and he felt for his now limp cock, and wondered if he could get it up once Steve was there, mouth ready for him.

Just imaging that mouth enveloping his cock soon had it rising again, and after straightening a pile of magazines and fluffing some couch pillows, he heard the doorbell.

He realized he was only in his boxers as the door swung open revealing Steve. 30 years older with blue eyes and dark hair slightly graying at the temples, he was dressed immaculately in khakis and polo shirt. Their eyes met, and then Steve looked down at the tent formed in Roger's boxers.

"I should probably come inside first," Steve chuckled, "But it's your place, we can give the neighbors a show if you want."

Roger was stunned. He didn't realize Steve would be his dad's age. He vacillated a moment, and then stepped back and invited him in. His head was swirling with confusion as he looked at Steve.

"First time?" Steve asked, "With a guy?"

"Y-y-yes," Roger stammered.

"Look Roger, I don't want you to be uncomfortable," his voice was very measured and soothing, "I can leave now if you wish, and it's cool, or...," he continued, "You can sit right down, close your eyes, and you'll be coming in whatever you can imagine in a few minutes."

Roger felt dizzy, stumbling slightly backwards and sinking onto the couch.

Steve knelt in front of him, placing his fingers through the fly of his boxers and freeing his semi-erect prick. "You made the right decision Roger, although a little more enthusiasm would be flattering." He was smiling as his hand gently held the slightly flaccid meat. Roger flushed with embarrassment, starting to stammer about being sorry, when Steve stopped him. "Just relax, close your eyes," as his thumb rubbed along the underside of Roger's head, coaxing it back to firmness.

With his eyes closed, he groaned as he felt Steves mouth surround his cock and it immediately swelled, his erection raging at the expert administration of lips and tongue stroking him. Again, he knew that his orgasm was inevitable as he lay there, growing lightheaded at the sensations sweeping over him.

Without thinking, he reached his hand out and squeezed Steve's hair, using that as leverage to get Steve to take him more deeply into his mouth. His eyes shot open as he was suddenly deep throated, and he looked down to see his hand pushing against the graying head as he began to feel his balls tighten at the expert massaging his head was getting in Steve's throat.

Steve's tongue pushed against him, and he strained to pump his mouth enough for Roger's cock head to fuck his throat. Roger could truly say he wasn't attracted to this older man in any conventional sense, but he decided he liked and trusted him, and he surrendered to the feelings rising in him and reached out with his other hand, resting both hands on Steves head while his climax was coaxed from him.

Roger's breathing accelerated quickly, and he let out a throaty little whine as he felt his balls and cock tighten, and then a loud grunt as he felt himself explode in Steve's mouth, his cum instantly swallowed as the throat he was buried in prompted wave after wave of milky white spunk to splash against the back of it. His body jerked as he firmly held Steves face against him, and Steve worked his tongue and throat to drain every drop of jizz from him.

His orgasm subsided, Roger realized what he was doing and suddenly released Steve, starting to stammer out another apology. "Oh my god, I didn't... I'm sorry, I didn't mean..."

"You didn't mean to get swept up in a massive orgasm and lose control?" Steve laughed after the still hard cock was out of his mouth, finishing his sentence for him. "No need to apologize for that." He licked the tip. "However young man," and he looked at him with mock severity as he pressed his thumb against the underside of the shaft and pulled upwards, causing a dollop of semen to appear at the tip, "It would have been nice if I could have enjoyed the taste a little more." The dollop of semen disappeared with a flick of his tongue.

Roger was still lightheaded as Steve tucked his cock back into his boxers and stood up. "As promised, one blow and go." He turned to leave, "I'll show myself out".

"Wait, do you want me to..." Roger froze, shocked at what he heard himself suggesting, and yet, he could feel his own prick twitch again at the thought.

"No, just relax and enjoy. We can talk a little more next time." He looked back from the front door, "Call me," and then he was gone.

Roger lay there for a while, thinking about what had happened and what he might have done. Prior to this day, if anyone had suggested he might take a man's cock into his mouth, he would have vehemently denied it. But here he was, wondering how it would taste, or feel, and how much he could take without gagging, and how cum would taste. He wondered long enough to get hard again and stroked himself to orgasm thinking about getting sucked by Steve and sucking him in return. For the first time he tasted his own cum. It was sweet, and he realized that Steve wasn't just flattering him.

Two days later, he called Steve again. They arranged for later that night, when Roger's roommate would be out, and Steve arrived, ready to get to work.

"Mmmm, enthusiasm, I like it," Steve remarked at Roger's fully swollen prick bobbing in front of him. "So flattering," and he shut the front door behind him and dropped to his knees, guiding the engorged cock into his mouth. Roger hadn't expected to be standing for this, and made sure his stance was firm, before placing his hands on Steve's head, partly for balance.

