Gay Male Trying Something New

Darren couldn't help but glance at Jeff. A lack of underwear left Jeff's backside exposed, and Darren couldn't help but admire his friend's buttocks. Jeff, now completely naked, sat back down right next to his friend, unashamed of his fully erect penis sticking up in the air.

Darren did his best to focus on the gay porn, but he couldn't help but be distracted, stealing quick glimpses of Jeff's cock.

"It's okay to look at it."

Turning his head, Darren took the opportunity to get a good, long look at the rock hard dick. It had a great shape, with a well-defined tip. Jeff smiled as he watched Darren's curiosity and facial expressions.

"You're welcome to touch it, too."

"I don't know, man." Darren protested.

Despite his hesitance, Darren could not deny that he was throbbing in his jeans as he admired the penis. Jeff took Darren's hand in his own, resting them on his bare thigh.

"It's okay to explore." Jeff told him. "Embrace your desires. Don't be afraid of the cock."

Jeff slowly guided his hand further, until it was over his lap. He then placed Darren's hand directly on his penis, and pulled his hand away. Darren tentatively wrapped his fingers around the base, essentially holding his friend's penis.

"See? Nothing to be scared of." Jeff said. "What do you think? Do you like it?"

"It's different, but in a good way. Hard and soft at the same time." Darren admitted. "And it's so warm."

Jeff laughed.

"That's because of all the blood rushing there." He said. "You seem to be getting quite the bulge in your jeans. I'd love to get a look at yours."

"I think I'm ready to get naked, but..." Darren started. "...everything today has been kind of a whirlwind. Before I came over I didn't get the chance to do any... ya know... prep."

"Would you feel better if you took a shower?"

"Probably."

"Then let's head to my bathroom." Jeff suggested. "I don't mind if you wash up."

Darren released his grip on Jeff's shaft. They both finished off their wine and headed to the bathroom. As they entered, Darren was surprised to see that Jeff also had a luxurious jacuzzi tub.

"Damn that's a nice bathtub." Darren said.

"You're welcome to take a bath if you'd rather. And there's plenty of room." Jeff offered. "I could join you if you'd like some company."

Darren blushed, throbbing again at the suggestion.

"Some company might be nice."

"Fabulous!"

Jeff walked to the tub and started to get the water running, giving Darren the chance to check out his ass once more. Then he turned around and knelt down in front of Darren.

"Time to finally get you out of these clothes!" Jeff announced.

Darren didn't fight it, taking off his shirt. Jeff unbutton and unzipped Darren's jeans, tugging them down. The boxers beneath didn't offer much resistance to Darren's erection. Jeff grabbed the boxers and tugged them down, finally freeing Darren's genitals.

Jeff helped Darren out of his pants and underwear and set them aside. Getting back to his feet, they now stood facing each other, completely nude.

"You have a nice penis." Jeff said.

"Thanks."

Jeff briefly took Darren's hand once more.

"Remember. Don't be scared." Jeff told him. "We're just two horny, naked friends taking a bath together. There's nothing weird about that."

"Shall we?"

"After you."

Jeff helped Darren step into the tub, also offering a supportive hand on Darren's ass. Darren then made way for Jeff to step into the tub. They both eased themselves down into the warm water, facing each other.

"This tub is amazing." Darren reiterated.

"You are more than welcome to come over any time and use it." Jeff replied. "Although I prefer if you do so when I'm here."

"So you can pull down my pants for me and look at my cock?" Darren joked.

"I might want to look at your balls, too." Jeff teased. "Or maybe that ass."

Darren blushed as he flirted with Jeff.

"Speaking of your ass..." Jeff said, reaching for some body wash. "...would you like me to help get you nice and clean?"

"Sure."

Darren shifted around and stood up in front of Jeff, exposing his ass. Jeff squirted some body wash into his hand and started to get it lathered up.

"Cute butt." Jeff pointed out. "Have you ever tried exploring yourself back there?"

"A little bit." Darren said as he felt Jeff's soapy hands on his cheeks. "I had the most success with some anal beads. And an occasional plug can be fun. I bought a dildo once, but for the life of me I couldn't even get the tip of it inside. I swear I have an abnormally tight asshole or something."

Darren felt Jeff push his buns apart, obviously taking a look for himself.

"Looks normal to me." Jeff informed him. "We'll get that hole opened up properly. I promise you that much."

