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With a Cherri On Top

Summary:

Angel needs some relief after work but a rando on the street doesn't feel like a safe option for him today. Cherri helps him out.

Notes:

So I really love the idea of Cherri and Angel being platonically intimate together when one of them just needs to feel safe. Here's the first time it happens.

The title is really dorky I'm so sorry but the fic is mostly really fluffy smut and Cherri and Angel being silly. Also my most recent motto, "it's short but"

Work Text:

Bad days were common for Angel. He also had his share of terrible days. Sometimes even downright god-awful ones.

 

Today was definitely downright god-awful tier. All of his fucks had been disappointing, and due to said disappointing fucks, his acting apparently hadn't been up to scratch. (He'd argue he was pretty damn good at faking orgasms at this point, but his boss had thought otherwise.) 

 

His whole body was sore— legs, ass, and back for obvious reasons, and his face because his boss was a piece of shit. The worst part was that because of all those fucks being so disappointing, his body was unsatisfied. He hated being horny after work. Like he hadn't gotten enough of it already. 

 

His only comfort was that at least he wasn't completely alone in this literal hell. His best friend here had been his support system for years, and without her he was sure he would've gone out on extermination day dressed as a giant target at some point.

 

He didn't go back to his room in V Tower for any longer than it took to shower and change his clothes into something more comfortable. He left before Valentino could hunt him down again, hugging himself as he speed-walked away from the tower and closer to Cherri’s place.

 

He didn't bother knocking at her apartment door. He just assumed it was unlocked, which it was, and walked in like he lived there. When he barged into Cherri’s room, she was sitting cross legged on her bed watching something on her laptop, comfy in a loose tank top and her underwear. She didn't startle or have really any shocked reaction to Angel intruding; merely said, “Hey Angie.”

 

“Hey,” Angel said, flopping down on the bed beside her. “Today was fuckin shit. Watcha watchin?”

 

“Just funny shit on VoxTube. Why was it shit this time?”

 

Angel scoffed. “Ugh, don't get me started. I didn't have a single good fuck today, for one. So I'm fakin the best I can but it's kinda hard to fake an orgasm when there's no cum flyin outta ya dick, so Val got mad.” 

 

Cherri glanced at him, noting the mark on his face. “Yeesh. Y’okay?”

 

“M’fine,” Angel mumbled. They both knew it wasn't true; otherwise Angel wouldn't be here. 

 

Angel scooted up next to her to watch the videos with her, resting his head on her freckled shoulder while he tried to focus on whatever stupid shit the content creators were doing, but his head kept going over everything that had happened that day. Normally he got at least some enjoyment out of his job to make it worth it, and as long as he could make it look good Val was usually fine. But he really never knew where Val's standard of the day was or whether he would hit it or not. 

 

“Hey, Angel?”

 

“Mm?” He lifted his head.

 

Cherri nodded downwards. “Ya got a problem?”

 

Angel followed her gaze. He had an erection.

 

“What the fuck!” He exclaimed, sitting up straight and glaring at it. “Why—”

 

“Well, y’said all your fucks were bad, yeah? Maybe that's why?” Cherri shrugged, but Angel had his face on his hands.

 

“Literally what the fuck— like I don't get fuckin enough of it already, I'm still a fuckin whore—”

 

“Hey, Angie, it's—”

 

Angel whimpered. “I don't want to, I don't even want to—”

 

“Angel—”

 

Angel was shrinking in on himself, curling himself into a ball. “I hate this. I hate myself. I hate my body. I hate feeling like this, I don't want anybody but I'm still— ugh!”

 

Cherri put a hand on his knee. “Y'know if I could help, I would.”

 

Angel lifted his head and looked at her for a moment. “...Maybe you could?”

 

Cherri blinked at him. “...Aren't you gay or is that some other spider porn demon I'm confusing you with?”

 

Angel shook his head. “It doesn't have to be a thing … I just. I need help and I need someone to feel safe with. Ya're the only one I feel safe with, Cherri.”

