Chapter Text
Phil stretched as he stood up, turning off the TV in the flat.
Dan and Phil were new roommates who were now in their second year occupying University housing. Luckily they were placed in a 2 bedroom duplex on the outskirts of the campus due to room issues in the dorms. This actually fit both of them better anyway. Neither one of the boys were suave in social situations, so having to only deal with one other person, verse a dorm full of people, was perfect. They were even happier yet when after only 3 days of knowing each other, it had felt unusually natural for them to be living together.
Dan had come from a very small town and Phil noticed that Dan seemed very sheltered. He was also much more shy than Phil was. Phil would often see him get embarrassed when he would mention something Dan was not familiar with. Dan was an Internet nerd, but he still seemed to have a limited view on the world when it came to actual life things. Dan needed an uncommon amount of help to figure out bills than Phil would have considered appropriate for his age. Phil helped him a lot with things like that, leading Dan forward when he didn't seem to know what to do. Phil could tell Dan felt as he was inferior, but Phil never saw it that way. Phil was more than happy to take care of Dan. It was almost natural at this point. They both had soared past friends to best friends and they fit together well. Things couldn't have been going better.
It was late on a Friday night and Phil was headed to bed. Earlier in the night, he and Dan had ordered Pizza and split a 6 pack of beer. Neither care for beer that well, but it was cheap and readily available at the shop near their home. Dan had excused himself to be only a half of an hour earlier, the he had only had three beers, Phil could tell he was a little tipsy. As Phil made his was towards his room, turning off the lights as he pass, he could hear Dan whimpering in his room.
They had lived together for about 4 months now and this was the third time that he had heard the whimpering. He knocked on the door.
"Dan?" He heard Dan gasp
"Yeah?"
"Are you okay?"
"Ye-yeah just a small head ache.”
"Do you want me to get something for you?"
"NO!" Dan yelled, "I-I mean I am fine Phil."
"You don't sound fine, why don't you let me come in?"
"Just a second."
Phil leaned against the door frame until Dan came to the door, he only cracked it. His face was flushed and hair curling slightly.
"What do you want?" Dan snapped
"Dan?" Phil asked concerned.
"I'm FINE Phil."
"Ah, Dan... did you take some medicine or something? I mean before you drank the beer?"
"Oh my God, Phil! I'm not high!"
Phil shrugged. "You look sick, Dan. You are very flushed."
"Phil, please just go," Dan said through clenched teeth.
"No. I heard you whimpering and you look like you have a fever and probably need to go to A&E."
"Jesus Christ Phil, I don't need A&E."
He pushed the door and forced his way in as Dan turned his back.
"Come on Dan, look at me." I walked behind him and rested my chin on his shoulder. "Please?"
"Phil, It's not what you think. I am not sick and if you don't leave now we both are going to be very embarrassed"
Phil froze "oh." He was beet red
"Yeah."
"So where you..."
"What? No."
"Come on, Dan."
"Phil, This is awkward."
"Well, I can leave If you want to take care of yourself." Dan whimpered again.
"I can't." He whispered
"What? Why. I will leave." Phil turned to walk out as he reached the door he heard Dan whisper "I don't know how. I mean, in theory of course I do, but" Phil spun around and glanced at Dan, his eyes were down cast. Phil drug his eyes down Dan's body, finally see his erection pressing against his pants.
"How to what?"
"Masturbate, Phil. I never really have. Growing up, I was told that,” Dan stopped and sighed. “I just try to ignore it until it goes away, but it is really bad tonight."
"My God, Dan. You have blue balls."
"Ha ha, Phil."
“I'm not kidding, Dan. So you've never jerked off?”
“No, not intentionally,” Dan said.
“What does that even mean?”
“Well, I have,” He stopped, blushing even redder then continued. “You know, i-in my sleep.”
“A wet dream doesn't count.”
“Oh,” Dan said, he felt so stupid. Phil smiled and shook his head.
“I know you have watched Porn, Dan.”
“Yeah, I have.”
“So you just watched it to watch it?”
Dan shrugged.
“That must be immensely frustrating.” Phil walked towards him and pushed him back wards towards his bed. He's eyes held something that Dan had never seen them before.
"Phil?" Dan's tone was warning
"Not only am I your flat mate, I am also your best friend, yeah? Trust me."
Dan closed his eyes and fell onto the bed. “What are we, I mean how? Or...” Dan, clearly nervous, stumbled over his words.
