Chapter 04.2
"Yes, I'm fine. I really am proud of you and happy that you're getting to express yourself." His mother told him. "I guess I'm just a little envious. It's been a little while since I've been with a man, and if I'm being as blunt as you like to be, I guess I'm slightly jealous that my own son is getting more cock than I ever could."
"That's nonsense, mom. You just have to put yourself out there." Jake protested. "I'm sure there are tons of guys out there that would love give you some cock!"
"That is very sweet of you to say that, sweetie." Kathy said with a smile. "But I'm not going to turn heads like the younger, tighter-assed girls you went to school with."
"I'm certain you could easily get laid if you wanted." Jake added. "Even Coach Campbell has made comments about how attractive you are. Just the other day he was telling me how nice he thought your butt was."
"Really?"
Kathy smiled again, this time even starting to blush.
"He's pretty cute. And I know you said he's packing quite the slab of meat in his pants." Kathy said. "I certainly wouldn't mind spending an evening with a nine inch penis between my legs."
"And I'm sure there are plenty of guys like him that see you out in public and think to themselves that it would be nice to have sex with you. Otherwise, at least now you know that Coach Campbell is interested in it." Jake told his mother. "But for now, for today, I'm going to go over there and enjoy every single inch of that thing myself."
They shared another laugh, once again happy that they could easily and openly have candid conversations about men and sex.
"Have fun, honey." Kathy said, and then added a final joking remark. "Tell him to give your bottom a hard thrust for me!"
"There's going to be a lot of thrusting in my ass I suspect." Jake replied. "Love you, mom."
"Love you too, sweetheart."
And with that, Jake headed out, his heart pounding with excitement at the thought of his coach being inside of him in the near future. Ramming that thick cock into his manhole and then filling him with hot, creamy spunk.
Jake arrived at his coach's house a short while later. At this point in their sexual relationship, Bruce had told Jake he was welcome to come and go from the house as he pleased. Jake turned the doorknob and walked into the home.
He looked around but didn't immediately see the coach. Jake checked the living room and kitchen but had no luck. He then made his way to the bedroom.
Success! As Jake looked through the doorway, he found his coach naked on the bed. He was looking at his cell phone in his right hand while his left hand was holding his already erect penis. Bruce looked up from his phone at Jake.
"There you are!" Bruce said.
Jake couldn't help but stare at the cock, mesmerized by its beauty. Bruce noticed this and set his phone down.
"I was just looking at some gay porn while waiting for you." Bruce explained. "Are you just going to stand there looking at my dick?"
"Of course not. I want to pounce on that penis like nothing else, coach." Jake admitted. "But I have a lot of news to share that I think you'll be happy about."
"Is that so? Well I'm all ears."
"First of all I invited two of my best friends over earlier today. Ryan and Ben." Jake said. "I took a deep breath, looked them in the eyes, and told them that I was gay."
"It's about time!" Bruce exclaimed happily. "How did they take the news of your homosexuality?"
"They weren't surprised in the least. They already assumed that I was gay." Jake answered. "They even knew about me peaking at them in the showers and weren't bothered at all."
"I'm so proud of you for telling your friends that you like men. And it's great that they know you well enough that they already had you pegged as being queer."
"It definitely made the conversation easier." Jake added. "It inspired me to be bold, so I offered to suck their cock."
"Please tell me they accepted your offer." Bruce said, still holding onto his thick shaft.
"I think they both would've accepted, but Ben decided not to because he was planning to fuck his girlfriend." Jake explained. "But Ryan said yes. Ben left and then I pulled down Ryan's shorts and went to town. I sucked that damn penis with everything I had."
"Did he enjoy it?"
"I'd say so. That was one of the biggest mouthfuls of cum I've ever received." Jake said. "The coolest part was that midway through, Ryan asked me stick my finger in his asshole."
"That's very cool. And also interesting." The coach noted. "If Ryan requested the finger, perhaps he would be willing to experience having other things inserted into his anus. Maybe we could open him up, so-to-speak, to the idea of having a hard, stiff dick in his ass?"
"That would be cool, but I don't think he's gay."
"Maybe he's bisexual like me." Bruce suggested. "Maybe he likes getting some tight, juicy pussy, but also likes the cock. He asked you to penetrate him with your finger. A penis is similar, just bigger and longer."
"That's true. Either way he assured me I'd be sucking his cock again in the future."