Again Darren's cock throbbed as he felt Jeff's hands washing his backside, and now hearing Jeff basically confirming that anal sex was on the menu.

"Does this feel okay?"

"It feels really nice." Darren confirmed.

Darren felt Jeff's soapy fingers washing up and down his ass crack, occasionally paying specific attention to his special entrance. Jeff even went so far as to pop his fingertip into Darren's anus briefly before his hands made another pass over Darren's cheeks.

"Alright. All clear back here." Jeff announced. "Let's wash the front now."

"Really?"

"Absolutely."

Darren slowly turned to face Jeff, his penis fully erect. Jeff smiled when he saw the dick, squirting more body wash into his hands.

"I guess you really did enjoy having me wash your little bottom." Jeff teased.

"In all honesty, yes it felt nice having your hands caressing my bare ass." Darren admitted. "But I also think part of me being turned on is that I'm finally trying something new. Something I've thought about for so long but never had the courage to do."

"That makes sense."

Jeff's soapy hands found Darren's inner thighs first, slowly washing their way up to the pubic area. Darren gasped when he felt Jeff softly begin to soap and fondle his balls. It wasn't long after that and Jeff was soaping up the length of Darren's cock. It almost felt like Jeff was giving him a slow handjob.

"Don't blow your load just yet." Jeff told him.

"If I do, it's your own fault." Darren replied. "Stroking me like that, I'm liable to spray you in the face."

Jeff chuckled as he continued to delicately wash his friend's penis.

"Okay I think we're set." Jeff said. "Rinse off and I'll take a closer look to be sure."

Jeff rinsed his hands in the bath water as Darren squatted down, rinsing himself off below the waist. He then stood back up, Jeff's eyes never breaking away from Darren's dick.

"Oh yeah. That's one clean penis!" Jeff said with a laugh. "I do have a request though."

"What's that?"

"I would like to suck your dick." Jeff added bluntly. "Would that be okay? If I put your cock in my mouth?"

Darren took a deep breath. It was time to make a decision and his erection was telling him it was time to give in.

"Go for it, dude."

"Lovely!" Jeff said, taking the base of Darren's manhood in one hand.

Jeff began by kissing the tip of Darren's cock, followed by his tongue licking and teasing his dickhole. Opening his mouth, Jeff wrapped his lips around the head of Darren's dick. Darren moaned as Jeff's tongue swirled all over the tip.

"Fuck that feels really good."

Jeff's free hand moved between Darren's legs. His middle finger slid between Darren's buns, quickly finding his anus and beginning to rub it while he sucked the cock.

"You weren't kidding about being good at this."

Jeff briefly slipped his mouth off the dick.

"I've had quite a bit of practice." Jeff noted. "Just let yourself enjoy it. And whenever you need to cum, just let it happen."

Darren nodded in agreement as Jeff resumed his oral duties. As he sucked, Jeff pushed his fingertip into Darren's ass, keeping it there and letting the sphincter tighten and wrap around the finger. Jeff bobbed up and down the penis as his finger explored deeper into the depths of Darren's puckered love tunnel.

Jeff felt the cock throb in his mouth as he inserted a second probing finger into Darren's ass. He could feel the sphincter squeezing his fingers as he expertly maneuvered his mouth all over his friend's erection.

"I'm about to cum in a guy's mouth!" Darren thought.

Darren arched his back as Jeff massaged his prostate. Jeff took the entire length of the penis into his mouth and suckled the base. Darren moaned again, unable to hold back, ejaculating into Jeff's mouth. Jeff was unphased, continuing to suck as his mouth filled with fresh spunk.

After Darren was sufficiently drained, Jeff finally pulled back. He held his mouth open for a moment, showing Darren the semen inside. Then he closed and swallowed the load in one gulp.

"Yummy!" Jeff said with a big smile. "That was quite a delicious treat."

"That was amazing."

Darren stood there for a moment, enjoying the moment, as his penis softened.

"I'm not sure what the proper etiquette is here." Darren said. "Am I supposed to return the favor? Do I need to suck your dick now?"

"There are no rules." Jeff told him with a chuckle. "We're just taking things at whatever speed you're comfortable with. For now, I think we should head back to the living room and spark up another joint."

"Sounds good."

Jeff stood up, his cock still very much erect. Darren couldn't help but stare at it as it swayed with every movement.