“You implied that you were told growing up to never,” Phil made a jerking-off motion with his hands, “But you live on your own now, Danny.” Phil laid next to him "Unzip your pants and take yourself out." He said matter of factually
"W-wait. What?"
"Well, you need to cum. So take out your cock. I am going to teach you to cum."
"Um, I don't know Phil. I can just wait like always."
"Dan, you need to cum." Phil stared directly into his eyes.
Dan slowly unzipped himself and when he pulled himself out, Phil gasped.
“Okay even if you have never done it, you know the motions, so, go on.”
“I-I don't know Phil. I am scared I am going to embarrass myself. “
“You have nothing to be embarrassed about,” Phil said, swallowing as he looked at what was now in Dan's hand. Dan was just somewhat holding it.
“You aren't peeing, Dan. You've seen it on porn, you've had to have seen it in porn.” Dan started to speed up and he started to breath heavier. “There you go, much better.” Phil stood up. “I'll be right back, just keep going.” He left the room and soon came back with a small bottled of lube. “Hang on,” Phil said, popping open the cap. “This will make it better.” Dan moaned loudly.
“Tell me the truth, Dan,” Phil said with his voice a deep. “Do you just want me to be here, Dan? Just to watch you?”
“W-what?” Dan stammered, blushing.
“Just trying to get an idea what you want; do you want me to touch?”
Dan didn't say anything but his body shuttered. “I t-thought you were going to teach me.”
Phil chuckled “I still don't know if I believe this is the first time you've done this, pretty boy.” Dan moaned loudly.
“Phil, please. “
“Please what?”
“H-help me.”
Phil took his shirt off and leaned into Dan. He pressed his lips against him, Dan gasped surprised but kissed back while whimpering in the back of his throat. Phil pulled away and kissed down Dan's throat, then over to his neck.
“I meant tell me what to do.” Dan moaned loudly. “Phil- don't my neck is...” Dan cut himself off when he felt a hot tongue on his neck
Phil pulled back. “I told you to trust me. Do you Dan? Because what I want to do won't work if you don't”
“I- I don't know. I mean yes, I just-”
“Dan, it's a yes or no answer. Do you trust me and do you want more?”
“Y-yes. More, please, more.” Dan said breathily.
“Okay, follow my direction. Take off your shirt.” Dan quickly did what he was told. “Now take your trousers and pants the rest of the way off. “
Dan did so, then looked at Phil. “You too.” He mutter.
“No, not just yet. Lay on your back and relax, Dan. I am going to make you feel really good.”
Phil kissed down Dan's neck again, pausing near his ear “Play with your nipple.”
“W-which one?”
“Dan, you are making this difficult.”
Dan laughed, leaning up until Phil forcefully pushed him back into the mattress.
“Play with your nipple.” He repeated with a no-nonsense tone. Dan sucked in his breath as rolled his nipple between his thumb and forefinger.
“That's it, pretty boy.” Dan groaned but it got caught in his throat. “You like that, Dan? When I call you pretty boy?”
“Phil.” He whined back.
“Trail your hand slowly down your chest and stomach.” Dan did so quickly. Phil shook his head, grabbing his hand. “Slower, Dan. It's not a race.” Dan nodded and Phil let go, as Dan slowed down.
“Grab your cock.” Phil moved away from him, so he could watch. “Move.”
Dan did so, slowly. He was still slightly uncomfortable. “Um, Phil this is strange.” Dan choked out.
“Shh. Now flick your wrist.”
Dan swept his head up and looked Phil in the eyes, Phil growled.
“You're so hot, pretty boy. Beautiful.”
“Phil?” Dan asked in a moan
“What do you need?”
“Y-you do it.”
“Do what?”
“Jesus Christ Phil. Clearly, you are ah, turned on too. A-and you said you would help. Please, touch me.”
Phil slapped Dan's hand away and wrapped his around Dan's cock. “Okay, pretty boy. I need to know how far you want to go.”
“W-well I don't-” He moaned as Phil sped up. “Fuck, I trust you, Phil. You can do what ever you want to me.”
Phil chuckled, “Good boy.” He lubed up a finger as he kept stroking Dan, slowly he teased Dan's rim. “So pretty.” Phil praised as Dan whimpered.
“Oh, oh God.”
Phil frowned, becoming concerned. “Have you ever done anything like this?”
“N-no, I just told you I haven't even, you know, well not before now.”
“Do you want to stop?”