"Wonderful!" Bruce exclaimed. "You're building up a nice foundation of sexual partners. Myself, Kevin, now Ryan, hopefully Ben in the near future. There are still plenty of men I'd like you to meet, but that's a solid list of fuck buddies to start with."
Jake smiled as he realized the truth in the words of his coach.
"Speaking of fuck buddies, I think my mom could use one of those."
"What makes you say that?"
"I was telling her about how I sucked Ryan's dick and how great it was." Jake said. "She told me she was happy for me, but then she admitted being jealous about how much cock I've been getting. I guess she's been in a bit of a dry spell."
"I'm sorry to hear that. As I've mentioned to you before, I'd be happy to help her alleviate that issue."
"We actually discussed that." Jake told him. "I mentioned to her that you are always complimenting her and that the last time we hooked up you had said she had a nice butt."
"How did she react?"
"Honestly, she seemed into it." Jake answered. "She said she wouldn't mind spending an evening with your cock between her legs. I imagine that's how most women, and men, feel about you."
"I see." Bruce said, still holding his erection as they conversed. "And how would that make you feel? Would you be upset if I decided to start fucking your mother?"
"I don't think so." Jake replied. "At first the idea was a little weird. But then I realized that she deserves to be happy, too. Mom has mentioned that she needs sex, and I know you'd show her a good time. As long as it doesn't get in the way of you buttfucking me, I wouldn't mind if you let her ride your penis occasionally."
"I'm happy to hear you say that, Jake. That's very mature of you." Bruce told him. "You're putting your mother's needs over your own. And if I do end up fucking her, I promise it won't stop me from also continuing to fuck your gay ass as well."
"Then it's official. You have my permission to hook up with my mom and give her a good, hard fucking."
"Perfect." Bruce said. "And speaking of your gay ass, I think you've definitely earned yourself a good, hard fucking as well. Why don't you bring those cute twink buns over here?"
"I can't wait, coach." Jake replied. "But first I have one more surprise for you."
Jake took off his shirt and tossed it aside. He then unzipped and pulled down his jeans, stepping out of them and proudly standing in just his underwear.
"Are those what I think they are?"
"Yep!" Jake enthusiastically confirmed. "I'm finally wearing panties."
Jake was sporting a peach-colored pair of bikini cut underwear. He was also sporting an excited bulge in the front.
"They look amazing on you." Bruce said. "Turn around and show me how they fit your ass."
Jake turned around so that Bruce could see how they looked on his buttocks. He gave his own cheek a playful smack and then turned back around.
"You look sexy and beautiful, Jake."
"I may look beautiful, coach. But tell me..." Jake said, putting one hand on his waist, flicking his wrist, and striking a pose. "... do these panties make me look gay?"
Coach Campbell chuckled at Jake's playful inquiry, but then offered the young man a serious and meaningful reply.
"No, they don't. It's just underwear. Fabric." Bruce answered. "What makes you look gay is knowing you. Knowing your personality. Knowing how your eyes light up when I show you my penis or offer to let you play with it."
Jake felt a tingle go through his body as he listened the his coach's words.
"Underwear doesn't determine your sexuality." Bruce continued. "Sucking cock, being fucked by men... that's what makes you look gay. The way you don't hesistate to fondle another man's plump, hairy testicles. Or pop those same sweaty, cum-filled balls right into your mouth. It's the way you prance around like a fairy if there is even the slightest chance of someone's cock pounding your tight, queer ass into submission and filling you with its seed."
Jake didn't know what to say, but the bulge in his panties was certainly growing. He could also tell that his coach was not finished with his speech.
"What makes you look gay is the way your twink penis stiffens immediately when given the chance to smell another man's ass. The way your tongue eagerly penetrates and wiggles its way into his anus. The fact that you can fuck and ejaculate deep into a man's bowels and then happily kneel down behind him and suck your own sperm out of his wet, filthy asshole." Bruce explained. "That's what makes you the incredible, loveable faggot that you truly are. The panties do look very nice on you, but they don't make you look gay. You just being your everyday self is what makes you look unquestionably homosexual."
Jake was touched, and also extremely aroused, by his coach's kind words. Bruce's cock remained as erect as when Jake first walked into the bedroom.
"Wow. I don't know what to say, coach." Jake said. "Hearing you say that means a lot. Thank you."
"Believe me, the pleasure is all mine. Seeing how much progress you've made in embracing your true self over these past few weeks." Bruce explained. "It's been quite a treat watching you blossom from a shy, unsure virgin into a full-blown cock whore with an insatiable appetite for gay sex."