"Gently," Steve whispered over Roger's prick, "let me have my fun." Roger moved his hands down to Steve's shoulders and could feel his tight muscles shifting under the polo shirt as his head bobbed rapidly over his cock while his tongue stroked the underside of the knob. Again, within a short time, he realized he was going to cum, and he started to pump his hips, trying to face fuck the other man. Steve pushed back, tightening his lips on the shaft while massaging the head with his tongue, and soon Roger groaned and was jerking as Steve's mouth filled with the warm, sweet cum that he had hoped for.

Once spent, Roger relaxed his grip and looked down to see Steve smiling, a few drops of spunk on his chin. He looked up and opened his mouth to reveal a pool of glistening white fluid which he then swallowed. "Thank you," he murmured, as he flicked up the drops on his chin with his thumb and then licked it clean.

"Thank me?" Roger was dumfounded. "No, thank YOU. You did all the work, and I feel you deserve something. Are you sure you don't want me to..." Even though he felt he had the nerve to go through with it, he couldn't bring himself to say it.

"What? Are you offering to suck my dick in return?" Steve looked at him as he started to rise. "That's very... thoughtful of you, but you don't need to do that." Roger looked disappointed at that. "Interesting," Steve looked at him thoughtfully, "Do you get hard thinking of sucking a man's cock? Are you prepared for a burst of possibly foul-tasting semen exploding in your mouth, or gagging on a cock when someone forces it down your throat?" He stopped and waited for Roger's reply.

He didn't know how to answer. He felt like he was being talked out of it.

"Look kid, I'm flattered that you offered. But..."

"Yes! I want to suck your cock," Roger blurted out, "I trust you, and I want you to feel good too." There, he said it. A wave of relief and excitement rolled over him, and he reached down to Steve's belt, to unfasten it.

Steve stepped back, out of reach. "For various reasons, that is not possible". He seemed almost sad. "But I am flattered and touched by your willingness," he paused, "And I have an idea. How would you feel about taking a turn at the glory hole? Sucking off any prick that comes your way? The pay isn't great the first time, but really, who does it for the money?" He laughed at that. "I certainly don't."

"Me? In the glory hole?" Roger asked incredulously, "I don't think... I mean, how would I...? What would I...?" Roger trailed off in thought, then looked up again. "Do you think I could? I don't really know the first thing about giving blow jobs."

Steve laughed. "You have a penis, right?" He winked. "You do, and a nice one I might add."

"Well yes...", and he blushed in response.

"You know those things I do to you to get you off quickly?" Steve asked rhetorically, "The tight lips, the tongue at the base of the head, well, just think about what you like and what works, and then do that for someone else. Really, you're kind of already an expert." He continued, "And if all else fails, just stick to the frenulum."

"The what?"

Steve sighed. "The frenulum. The pleasure spot?" He stepped forward and reached down towards Roger's boxers as Roger flinched. "Really? I can suck it, but I can't touch it?" He pushed the waistband down and pulled Roger's still slightly erect penis out, flicking his thumb over the fleshy spot where the shaft meets the head. "Roger? Meet your frenulum. You should be best friends." Steve laughed as he felt Roger's cock begin to stiffen slightly and tucked it away back in his boxers. "It's too bad you can't practice on yourself. What I wouldn't give..."

"Hmmm," despite just having been sucked off, Roger felt himself getting hard again. "I did taste cum, so I know what that's like," he offered.

"Yours, or someone else's?" Steve shot back. "Yours is about as good as it gets." He sighed, checking his watch. "Come by the hole tomorrow, 1:00, you can see how you like it." He turned to go, and looked back at the door, "Bring a full bottle of water. Sucking cock is thirsty work," and he laughed as he walked out the door.

An hour later found Roger straining as he tried in vain to reach his cock with his mouth, or his mouth with his cock. He ended up on his back with his hips over his head, cock just out of reach. Even if he extended his tongue, the best he could do was get himself maddeningly within a half inch. He jerked himself off like that and was able to catch all the cum in his mouth. He decided he liked the taste, but didn't know what to do with it and ended up spitting it out in the sink. He wondered how long he would have to keep stretching to be able to at least lick the head.

Roger had no idea what proper workplace attire was for a glory hole. He opted for sturdy pants with good knees and a t-shirt and headed out, arriving a few minutes before 1:00, twenty four ounce bottle of water ready to go. He told the woman at the gate he was there to work with Steve. She lowered her glasses and peered at him over the rims. "Uh huh." She produced a clipboard with papers on it. "Read this, and sign at the bottom."