“NO!”
“Does it hurt?”
“Not really. New.” Dan grunted.
“Okay, Pretty boy. “ Phil slowly pushed his finger into Dan after awhile he added another finger and went deeper.
“Oh my God, Phil. I-i Oh, it feels so good.”
“Just wait.” Phil crooked his fingers into Dan's prostrate, causing him to shriek and then loudly moan.
“Oh my God, Oh my God, OH MY GOD” Dan chanted.
“Fuck,” Phil said softly watching Dan writhed against him
“More, Phil, please.”
“More?”
“Please, yes, more.”
Phil smirked, “I didn't even know you were gay.”
“I'm not-” Dan stopped because what he was asking for was certainly the gayest thing he had ever done. Phil chuckled.
“Right,” Phil added another finger, Dan started to tense up.
“Listen, pretty boy, if you don't relax this will be worse.” Phil leaned up, placing a gentle kiss on the inside of Dan's thigh.
“I just-” He stopped and whined as Phil hit his prostrate again. “So fucking full.”
Phil started to stroke Dan in rhythm with his fingers dancing along Dan's internal pleasure point.
“Oh my God Phil, I feel so hot and, like so good.”
“Yeah? You think you are getting ready to cum, pretty boy?”
“I don't know, but please Phil, please don't stop.”
“Had no intention of doing so. Dan you are so beautiful wrecked.” Dan didn't know really what Phil meant, but he didn't care. He started to feel a low pull in his lower region that was starting to burn. His stomach tensed and he started to get nervous. “Phil,” he whined “Is it supposed to feel like this?”
Phil could hear the apprehension in Dan's words. “Yes, Dan. You are fine. You will be cumming soon.
“Oh God, Phil. Please, I don't even know what this is, but I need...”
Phil looked Dan in the eye and said. “Like I said, Pretty Boy, You need to cum.”
“Ah, oh God. Oh, Phil... yes...” Dan's whole body shook and he started to breathe very heavily. Suddenly Dan felt is stomach go taut and heat rush down faster and faster towards Phil's fast moving hand.
“Phiiiiil” He moaned, loudly as the first portion of cum landed on his stomach.
“So hot Dan, oh my God.” Phil moaned as he continued to jerk Dan's cock, working out more and more cum.
“Oh thank you, thank you.” Dan chanted in a slurred voice. Phil slowly withdrew his fingers, still slowly stroking Dan until Dan's hand covered his own.
“I'll be right back, Dan,” Phil said going out of the room returning with a flannel and a towel. Dan was already going in and out of conscientiousness. “Hey Dan, sit up for a second.”
“Noooo.” Dan moaned causing Phil to laugh. “Dan, trust me when I say you want to clean up. It will not be pleasant when you wake up.”
Dan sleepily and shyly sat up with his eyes down cast as Phil started to clean him up. He started to shake slightly.
“Are you cold?” Phil asked, starting to dry him off.
“N-not really.”
“Are you okay?”
“I really don't know.” He said not making eye contact.
“Hey,” Phil said, tipping his head up so their eyes could meet. “Why are you upset?”
“I feel dirty.”
“Well, then have a shower.”
“Not like that, Phil. Like I'm a perv or something.”
“You're not anything. That's ridiculous. Stop listening to demons in your head and then tell me what DAN thinks.”
Dan slowly moved towards Phil, locking eyes with him completely now. He looked at Phil's lips and then kissed them. Phil was surprised, but only for a moment before he was kissing back. After what seemed like far too short of a time Phil pulled away from Dan, who slowly opened his eyes and blushed.
“Sor-” Phil put his finger to Dan's lips.
“It's fine Dan, turns out I like kissing you.”
“Phil?”
“Mm?”
“Thank you for everything. Not just this, like, you know everything.”
Phil wrapped his arms around Dan pulling him into his chest and laying back onto one of Dan's pillows. Dan's head now was resting on Phil's still clothed chest. It wasn't long until Dan's breathing deepened and Phil knew he was asleep. He shifted slightly, attempting to go back to his own room so Dan wouldn't feel awkward when he woke up. Phil started to rise, but felt Dan snuggle into him harder. “Please don't leave me, Phil.” He murmured, sadness in his voice.
“Okay, pretty boy. I won't. Go back to sleep” Phil settled back down, pulling the duvet over them hearing a contented sigh from his chest. Phil sighed as well, with the warmth Dan was provided, he could get used to this too.