Jake smiled and blushed.
"Some of the credit goes to your fabulous dick, coach." Jake said. "Which, speaking of, I think it's time for me to get on that bed so we can have some fun."
Jake made his way to the bed and snuggled up next to Bruce's naked body. Bruce moved his hand away from his lap so that Jake's hand could wrap around the thick shaft.
"It's so warm. And big." Jake noted.
With Jake's hand in his lap, Bruce moved his hand to Jake's lap. He ran a finger under the waistband of Jake's underwear before resting his hand on the boy's bulge.
"I really do like these panties, Jake." Bruce commented. "Do you like them? Are they comfortable?"
"They are pretty comfy." Jake admitted. "I'm glad I got my mom to help me with picking them out."
"How did she help?"
"Well, I know I'm an adult now. But all of my life, she's been the one to buy me new underwear." Jake said, slowly stroking the penis he was holding. "When I decided to try panties, I asked her if she had any advice. My mom went above and beyond. She went over all of the different types of cuts and fabrics. She helped me research what size would fit me best. She even gave me tips on how to wash them so they last longer."
"That was sweet of her." Bruce said, gently squeezing the bulge in Jake's panties. "Your mother seems to be very supportive of you."
"She's the best." Jake agreed. "And I really appreciated all of those sweet things you said to me earlier when I asked if my new underwear made me look gay."
Bruce leaned over and kissed Jake on the lips as they continued to fondle each other.
"It's been a very good day for you." Bruce said. "You got to suck your friend's dick, you showed maturity in agreeing to let me sleep with your mother, and now you're finally wearing panties and you're about to get assblasted."
"Do you think I've earned any spankings, coach?"
"Not this time, Jake." Bruce told him. "I think you've earned yourself a reward."
"What kind of reward? Maybe some hardcore anal?"
Bruce chuckled.
"No. The anal sex is a given." Bruce said. "I was thinking something more whimsical and memorable."
"Like what?"
"Have you ever thought about getting a tattoo?"
"I've thought about it." Jake answered. "I'm just not sure what I'd get. Or where."
"I actually had an idea this morning." Bruce said, still cupping Jake's bulge. "I was thinking about you while I was in the shower. And it hit me: what if you got a tattoo of Tinkerbell on one of your buttcheeks? I'd be happy to pay for it."
"Tinkerbell? Like the fairy?"
"Exactly like that. What better tattoo for a fairy's ass than an actual fairy?" Bruce suggested. "And it would serve as a symbol of sorts. Anytime you change in front of someone, anytime someone sees that tattoo on your bottom, it will let them know where you stand on the sexual spectrum. I just think it would be a fun, kinky tattoo to get."
"That does sound really cool. And sexy." Jake admitted. "I'd be okay with getting Tinkerbell tattooed on my butt."
Bruce kissed Jake on the lips again.
"Great!" He said. "Now how about you be a good boy and take off those panties so I can fuck your ass?"
Bruce reached into the drawer of his bedside table, grabbing a bottle of lube and getting his cock nice and slick. As he did that, Jake pushed his sexy underwear down his legs and removed his panties, setting them aside. He then rolled over onto his side, leaving his bare bottom presented to his coach. Bruce snuggled up against him in a big spoon position, his erection throbbing against Jake's buttcrack.
"Are you ready to show me what a dirty little fairy you are?"
"Yes, coach." Jake answered. "Please fuck my whore ass raw with your big dick."
Bruce held his manhood so that the tip of his cock was teasing Jake's puckered hole.
"And my cum." Bruce said. "Do you want me to shoot my cum as deep into your rectum as I can?"
"Absolutely!" Jake exclaimed. "I love it when you breed me and fill my dirty hole with your spunk."
Pleased with the answer, the coach slid his shaft between Jake's cheeks, inserting every glorious inch of his manhood. Jake emitted a pleasurable moan as he felt the void in his rear fill up with penis.
The coach slowly moved his hips back and forth, making tender love to Jake's bottom. Jake could feel his coach's testicles against his buns each time the dick went in deep.
"How does that feel?"
"Amazing as always, coach." Jake confirmed. "I love the way you stretch me out."
"I'm just fucking you nice and easy right now." Bruce told him. "But it won't be long before I can't help myself and I start to really pound your ass."
Jake moaned again as Bruce's penis slid in and out of him.
"Do whatever you want." Jake insisted. "As long as I end up with your cum in my ass, I'll be happy."
