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English
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2022-12-22
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Pretty Handsome Awkward

Summary:

Ray takes Franks virginity after a show lol

Notes:

i haven’t written a fanfic in a while so sorry if this sucks

Work Text:

"Are you sure you wanna do this?" Ray asked Frank as he closed the door to the hotel room. "Hell yeah" Frank said.

They just got back to their hotel room after a show. Mikey and Gerard were out getting food with some friends that live in the area, which left Ray and Frank all alone in a small hotel room. The night before this, Frank had been complaining about how he's still a virgin, so Ray proposed an idea, "How about I take your virginity?". Which brought them to where they are now.

"Okay" Ray responded as he gently pressed Frank against the wall. Ray kissed Frank, with Frank kissing back almost instantly. They innocently made out for a few minutes, and then Ray bit at Franks lip. He parted his lips as he and Ray fought each other for dominance, Ray ultimately winning.

Ray was feeling Franks body up and down, making sure to squeeze his ass just to get those sweet little whimpers out of Frank. Then Ray went out on a limb and said "You're being such a good boy, Frankie". Frank let out a loud moan and Ray could basically feel the
horniness fucking radiating off of him.

“Do you like that? Do you like when I call you a good boy?" Ray asked him. Frank softly moaned out "yeah" as he bucked his hips up, grinding his already hard dick against Ray's as he did so. Both of them gasped and Ray could feel his dick getting hard. "Be a good boy for me and get on the fucking bed" Ray said, Frank immediately following the instructions given to him.

As Frank got on the bed he couldn't help but feel anxious and awkward about the whole thing. How could he not? He was about to get fucked by his best friend. What if it hurt? What if he didn't know what to do? He sat there thinking over everything for another few moments, but Ray snapped him out of his trance as he put a small bottle of lube and a condom on the nightstand.

“Everything okay?" Ray calmly asked while sitting down next to him. I'm just a bit nervous" Frank said while forcing a laugh to try and make his answer sound less awkward. "Oh okay, we don't have to do anything if you don't want to" Ray said while gently smiling at him and rubbing his back. "No, I definitely do want to.. uh. do it, I'm just not really sure what to do" Frank said while blushing.
"That's okay" Ray said, "I can guide you through all of it. Also, have you ever fingered yourself?". Frank was taken aback by the suddenness of the question. He took a second to answer, but when he did he quietly said "Yeah, but only a few times and only with one finger". "Oh okay, did you like it?" It almost felt as if Ray was interviewing Frank, but it's best that he knew that Frank even wanted to be the bottom.
"Yeah I did, like, a lot" Frank said while stuttering, he felt so embarrassed by having to answer Rays questions.
“Epic, so you're cool with being bottom?" Ray asked him. "Yeah, Im fine with that" Frank responded. If Frank was being honest, for almost the entire time that he's known Ray he's fantasized about Ray topping him. He'd frequently jerk off to the thoughts of Ray pounding into him, but he never thought that he'd ever get the chance for that to actually happen. Frank could barely contain his excitement as he felt pre-cum leak from the tip of his cock and make a small wet patch in his boxers.

Ray then pinned Frank down and began making out with him once again, but this time it was much less sweet and an awful lot more passionate. Frank rushed to take off Rays shirt, and once it was off Ray started to strip off Franks clothes. He took off Franks baggy shirt and he tried to unbuttoned Franks jeans. Ray struggled for a moment with the zipper but once he got it down he pulled away from the kiss.

He looked down at Franks crotch as he got him to lift his hips up so he could properly get his jeans off. Ray could see the wet spot of pre-cum that's leaking through Franks boxers, he rubbed his finger over it, feeling how wet Frank already was. Frank couldn't help but let out a helpless mewl at the soft touches to his throbbing cock.

Ray moved away for a second so he could take off his own jeans, hurriedly undoing the button, pulling down the zipper, and pulling the jeans off. Frank could now see Rays hard-on and fuck, it was turning him on so much. He reached down and began to palm himself. "You really can't wait two seconds for me to touch you, can you?" Ray said while smiling. Frank blushed a deep red colour as he instantly stopped palming himself, simply from sheer embarrassment. "Haha, it's fine baby, I just don't want you cumming too quickly" Ray said as he winked at Frank.

