I don't own durarara.

Warning: Yaoi (boyxboy) sexual content and swearing.

Alternating povs.

Summary: First times are not easy, especially when one is inexperienced and the other is afraid of hurting him.

He was nervous.

Shizuo sat on the edge of the bed fiddling with his fingers that laid in between his legs. He was waiting for Izaya, who was in the bathroom washing up.

Today was the day, he and Izaya were going to take their relationship to the next level. They had been dating for six months and they both decided that they were ready to take their relationship to the next step.

At first Shizuo was absolutely happy, but after Izaya told him he had never had sex with a guy before, his happiness turned into fear. It wasn't that he didn't want to have sex with Izaya, far from it, he was afraid of hurting his smaller lover.

Shizuo has only dated guys in the past, since they were always able to deal with his rough treatment, but those guys were also already experienced in that area.

Izaya was different from his past lovers, first of all he loved him, something he had never felt for his past lovers, and he was afraid to lose him.

Most would find his reluctance to hurt Izaya ridiculous, considering their past relationship, but what most didn't know was how innocent Izaya actually was.

It had shocked Shizuo to learn that Izaya, although very knowledgeable about sexual desire and how to have sex, didn't have an ounce of experience. Apparently the rumors of Izaya sleeping around to get information was exactly that, a rumor.

The smaller man told him once that he never felt the need to touch one of his lovely humans nor did he want them to touch him, it would supposedly be unfair to his lovely humans if he favored one them. Shizuo was sure that the brunettes real reason was because he was afraid to trust anyone, it took him almost three years to convince Izaya that he really did liked him and that he liked him back.

"Shizu-chan~ stop over thinking, it will fry the last brain cells that you actually have." Izaya said, as he sat next to Shizuo at the edge of the bed.

"Shut up" he said with no real malice.

They sat next to each other awkwardly for a while, both nervous and anxious, until Izaya broke the silence.

The brunette was never one to sit quietly for too long.

"Shizuo... Um so are we... Well do you still... Uhmmm" Izaya rambled on, making Shizuo smile at his adorable attempt to stop the awkwardness and begin their next step.

His nervous mumbling wasn't close to any sexy talk, but the way he kept squirming and the blush adorning his cheeks in embarrassment sure made Shizuo want to jump him. Shizuo turned to Izaya, who had stopped rambling and was staring at the wall ahead.

"Izaya" he said slightly above a whisper, moving so that he was right up against the brunette, and grabbing hold of his chin so that the smaller man was facing him. Izaya's eyes kept shifting from looking at him then quickly looking away, his blush increasing in color.

"Izaya" he said once more as he brought their foreheads together. "Are you sure you want to do this. I can wait if you... Still need time" Shizuo said. His breath caught when Izaya's determined eyes met his immediately.

The brunette didn't verbally answer for once, just closed his eyes and brought their lips closer, showing that he wanted Shizuo to take control of this situation. Shizuo didn't protest, with one hand he titled the brunettes head slightly back and turned his head a bit to kiss the smaller man. His other hand landed on the slim waist of the smaller man, and for the first time since Izaya came from the bathroom, he noticed he was just wearing a towel.

Shizuo groaned as he felt himself grow hard at the thought that Izaya was only being covered by a weakly tied towel around his waist. Izaya moaned, muffled by the kiss that was becoming more intense.

"S-shit" Shizuo said as they broke the kiss, and Izaya just chuckled at what he took as a compliment.

"Shizuo" Izaya said, as he moved away from Shizuo and further into the bed. He laid on his back once he reached the middle of the bed and his head was comfortably on one of the pillows. With a sultry look, he beckoned Shizuo to come to him and take him.

If Izaya hadn't told him he was a virgin he would have never noticed, the smaller man was just too sexy. Shizuo smirked as he let out a playful growl, making Izaya chuckle and call him a beast, he made his way to Izaya and hovered over him. Izaya quickly began to undo his button up shirt and once his shirt was open, the smaller man's soft hands started to explore every part of his chest. Moving from his pecks all the way to his defined abdomen and played with the trail of hair that led to the area still covered by his tightening pants.

Shizuo shivered as Izaya cupped him through his pants and he watched as Izaya's breathing increased and how a small pink tongue swiped across his delicious looking lips. He bent down, not able to resist the need to feel those luscious lips against his, and kissed the brunette who was still fondling him. The brunette moaned as Shizuo began to kiss him, he stopped groping him and started to take off Shizuo's shirt.

Shizuo broke the kiss and lifted himself off, taking his shirt off completely an threw it out of their way. Izaya watched with only lust in those usually mischievous eyes, and smirked when Shizuo groaned loudly as he began to knead his erection with his hands once more.

Shizuo licked his lips, a smile crossing his feature's, when he noticed the brunettes eyes drift to his lips and watch them hungrily. Moving away from the smaller man, and earning a frustrated whimper, he went to his bathroom and grabbed the condoms and lubrication he had forgotten to get before they started.