Bruce reached around Jake's waist, playing with his balls as he pumped his cock into the boy's welcoming hole. The buttfucking left Jake's erection bobbing and bouncing freely.
The coach could feel Jake's testicles expand and constrict in his palm in rhythm with the passionate anal sex they were having.
"This is what I was referring to earlier, Jake." Bruce said. "The way you're easily taking my entire cock up your ass. You giving me permission to fuck you as hard or as soft as I please. Telling me you want to feel my cum filling your dirty bottom. Moments like this are what make you look and seem gay. And it's a wonderful thing."
Bruce picked up the pace of the buttfucking just slightly, leaving Jake's hard penis swaying and bouncing even more as his anus accepted the dicking from his coach.
"I really do enjoy having sex with you." Bruce told him. "You're going to make some lucky man very happy one day."
Jake felt a tingle as he briefly envisioned the possibility of his own wedding and, in a much naughtier fashion, the ensuing wedding night.
"Imagine consummating your marriage. You're already so kinky." Bruce added as he continued to drive his cock deep into Jake's ass. "Imagine how much of a pervert you'll be by the time you meet someone and settle down. You'll probably let him do some really great, nasty stuff to you!"
"I just hope he has a big penis like yours." Jake said.
Bruce chuckled at the compliment, still plowing away at Jake's loosened fuckhole.
"Thanks, but I'm sure you'll make do with whatever size cock your future husband has in his pants." Bruce assured him. "For now, I think you should roll onto your stomach so I can really ream your fairy hole."
The two of them rolled in unison, allowing Bruce to keep his penis inside of Jake as they repositioned. Jake got flat on his stomach with his hands out to his side, ensuring he was defenseless and completely vulnerable to his coach's lust.
Bruce held himself up with each hand on the bed and began to deliver long, powerful, rapid thrusts into Jake's ass. Powerful enough that the two men were almost bouncing together as Bruce rammed his dick into Jake's anus.
"Oh fuck!" Jake exclaimed. "That feels amazing! Please don't stop!"
Bruce kept at it as if he was trying to obliterate Jake's asshole, slamming his erection between the boy's cheeks with intense vigor and passion.
"Yes! Yes! Yes!" Jake cried out with each of Bruce's inward thrusts. "I'm about to cum. Keep fucking me hard!"
Bruce drove his penis into Jake's rear as requested. Each insertion meant Bruce's plump testicles slapping against Jake's ass.
Jake let out another moan, unable to hold back any longer, squirting cum all over his coach's bedsheets as he experienced a mind blowing orgasm. Bruce remained focused on the anal pounding in spite of Jake's eruption.
"Get ready, Jake." Bruce informed him. "I'm about to fill your young, queer ass with my sperm."
Jake was treated to a few more hard, deep thrusts, taking them with pride. Finally Bruce jammed his entire cock all the way into his rectum and left it there. Jake tightened his ass muscles, squeezing the penis from the inside, as he felt a blast of warm jizz squirt into his bowels.
"Oh yeah. That's it." Jake encouraged as he received his sticky reward. "Fill me up, coach!"
Bruce's dick twitched, continuing to flood Jake's rectum with hot, fresh cum from his balls. Jake remained still as his coach's load was pumped into him.
"That was a great fuck!" Bruce said, giving the boy's bare bottom a slap. "Thank you for always being so willing to share your ass with me, Jake."
"Any time, coach!"
The coach made sure to squeeze out every last drop before finally pulling his cock out of Jake's butthole. As their sexual embrace ended, Bruce climbed off of the boy and also the bed. He stood up and admired Jake's naked body, knowing his ass was full of cum.
"How about we go get that cute little butt of yours tattooed?"
"That sounds good to me." Jake answered, still savoring the assfucking he had received. "Should I just get dressed and go like this? With your creampie still in me?"
"I don't see why not." Bruce told him. "I think it would be fun for you to get your tattoo while cum is slowly leaking from that twink hole."
Jake carefully got off the bed, trying his best to hold the spunk inside his body as he put his panties back on.
"Sorry I made such a big mess on your sheets, coach."
"Don't worry about it, Jake." Bruce said with a smile. "That's just what happens when two guys have hot, nasty sex together. I made my own big mess inside your asshole."
With the panties back on, Jake continued to get dressed and Bruce did the same. Once they had their clothes on, Bruce pulled Jake in close for another kiss. He then held Jake's hand as they left the house and made their way to the tattoo parlor.