They got out of the tub and dried off together. Jeff put on a bathrobe and handed a bathrobe to Darren. Leaving the robes open and untied, they returned to the couch, once more sitting beside each other. Jeff picked up one of the joints and lit it. He took a long drag and passed it to Darren.

"How do you feel?" Jeff inquired. "Any shame or guilt about letting yourself cum in another man's mouth?"

"I actually don't feel bad at all." Darren answered, taking a puff from the joint. "You're fantastic at sucking dick, and really I'm just glad I'm finally allowing myself to explore this side of my sexuality."

"That's awesome." Jeff told him. "I'm really proud of you!"

The two friends sat in silence for a while as they shared the joint. Once they were finished, Jeff broke the silence.

"Do you want to look at another magazine?"

"That's okay." Darren replied. "But... would it be okay if I held your penis again?"

"Of course! Just let me get this robe off."

Jeff discarded his robe and Darren did the same. Jeff opened his legs a little and Darren looked down at his genitals. Jeff was no longer erect, but his soft cock still looked very nice. Darren reached between Jeff's legs and took the penis in his hand.

"Would it be okay if I did the same?" Jeff asked.

Darren nodded, and quickly felt Jeff's hand wrapped around his dick. Again there was a moment of silence as both friends appreciated and enjoyed the simple gesture of holding each other's privates.

"Isn't this nice?" Jeff suggested. "Two friends. Hanging out naked. Holding each other's cocks."

"I'm definitely enjoying it."

Both of them were enjoying the attention between their legs, each of their dicks beginning to expand. The friends encouraged this expansion further by way of occasionally giving each other a friendly squeeze. It wasn't long before they were each holding a fully erect cock in their hand.

"I think I'm ready." Darren announced. "I think I'd like us to fuck now."

"We can certainly do that!" Jeff told him. "Do you want to give or receive?"

Darren pondered his options for just a few seconds.

"I think I'd like to experience being on the receiving end."

Jeff smiled and suggested that Darren get on the couch on his stomach. Once in position, Jeff parted Darren's cheeks again and softly kissed him directly on his anus.

"What was that for?"

"Just kissing your anal virginity goodbye!" Jeff explained with a laugh.

Jeff took a moment to admire Darren: on his stomach, nude, his fully erect penis pointing down between his legs against the couch cushion. Jeff straddled his friend, his balls making contact with Darren's balls, his hard dick resting on Darren's ass crack.

"You're sure about this?" Jeff asked. "You're ready to have your ass fucked?"

"I'm not sure I'm ready for that entire cock up my ass." Darren admitted. "But I'm ready to know how anal feels."

Jeff squirted a very generous amount of lubricant over his dick as well Darren's crack. Jeff worked the lube over his shaft with his left hand while his right hand massaged it between Darren's cheeks and ultimately his virgin anus. He then continued to tease Darren, slowly thrusting his thick penis along his crack, before finally pulling back so that the tip was resting against Darren's fuckhole.

Gently, Jeff began to push his cock into the tight hole. Darren moaned as his anus attempted to resist the intruder, but Jeff persisted and managed to pop the head inside.

"Holy shit." Darren said.

"Don't worry." Jeff told him. "There's plenty more to go!"

Darren bit his bottom lip as Jeff eased another inch inside. Jeff pulled back to the tip and then pushed back in, this time going another inch deeper.

"Doing okay?"

"So far, so good." Darren replied.

Darren tried to relax as he allowed Jeff to sink even deeper into his ass. Just when he thought he couldn't take any more of Jeff's cock, Darren felt his friend's testicles once again brush against his. Jeff paused momentarily, letting Darren enjoy the sensation.

"You did it!" Jeff told him. "My entire dick is inside of your ass!"

Jeff slowly began sliding his penis back and forth, in and out of Darren's anus. Darren moaned with pleasure as the thick tool glided in and out, stretching him open.

"Would it be okay if I speed up a little bit?" Jeff asked. "If I fuck you a little harder and faster?"

"Go for it, dude." Darren answered without hesitation. "I'll let you know if it gets too intense."

Jeff put his hands on Darren's hips and started to passionately make love to his rear. He started with slow, full length strokes back and forth, but quickly worked his way up to a nice, steady pace of humping the warm, welcoming hole.

Darren's erection throbbed against the couch cushion as he took his anal dicking.

"This honestly feels better than I ever imagined." Darren admitted as Jeff's penis pumped in and out of him.

"Good." Jeff said. "It feels great to me, too. I like the way your asshole is gripping my cock."