When he entered the bedroom once more with the items in his hands, Izaya was on forearms and pouting slightly. Shizuo placed the items next to the brunette still laying in the bed and watched as the smaller man begin to bite his lips as he watched the items.

"You still sure you want to do this?" he asked again, he was still afraid of hurting Izaya, but the brunette seemed to trust him.

The smaller man nodded and smirked at him, practically telling him to hurry up and devour him. Shizuo climbed onto the bed and grabbed hold of Izaya's legs, making sure they bent upwards, and spread them so he could be between them. The brunette blushed at the sudden position and placed his hands in between his legs to cover the area, that wasn't exactly covered by his towel, and hid it from Shizuo.

Shizuo chuckled and said:

"I won't be able to do anything if I can't look at all of you"

The brunette looked at him with half-hearted glare and slowly moved his hands. Shizuo eyes automatically moved to look at the area that he had never seen before nor anyone else. He moaned in appreciation at the smooth skin of Izaya's back side and the erection that was lifting the towel to expose everything Shizuo wanted to have.

"Shizuo hurry!" the brunette was bright red and looked impatient.

Grabbing a hold of the lubrication, Shizuo popped it open and squeezed out a generous amount of it into his fingers. With the hand not full of lubricant he grabbed Izaya leg and placed it over his shoulder, the towel became undone completely (not that it was hiding anything)and Shizuo bit his lip to control himself.

With one finger he teased the puckered hole and Izaya moaned as he felt Shizuo finger massage his opening. Shizuo felt Izaya stiffen up as he inserted his first finger slowly, watching the brunettes face for any signs of pain and seeing none, he continued to wiggle it around before thrusting it in and out of Izaya. He felt encouraged to insert another finger when Izaya kept moaning and slightly moved his hips to get the finger further inside. The second finger, Shizuo noticed, made Izaya flinch but his face quickly relaxed and Shizuo took that as a sign to scissor his fingers, stretching the hole. The third finger was, thankfully, received with minimal pain as well and before Shizuo knew it, Izaya was asking for more.

Shizuo pulled his fingers out, almost moaning when Izaya's entrance squeezed them tightly as if not wanting to let them go, and unzipped his pants. He quickly took his pants off, throwing them and Izaya's towel in the ground. He quickly ripped a condom open and rolled it on his penis.

Placing himself in between Izaya's legs, he told the brunette to wrap them around his waist once he was fully inside. The smaller man nodded, as well as wrapping his arm around Shizuo neck to bring him closer so that they could begin another kiss. With one forearm next to Izaya's head and holding him up, he used his other hand to guide his erection to Izaya's entrance. Breaking the kiss, his tip met the puckered hole and he looked at Izaya for confirmation to go on.

The brunette smiled, a sweet smile, and nodded for him to continue.

He slowly entered Izaya, feeling the nails on his biceps dig in harshly. Shizuo did his best to concentrate on the smaller man's pained face as he entered slowly so that he wouldn't lose control. Izaya wrapped his leg around his waist the moment Shizuo was all the way in him. Both of them stayed still, breathing harshly and waiting for the smaller man to tell Shizuo to keep going.

Shizuo arms began to shake, not from having to keep himself up, but because he was trying his best not to begin thrusting wildly. Izaya felt absolutely good around him, his inner muscles contracting from the intrusion and the legs around his waist firmly squeezing him making sure he didn't move.

After a few minutes, Izaya relaxed and his eyes opened while he nodded for Shizuo to begin. Shizuo let out a rugged groan as he pulled out slightly and thrust himself back in, hearing Izaya whimper. He thrust slowly, until he began to hear Izaya moan for more and he kissed him as his thrusting increased.

"Shizuo" Izaya kept saying, when they weren't kissing. At each powerful thrust Izaya would arch his back, quivering and letting out a loud moan when Shizuo hit just the right spot. Losing some of his self-control, Shizuo lifted himself away from Izaya body, each arm extended to leave only his hands to hold him up.

Looking at the area that connected them, Shizuo moaned and thrust harder, watching Izaya legs tighten and shake slight around his hips. His erection kept bouncing between their bodies with each powerful thrust Shizuo created. Izaya's nails were scratching his arm painfully, but Shizuo could careless as he watched Izaya's plump lips open to let out wondrous sounds of pleasure.

The smaller man's head kept digging further into the pillow and his sweaty hair was sticking to his equally sweaty face, it was the most beautiful thing Shizuo had ever seen and he wanted more. His hips started thrusting erratically and Izaya's hands moved to grab a hold of the sheets underneath him. He kept lifting his hips up and thrusting them down as Shizuo thrust into him.

Feeling his arms begin to strain from holding him up, Shizuo lowered himself back on to Izaya and pried one of the smaller man's hand and intertwined their fingers, as he brought their intertwined hands next to Izaya's head.