By the time they arrived, a good amount of semen had leaked from Jake's anus into his panties, but they didn't let that stop them from Jake getting his fairy tattoo.
"That's nonsense, mom. You just have to put yourself out there." Jake protested. "I'm sure there are tons of guys out there that would love give you some cock!"
"That is very sweet of you to say that, sweetie." Kathy said with a smile. "But I'm not going to turn heads like the younger, tighter-assed girls you went to school with."
"I'm certain you could easily get laid if you wanted." Jake added. "Even Coach Campbell has made comments about how attractive you are. Just the other day he was telling me how nice he thought your butt was."
"Really?"
Kathy smiled again, this time even starting to blush.
"He's pretty cute. And I know you said he's packing quite the slab of meat in his pants." Kathy said. "I certainly wouldn't mind spending an evening with a nine inch penis between my legs."
"And I'm sure there are plenty of guys like him that see you out in public and think to themselves that it would be nice to have sex with you. Otherwise, at least now you know that Coach Campbell is interested in it." Jake told his mother. "But for now, for today, I'm going to go over there and enjoy every single inch of that thing myself."
They shared another laugh, once again happy that they could easily and openly have candid conversations about men and sex.
"Have fun, honey." Kathy said, and then added a final joking remark. "Tell him to give your bottom a hard thrust for me!"
"There's going to be a lot of thrusting in my ass I suspect." Jake replied. "Love you, mom."
"Love you too, sweetheart."
And with that, Jake headed out, his heart pounding with excitement at the thought of his coach being inside of him in the near future. Ramming that thick cock into his manhole and then filling him with hot, creamy spunk.
Jake arrived at his coach's house a short while later. At this point in their sexual relationship, Bruce had told Jake he was welcome to come and go from the house as he pleased. Jake turned the doorknob and walked into the home.
He looked around but didn't immediately see the coach. Jake checked the living room and kitchen but had no luck. He then made his way to the bedroom.
Success! As Jake looked through the doorway, he found his coach naked on the bed. He was looking at his cell phone in his right hand while his left hand was holding his already erect penis. Bruce looked up from his phone at Jake.
"There you are!" Bruce said.
Jake couldn't help but stare at the cock, mesmerized by its beauty. Bruce noticed this and set his phone down.
"I was just looking at some gay porn while waiting for you." Bruce explained. "Are you just going to stand there looking at my dick?"
"Of course not. I want to pounce on that penis like nothing else, coach." Jake admitted. "But I have a lot of news to share that I think you'll be happy about."
"Is that so? Well I'm all ears."
"First of all I invited two of my best friends over earlier today. Ryan and Ben." Jake said. "I took a deep breath, looked them in the eyes, and told them that I was gay."
"It's about time!" Bruce exclaimed happily. "How did they take the news of your homosexuality?"
"They weren't surprised in the least. They already assumed that I was gay." Jake answered. "They even knew about me peaking at them in the showers and weren't bothered at all."
"I'm so proud of you for telling your friends that you like men. And it's great that they know you well enough that they already had you pegged as being queer."
"It definitely made the conversation easier." Jake added. "It inspired me to be bold, so I offered to suck their cock."
"Please tell me they accepted your offer." Bruce said, still holding onto his thick shaft.
"I think they both would've accepted, but Ben decided not to because he was planning to fuck his girlfriend." Jake explained. "But Ryan said yes. Ben left and then I pulled down Ryan's shorts and went to town. I sucked that damn penis with everything I had."
"Did he enjoy it?"
"I'd say so. That was one of the biggest mouthfuls of cum I've ever received." Jake said. "The coolest part was that midway through, Ryan asked me stick my finger in his asshole."
"That's very cool. And also interesting." The coach noted. "If Ryan requested the finger, perhaps he would be willing to experience having other things inserted into his anus. Maybe we could open him up, so-to-speak, to the idea of having a hard, stiff dick in his ass?"
"That would be cool, but I don't think he's gay."
"Maybe he's bisexual like me." Bruce suggested. "Maybe he likes getting some tight, juicy pussy, but also likes the cock. He asked you to penetrate him with your finger. A penis is similar, just bigger and longer."
"That's true. Either way he assured me I'd be sucking his cock again in the future."
"Wonderful!" Bruce exclaimed. "You're building up a nice foundation of sexual partners. Myself, Kevin, now Ryan, hopefully Ben in the near future. There are still plenty of men I'd like you to meet, but that's a solid list of fuck buddies to start with."