Frank didn't think that he's ever been more embarrassed and horny in his life, and he now made it his goal to hold off cumming for as long as he could manage, which probably isn't going to be very long, Frank thought to himself. Ray had started to take off Franks boxers, slowly revealing his rock hard cock. Frank hid his face in his hands as Ray looks at his dick. "Why are you staring at my fucking cock?" Frank asks him, to which Ray responds, "Shit, sorry, I didn't mean to stare or anything, you just have a really nice dick". Frank felt his face somehow heat up even more as Ray said this.

But Ray then pulled his eyes away and began taking off his own boxers, letting his surprisingly big dick spring free. Frank started to feel panicked as he thought about how much it could hurt if it was inside him. And Ray must've noticed his worrying because he gently said “Hey sweetheart, I'll make sure to stretch you out really well, it won't hurt, I promise". Frank felt comfort in those words right away, his nerves calmed down and he started kissing Ray again.

After a few minutes, Ray reached over and grabbed the lube, pulling away to ask if he could start fingering Frank, to which Frank responded with a nod. Ray told Frank to get on his hands and knees as he squeezed some lube onto one of his fingers, he began to rub Franks hole with the finger, and Frank let out a hiss from the coldness of the lube.

Ray started to push his finger into Franks tight hole, causing Frank to whimper from the unusual feeling. He moved his finger around more and he slowly pushed in a second finger. Frank just felt confused, it felt like so much yet also not even close to enough. He wanted Ray to finger him more slowly, but he also just wanted to be fucked into the mattress by him. Ray then suddenly pressed his fingers into Franks prostate, causing Frank to let out a whorish moan and his arms to go limp.

“Does that feel good, baby?” Ray questioned Frank as he continued to prod the spot inside of Frank. All Frank did was moan and nod. Ray slowed down the movement of his fingers as he asked “Do you think you’re ready for me to fuck you?”. Ray felt like he couldn’t wait any longer, even though he’s fucked plenty of people, he’s never felt this horny before, probably because he’s never fucked someone that he’s actually had feelings for. “Yeah, yeah I think I’m ready” Frank said.

“Okay, but can you turn over? I really wanna see your face” Ray said, and Frank instantly complied, flipping over and lying underneath Ray. Ray reached over to the nightstand and grabbed the condom and lube. He ripped open the condom and slid it onto his dick, slicking it up with lube afterwards.

Ray brought his dick up to Franks hole and slowly started to push it in, kissing Frank while doing so, to try and distract him from the uncomfortable feeling. Frank felt as if he was being split open, pulling away from the kiss to ask Ray to wait for a second before he starts moving. Ray nodded and continued to kiss Frank. Ray started to stroke Franks dick, and after a few moments Frank pulled away again and told Ray that he could start moving.

Ray pulled out by about an inch and he gently thrusted back in, making Frank moan. Ray pulled out more and more each time, and once he set a decent pace, Frank said “Fuck me harder, please baby”. Ray moaned and started to basically pound into him, mumbling about how tight Frank is.

Both of them were getting closer to the edge, Ray stroked Franks dick to try and get him to cum first. Ray changed the angle of his thrusts, which made Frank moan out “Ah fuck, oh my god, right there”. It was now really obvious that Frank wasn’t going to last much longer, he could barely contain his moans and he was grabbing onto the bedsheets like he was holding on for dear life.

“You’re being such a good boy for me, you’re taking my dick so fucking well” Ray said to Frank, which made him scream as he came into Ray’s hand. Franks hole started squeezing around Ray as he was cumming, and that was it for Ray, he stopped thrusting and just basically grinded into Frank as he came.

Once both of them came down from their highs Ray cleaned Frank up, and afterwards they just laid down in the bed and held each other, hoping that Mikey and Gerard weren’t coming back for another while.