Jeff continued to give Darren's ass a proper, hard dicking. Darren's penis twitched each time Jeff was balls deep between his cheeks.

"I think I'm about to cum." Darren said.

"Be my guest!" Jeff encouraged, steadily thrusting into his friend's rear. "After you cum, I'm going to fill up this adorable little butt of yours."

As if the passionate buttfucking wasn't arousing enough, Jeff's announcement of his intention to finish with an anal creampie sent Darren over the edge. With a moan, Darren began to ejaculate as he was being pounded. Several spurts of warm, sticky sperm coated Jeff's couch cushions.

"My turn." Jeff told him.

Jeff administered a few more powerful strokes before plunging his cock deep into Darren's ass. Darren could feel the thick penis throbbing and twitching against the walls of his rectum, as well as the generous deposit of cum Jeff was making.

Jeff left his dick in place for a few more moments, making sure every drop of semen made it inside of Darren's anus. He then slowly retracted his shaft from Darren's freshly fucked hole.

"Wow." was the only thing Darren could think to say, staying put on the couch as he took in the various thoughts and sensations he was feeling.

"So I guess you really enjoyed that?"

"Very, very much." Darren answered. "Sorry I nutted all over your couch."

"No problem at all." Jeff said. "You're not the first to do that, and you won't be the last."

Darren could feel Jeff's cum start to leak from his hole, trickling down his taint and over his testicles. He finally shifted from his state of bliss and stood up from the couch.

He turned to face Jeff, both men nude and spent from their fantastic sex.

"Any regrets?"

"None."

"And did me fucking your ass like that make you stop liking women?" Jeff asked. "Did me sucking you off earlier make you detest the thought of a wet pussy in your face?"

"Not at all." Darren answered.

"Then congratulations!" Jeff told him. "Having sex with a man didn't make you gay. And now that you know that, you're free to have sex with as many men as you like."

"Wow, you're right." Darren said, more sticky sperm leaking from his asshole. "That's pretty cool."

"Let me go get a towel to wipe off the couch." Jeff told his friend.

As he walked away, Darren reached behind his back and ran his fingertip over his wrinkled hole, scooping up a dollop of Jeff's semen. Without giving it a second thought, Darren put the finger in his mouth, tasting the special treat.

"Did you just taste my cum?" Jeff asked, carrying a towel and beginning to wipe off the couch.

"Yep. I couldn't help it." Darren admitted. "Pretty tasty."

Darren helped himself to another fingertip of sperm as Jeff finished wiping the couch, setting the towel on the coffee table.

"Would it be too forward of me to ask you for another favor?" Darren inquired.

"I just came in your ass. You can ask me whatever you want."

"I was just thinking... I've had some wine, we've smoked some weed... it might not be smart for me to try and drive home." Darren said. "Do you think maybe I could spend the night?"

Jeff smiled at him.

"Of course you can stay the night!" He answered. "There's just one rule... whoever sleeps in my bed has to sleep naked. Can you handle that?"

Darren smiled back and nodded, confirming his willingness to remain nude.

"Perfect." Jeff said. "And then maybe we can fuck again in the morning?"

"Sounds good to me." Darren replied. "I think I'd like to try sucking your cock next time."

"That's fair. You should try fucking my ass next time, too. It's important to find out what you enjoy most when you're having sex with other guys. Sucking or being sucked. Fucking or being fucked."

"Thanks for helping me with all of this." Darren said. "I feel like I've learned a lot from this experience already. You're a good friend."

Jeff put a hand on Darren's shoulder.

"It's been my pleasure." Jeff told him. "I'm glad you finally worked up the courage to admit your fantasies to me. And also the courage to explore us fooling around together. It was really special to take your anal virginity."

"Mind if we smoke your last joint?"

"Not at all. I can roll more tomorrow morning." Jeff said.

The two friends remained completely naked as they shared the final joint and conversed about the sex they had, as well as options for more sex in the future. This of course led to both of them getting turned on again. Rather than having another round of sex, they instead agreed to sit on the floor in front of each other and masturbate together.

They both enjoyed their final orgasm of the evening, each watching the other stroke their hard penis as they flirted, and eventually each watching the other one orgasm, ejaculating even more cum into the air.

When they got into bed, they fell asleep in a spooning position, with Jeff's soft dick nestled snugly against Darren's bare ass crack. Darren smiled to himself.

"I finally did it." He thought. "I finally had sex with a man."
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