Jake smiled as he realized the truth in the words of his coach.
"Speaking of fuck buddies, I think my mom could use one of those."
"What makes you say that?"
"I was telling her about how I sucked Ryan's dick and how great it was." Jake said. "She told me she was happy for me, but then she admitted being jealous about how much cock I've been getting. I guess she's been in a bit of a dry spell."
"I'm sorry to hear that. As I've mentioned to you before, I'd be happy to help her alleviate that issue."
"We actually discussed that." Jake told him. "I mentioned to her that you are always complimenting her and that the last time we hooked up you had said she had a nice butt."
"How did she react?"
"Honestly, she seemed into it." Jake answered. "She said she wouldn't mind spending an evening with your cock between her legs. I imagine that's how most women, and men, feel about you."
"I see." Bruce said, still holding his erection as they conversed. "And how would that make you feel? Would you be upset if I decided to start fucking your mother?"
"I don't think so." Jake replied. "At first the idea was a little weird. But then I realized that she deserves to be happy, too. Mom has mentioned that she needs sex, and I know you'd show her a good time. As long as it doesn't get in the way of you buttfucking me, I wouldn't mind if you let her ride your penis occasionally."
"I'm happy to hear you say that, Jake. That's very mature of you." Bruce told him. "You're putting your mother's needs over your own. And if I do end up fucking her, I promise it won't stop me from also continuing to fuck your gay ass as well."
"Then it's official. You have my permission to hook up with my mom and give her a good, hard fucking."
"Perfect." Bruce said. "And speaking of your gay ass, I think you've definitely earned yourself a good, hard fucking as well. Why don't you bring those cute twink buns over here?"
"I can't wait, coach." Jake replied. "But first I have one more surprise for you."
Jake took off his shirt and tossed it aside. He then unzipped and pulled down his jeans, stepping out of them and proudly standing in just his underwear.
"Are those what I think they are?"
"Yep!" Jake enthusiastically confirmed. "I'm finally wearing panties."
Jake was sporting a peach-colored pair of bikini cut underwear. He was also sporting an excited bulge in the front.
"They look amazing on you." Bruce said. "Turn around and show me how they fit your ass."
Jake turned around so that Bruce could see how they looked on his buttocks. He gave his own cheek a playful smack and then turned back around.
"You look sexy and beautiful, Jake."
"I may look beautiful, coach. But tell me..." Jake said, putting one hand on his waist, flicking his wrist, and striking a pose. "... do these panties make me look gay?"
Coach Campbell chuckled at Jake's playful inquiry, but then offered the young man a serious and meaningful reply.
"No, they don't. It's just underwear. Fabric." Bruce answered. "What makes you look gay is knowing you. Knowing your personality. Knowing how your eyes light up when I show you my penis or offer to let you play with it."
Jake felt a tingle go through his body as he listened the his coach's words.
"Underwear doesn't determine your sexuality." Bruce continued. "Sucking cock, being fucked by men... that's what makes you look gay. The way you don't hesistate to fondle another man's plump, hairy testicles. Or pop those same sweaty, cum-filled balls right into your mouth. It's the way you prance around like a fairy if there is even the slightest chance of someone's cock pounding your tight, queer ass into submission and filling you with its seed."
Jake didn't know what to say, but the bulge in his panties was certainly growing. He could also tell that his coach was not finished with his speech.
"What makes you look gay is the way your twink penis stiffens immediately when given the chance to smell another man's ass. The way your tongue eagerly penetrates and wiggles its way into his anus. The fact that you can fuck and ejaculate deep into a man's bowels and then happily kneel down behind him and suck your own sperm out of his wet, filthy asshole." Bruce explained. "That's what makes you the incredible, loveable faggot that you truly are. The panties do look very nice on you, but they don't make you look gay. You just being your everyday self is what makes you look unquestionably homosexual."
Jake was touched, and also extremely aroused, by his coach's kind words. Bruce's cock remained as erect as when Jake first walked into the bedroom.
"Wow. I don't know what to say, coach." Jake said. "Hearing you say that means a lot. Thank you."
"Believe me, the pleasure is all mine. Seeing how much progress you've made in embracing your true self over these past few weeks." Bruce explained. "It's been quite a treat watching you blossom from a shy, unsure virgin into a full-blown cock whore with an insatiable appetite for gay sex."
Jake smiled and blushed.
"Some of the credit goes to your fabulous dick, coach." Jake said. "Which, speaking of, I think it's time for me to get on that bed so we can have some fun."