The papers just outlined the risks, and you acknowledged you understand and hold the proprietors blameless. Seemed straightforward, he thought as he signed, eager to get inside. After handing back the clipboard she instructed him to head back through a door until he found 6A, that would be where his stall was.

He had walked almost the entire width of the site before finally reaching his door, and unsure what to do, he knocked. Very shortly the door swung open, and he was greeted by an obese woman who flashed him a toothless grin. "You must be Roger," she observed as she reached out and pulled him in. "Steve will not shut up about you." She lowered her voice, "You'll have to let me take a crack at you, you have no idea what you're missing."

Steve walked up. "Hey Roger, I see you've met Nell." He raised his hand as if to speak behind it with mock privacy, "Word on the streets is she sucks."

Nell laughed, "I think that goes for all of us, it's kinda the point, am I right?" She looked at Roger. "No teeth, think about it," and walked back to her little cubicle, or stall as they called them.

"You're going to get all kinds," Steve offered. "Big, small, thin, thick, hairy and hairless, dirty and clean. Some will be nice, like yours," and he winked at him, "and some will be foul. Just get them off as quickly as you can and wait for the next one. You might go for an hour with nothing, and then several in a row. Stay relaxed, stay focused, and try not to gag." He looked at him seriously. "You're going to gag; it's inevitable. If you must vomit, do it quickly and get back at it. Learning to relax your throat will be key, but you'll have to experience that for yourself."

Roger looked at him blankly, fidgeting with the hard on pressing against his pants. "Where do I go?"

"Here, this is your stall. You've got a stool, and the table is if you want to lie down and either take it in the ass or you can just face the hole and let them fuck your face. He mimed placing his face against the hole with an open mouth. Just use the stool for now until you get used to things." He watched as Roger walked in and placed the stool in front of the large hole roughly 3 feet above the floor. "You can take your clothes off too if you want. It can get a bit messy and there's no reason you can't pleasure yourself, as long the clients come first." He looked at Roger expectantly, "Get it? Cum first?"

"Don't give up your day job," Nell advised from the next stall over.

"And now you wait." Steve had a book in his hand and settled down in his stall and started to read. Roger looked around more carefully as he removed his pants. He folded them neatly and placed them on his shoes. He pulled a provided box of tissues closer to his stall, and took a swig of water, figuring he needed to keep his mouth moist. This was not what he expected. He figured by now he'd have been presented with a circumcised, hairless straight penis. This was almost disappointing.

He saw movement outside his hole, and figured it was go time, but nothing happened and then he heard Nell let out an appreciative whistle as the floor creaked and she shifted her weight to start servicing her client. He heard a groan from outside and figured someone was enjoying their gum job. He listened to the sounds coming from beside him, and after the man had yelled "Fuck" several times, all was quiet.

A few minutes later, Roger was presented with his first cock. He froze momentarily, confronted with the reality of what he was about to do, but he slid the stool closer, and using his hand, guided the warm cock into his mouth. He pushed his face forward and remembered to pull his teeth back as he felt the smooth skin sliding past his lips. Using his tongue, he felt along the underside of the shaft and realized there wasn't much taste. So far so good. He was curious how much he could take and kept moving forward as his lips grew closer to the bush of hair at the base.

That's when he felt the head bob against the top of his throat. As promised, gagging was the first reaction that he had, but he found he could suppress it. He slowly pulled his face back and felt the cock receding from his mouth until the flared crest of the head was pushing against his lips from the inside. He could do this.

Using his tongue he firmly swirled it on the head with special attention to the sensitive underside. He thought about what would really get himself off quickly, and began sucking on the head too, pulling the blood further toward the engorged head making it swell further. The cock's owner had pressed himself fully against the hole, which Roger took as a good sign, as he continued to do the same thing accompanied by moans and the occasional grunted profanity.

He tried to mix it up a little, suddenly pushing his tight lips up the shaft, and pushing the cock hard against the roof of his mouth, making for a tight channel. He let the cock slide just to the point where he felt he was going to gag and then pulled his head back. He would do this rapidly a dozen times and then return to suctioning the head and massaging it with his tongue.

He didn't think he'd been doing this very long, and he was starting on another round of the rapid mouth fucking when he heard the guy yell "Oh fuck," and could literally feel the cock begin to tense up as he pulled his head back a little and warm, thick, saltiness suddenly filled his mouth. He was unprepared and the first blast exploded at the back of his throat. He could feel himself start to gag but fought it and managed to use his tongue to coax the still squirting cock and stop the blasts from going further to simply pool in his mouth.

He didn't find the taste bad, slightly salty, not altogether pleasant, but not terrible. The texture and consistency were what he was surprised at. The whole experience reminded him of eating oysters at the beach, something he did not have fond memories of.