"Izaya..s-shit so good!" he said as he began to kiss the smaller man, making each moan Izaya produced muffled.

They were getting close, Shizuo could feel the pressure build inside him, and Izaya's inner muscles were squeezing him relentlessly. With a final deep thrust, they both stiffened and shuddered as Izaya came on to both their stomachs, as Shizuo released inside the condom.

Izaya's wobbly legs fell off his waist and Shizuo arms gave out, landing on to Izaya who was pushing him away since he heavy. Laughing slightly, he pulled out and laid on the side, they stayed like that for a while, catching their breath.

Feeling sticky, Shizuo got up to get the towel Izaya had worn and to throw away the condom. In the process to pick up the towel Shizuo noticed, in the corner of his eye, a substance flowing out of Izaya's entrance and stiffened when he recognized what that substance was.

Blood.

Shizuo felt mortified at what he saw, he knew it was because he lost his composure and wasn't careful with his strength.

He hurt Izaya and he promised himself never to do that, ever.

Unstable, Shizuo sat on the edge of the bed with his head on his hands, he messed up.

"Shizuo?"

Izaya felt pleasantly exhausted.

He never knew sex could be so... Well everything really.

When Shizuo was stretching him, he had found it quite pleasurable, but when he had entered him it had hurt badly. He had never experienced such pain, almost like he was being ripped apart from the inside and for a minute he almost told Shizuo to pull out. Of course he didn't, the moment he had opened his eyes, the look on Shizuo face was enough to turn him on and at that moment he wanted more.

The way Shizuo was concentrating on not hurting him, had made the pain worth it. When Shizuo had begun to move, it still hurt, but a few sparks of pleasure told him that it was going to eventually get better.

He remembered when Shizuo hit his prostate just right and at that moment the pain left, leaving behind a course of tingling pleasure. After that it had gotten so much better, that he thought he would pass out from when his intense release hit him. Izaya didn't pass out, but he was completely satisfied and wondered why he hadn't done that before.

The answer was clear, because Shizuo was the one he loved.

He just wondered if Shizuo felt the same, he knew he hadn't been the blonds first so he was a little self-conscious.

Especially at this moment, remembering that Shizuo had gotten up, Izaya opened his eyes and noticed that the blond was sitting on the edge of the bed with his head on his hands.

Could it be that Shizuo regretted having sex with him?

Izaya swallowed the lump he felt in his throat and decided to ask the blond what was wrong, especially since he began to notice that the blond was shaking.

"Shizuo?" he said wearily.

"I'm sorry." was all Shizuo said, and Izaya wondered why he was apologizing.

"Your sorry." Izaya said sounding a little hurt.

"Yes, I... I hurt you... Your bleeding. I'm so sorry Izaya." the blond sobbed and Izaya felt all his worries melt. He smiled to himself, Shizuo really loved him and that just made him happy.

"Shizu-chan you idiot it's normal. It's my first time of course there's gonna be some bleeding, it might not even be the only time I bleed either, but my body will get use to it." Izaya said, trying to reassure him as best he could. But Izaya made the mistake of trying to get up to quickly, and he accidentally let out a yelp of pain.

He noticed that Shizuo flinched and he cursed himself for getting up to quickly. He tried once more, this time being careful to not strain his lower back, he crawled to where Shizuo was silently sulking and sat on the edge next to him.

"I'm sorry" the blond kept saying, not listening to Izaya's reassuring words.

Resting his head on Shizuo shoulder, he tried to reassure his lover once more.

"You didn't hurt me Shizuo, sure I'm a little sore, but you know that if you hurt me I would be whining and making your life hell" he smiled when he felt Shizuo chuckle at his little joke.

"Besides even though it hurt at first, it began to feel really good. Shizuo you made me feel so... good. So please don't say your sorry." he blushed at his confession, but he knew that Shizuo was always afraid of hurting his those around him.

"I love you" Izaya quietly said, feeling Shizuo's back stiffen up. Izaya blushed even harder, that was the first time he had ever said that to Shizuo, to anyone really. Feeling insecure again, Izaya lifted his head away from Shizuo and was about to go back to the middle of the bed until Shizuo grabbed his arm.

"You...y-you love me?" Izaya wanted to bury himself under the covers with embarrassment, but since Shizuo was still holding his arm, he nodded a yes as he looked away. Shizuo let go of his arm, and for moment he thought Shizuo was rejecting him, until he grabbed a hold of his jaw and gently made him look at him.

The blond kissed him, a breath-taking kiss and told him something he had never thought of ever hearing from anyone. Especially not from the blond, and Izaya felt that he was gonna cry from the moment those words were said out loud.

"I love you, too."

Once again the drrr kink meme is my muse for one-shots. I actually wrote this yesterday and posted it on drrr meme yesterday, but re-reading it I found many mistakes and other changes I wanted to make so if you read it over at the drrr meme you will notice a few changes.