Jake made his way to the bed and snuggled up next to Bruce's naked body. Bruce moved his hand away from his lap so that Jake's hand could wrap around the thick shaft.
"It's so warm. And big." Jake noted.
With Jake's hand in his lap, Bruce moved his hand to Jake's lap. He ran a finger under the waistband of Jake's underwear before resting his hand on the boy's bulge.
"I really do like these panties, Jake." Bruce commented. "Do you like them? Are they comfortable?"
"They are pretty comfy." Jake admitted. "I'm glad I got my mom to help me with picking them out."
"How did she help?"
"Well, I know I'm an adult now. But all of my life, she's been the one to buy me new underwear." Jake said, slowly stroking the penis he was holding. "When I decided to try panties, I asked her if she had any advice. My mom went above and beyond. She went over all of the different types of cuts and fabrics. She helped me research what size would fit me best. She even gave me tips on how to wash them so they last longer."
"That was sweet of her." Bruce said, gently squeezing the bulge in Jake's panties. "Your mother seems to be very supportive of you."
"She's the best." Jake agreed. "And I really appreciated all of those sweet things you said to me earlier when I asked if my new underwear made me look gay."
Bruce leaned over and kissed Jake on the lips as they continued to fondle each other.
"It's been a very good day for you." Bruce said. "You got to suck your friend's dick, you showed maturity in agreeing to let me sleep with your mother, and now you're finally wearing panties and you're about to get assblasted."
"Do you think I've earned any spankings, coach?"
"Not this time, Jake." Bruce told him. "I think you've earned yourself a reward."
"What kind of reward? Maybe some hardcore anal?"
Bruce chuckled.
"No. The anal sex is a given." Bruce said. "I was thinking something more whimsical and memorable."
"Like what?"
"Have you ever thought about getting a tattoo?"
"I've thought about it." Jake answered. "I'm just not sure what I'd get. Or where."
"I actually had an idea this morning." Bruce said, still cupping Jake's bulge. "I was thinking about you while I was in the shower. And it hit me: what if you got a tattoo of Tinkerbell on one of your buttcheeks? I'd be happy to pay for it."
"Tinkerbell? Like the fairy?"
"Exactly like that. What better tattoo for a fairy's ass than an actual fairy?" Bruce suggested. "And it would serve as a symbol of sorts. Anytime you change in front of someone, anytime someone sees that tattoo on your bottom, it will let them know where you stand on the sexual spectrum. I just think it would be a fun, kinky tattoo to get."
"That does sound really cool. And sexy." Jake admitted. "I'd be okay with getting Tinkerbell tattooed on my butt."
Bruce kissed Jake on the lips again.
"Great!" He said. "Now how about you be a good boy and take off those panties so I can fuck your ass?"
Bruce reached into the drawer of his bedside table, grabbing a bottle of lube and getting his cock nice and slick. As he did that, Jake pushed his sexy underwear down his legs and removed his panties, setting them aside. He then rolled over onto his side, leaving his bare bottom presented to his coach. Bruce snuggled up against him in a big spoon position, his erection throbbing against Jake's buttcrack.
"Are you ready to show me what a dirty little fairy you are?"
"Yes, coach." Jake answered. "Please fuck my whore ass raw with your big dick."
Bruce held his manhood so that the tip of his cock was teasing Jake's puckered hole.
"And my cum." Bruce said. "Do you want me to shoot my cum as deep into your rectum as I can?"
"Absolutely!" Jake exclaimed. "I love it when you breed me and fill my dirty hole with your spunk."
Pleased with the answer, the coach slid his shaft between Jake's cheeks, inserting every glorious inch of his manhood. Jake emitted a pleasurable moan as he felt the void in his rear fill up with penis.
The coach slowly moved his hips back and forth, making tender love to Jake's bottom. Jake could feel his coach's testicles against his buns each time the dick went in deep.
"How does that feel?"
"Amazing as always, coach." Jake confirmed. "I love the way you stretch me out."
"I'm just fucking you nice and easy right now." Bruce told him. "But it won't be long before I can't help myself and I start to really pound your ass."
Jake moaned again as Bruce's penis slid in and out of him.
"Do whatever you want." Jake insisted. "As long as I end up with your cum in my ass, I'll be happy."
Bruce reached around Jake's waist, playing with his balls as he pumped his cock into the boy's welcoming hole. The buttfucking left Jake's erection bobbing and bouncing freely.
The coach could feel Jake's testicles expand and constrict in his palm in rhythm with the passionate anal sex they were having.
"This is what I was referring to earlier, Jake." Bruce said. "The way you're easily taking my entire cock up your ass. You giving me permission to fuck you as hard or as soft as I please. Telling me you want to feel my cum filling your dirty bottom. Moments like this are what make you look and seem gay. And it's a wonderful thing."
Bruce picked up the pace of the buttfucking just slightly, leaving Jake's hard penis swaying and bouncing even more as his anus accepted the dicking from his coach.
"I really do enjoy having sex with you." Bruce told him. "You're going to make some lucky man very happy one day."
Jake felt a tingle as he briefly envisioned the possibility of his own wedding and, in a much naughtier fashion, the ensuing wedding night.
"Imagine consummating your marriage. You're already so kinky." Bruce added as he continued to drive his cock deep into Jake's ass. "Imagine how much of a pervert you'll be by the time you meet someone and settle down. You'll probably let him do some really great, nasty stuff to you!"
"I just hope he has a big penis like yours." Jake said.
Bruce chuckled at the compliment, still plowing away at Jake's loosened fuckhole.
"Thanks, but I'm sure you'll make do with whatever size cock your future husband has in his pants." Bruce assured him. "For now, I think you should roll onto your stomach so I can really ream your fairy hole."
The two of them rolled in unison, allowing Bruce to keep his penis inside of Jake as they repositioned. Jake got flat on his stomach with his hands out to his side, ensuring he was defenseless and completely vulnerable to his coach's lust.
Bruce held himself up with each hand on the bed and began to deliver long, powerful, rapid thrusts into Jake's ass. Powerful enough that the two men were almost bouncing together as Bruce rammed his dick into Jake's anus.
"Oh fuck!" Jake exclaimed. "That feels amazing! Please don't stop!"
Bruce kept at it as if he was trying to obliterate Jake's asshole, slamming his erection between the boy's cheeks with intense vigor and passion.
"Yes! Yes! Yes!" Jake cried out with each of Bruce's inward thrusts. "I'm about to cum. Keep fucking me hard!"
Bruce drove his penis into Jake's rear as requested. Each insertion meant Bruce's plump testicles slapping against Jake's ass.
Jake let out another moan, unable to hold back any longer, squirting cum all over his coach's bedsheets as he experienced a mind blowing orgasm. Bruce remained focused on the anal pounding in spite of Jake's eruption.
"Get ready, Jake." Bruce informed him. "I'm about to fill your young, queer ass with my sperm."
Jake was treated to a few more hard, deep thrusts, taking them with pride. Finally Bruce jammed his entire cock all the way into his rectum and left it there. Jake tightened his ass muscles, squeezing the penis from the inside, as he felt a blast of warm jizz squirt into his bowels.
"Oh yeah. That's it." Jake encouraged as he received his sticky reward. "Fill me up, coach!"
Bruce's dick twitched, continuing to flood Jake's rectum with hot, fresh cum from his balls. Jake remained still as his coach's load was pumped into him.
"That was a great fuck!" Bruce said, giving the boy's bare bottom a slap. "Thank you for always being so willing to share your ass with me, Jake."
"Any time, coach!"
The coach made sure to squeeze out every last drop before finally pulling his cock out of Jake's butthole. As their sexual embrace ended, Bruce climbed off of the boy and also the bed. He stood up and admired Jake's naked body, knowing his ass was full of cum.
"How about we go get that cute little butt of yours tattooed?"
"That sounds good to me." Jake answered, still savoring the assfucking he had received. "Should I just get dressed and go like this? With your creampie still in me?"
"I don't see why not." Bruce told him. "I think it would be fun for you to get your tattoo while cum is slowly leaking from that twink hole."
Jake carefully got off the bed, trying his best to hold the spunk inside his body as he put his panties back on.
"Sorry I made such a big mess on your sheets, coach."
"Don't worry about it, Jake." Bruce said with a smile. "That's just what happens when two guys have hot, nasty sex together. I made my own big mess inside your asshole."
With the panties back on, Jake continued to get dressed and Bruce did the same. Once they had their clothes on, Bruce pulled Jake in close for another kiss. He then held Jake's hand as they left the house and made their way to the tattoo parlor.
By the time they arrived, a good amount of semen had leaked from Jake's anus into his panties, but they didn't let that stop them from Jake getting his fairy tattoo.