 

Cherri considered him for a moment. “Okay,” she said. “If you really want to. What d'you want me to do?”

 

Angel sighed. “Just… make me feel… good.”

 

“Not very specific, but alright.” Cherri shut her laptop and placed it on the dresser instead before she climbed over Angel's lanky form. She looked him over for a bit, evidently trying to decide how to proceed. She decided to start with kissing his neck, which helped Angel relax almost instantly. Angel had probably told her before in passing that he likes when his neck gets kissed. He couldn't think of how else she would know that, unless she had just guessed.

 

Her hands were roaming too. Gripping his chest, teasing out the nipples hidden under the fluff, making him gasp. Fuck, she really remembered all the things he liked but didn't get very often. Her hair was soft draping over his body as she kissed him, and she smelled nice. He could feel her breasts pressing against him as well— they were soft too, a comforting sort of weight on his own chest. 

 

“What d'you want?” He heard Cherri murmur. “Just the dick dealt with or?”

 

Angel took a deep breath, hating to admit what he wanted, needed, but knowing Cherri wouldn't judge him. “Need something inside.”

 

Cherri grinned and got off him. “I got a thing for that.”

 

Angel watched her hop off the bed and rummage around in her closet for a bit before she reemerged with a sort of harness and a dildo.

 

“Ya got a strap on?” He said, raising his eyebrows.

 

“Mhm. Had it for a while, haven't used it in a bit though.” She stepped into the leg gaps and began fussing with the straps to make sure it was still fitted correctly. 

 

“Ya washin that toy first, right?”

 

“Yeah, obviously, nerd. You washin your ass first?” 

 

“Fuck you, my ass is always washed!”

 

Once the dildo was clean and Cherri was strapped up, she assumed her position on the bed in front of Angel's legs. Angel had taken his shorts off, his dick twitching flat against his stomach while he held his legs up. “Just don't be rough. I'm still sore from work.”

 

“I gotcha.” Once the dildo was lubed up, Cherri gripped Angel's legs and pushed in slowly.

 

Angel sighed like it was nothing more than a mildly pleasant back rub. “Ya ever pegged a guy before or is this thing mostly for other chicks?”

 

“Yeah, I pegged a guy with it before,” Cherri said. “What, ya worried I'm not gonna know what I'm doing?”

 

Angel smiled apologetically. “Well after all the disappointments I've been through today I'd hate for ya to be one of em.”

 

“Fuck you,” Cherri grinned. “I made that other guy cum like five times. I'll show you I know what I'm doing.”

 

She pushed in all the way. Still gently so she wouldn't make Angel sorer, but enough to make him feel it. Angel’s eyes fluttered closed and he sighed at the familiar feeling of being filled— but this time, by someone he knew would take care of him. 

 

Cherri pulled out and rocked back in, taking care to be slow and gentle while still angling the toy in just the right way. Angel moaned and grabbed for her with his lower arms, squeezing the bit of her thighs poking out between the straps of the harness. She had nice curves. Just because he was gay didn’t mean he couldn’t recognize an attractive girl when he saw one. He was sure that somewhere, in an alternate universe where he was into women, she was his soulmate.

 

“You moan pretty, Angie,” Cherri murmured.

 

“Ya’ve heard em before. Ya must’ve. unless ya’re not watching my porn, in which case I’m gonna be very offended.”

 

Cherri chuckled. “Those exaggerated, cringy animal noises?”

 

“Hey!” Angel glared, sitting up a bit. “ Cringy is a bit harsh.”

 

Cherri just kept grinning at him. “You know I’m right. They wouldn’t have to be so weird sounding if any of those fucks actually treated you right.”

 

Angel laid back down. “Yeah, guess ya got a point.”

 

“That’s what I’m here for until you find yourself a decent man. Grab me one too, while you’re at it.”

 

Angel grinned. “Just as long as ya’re lookin too.”

 

“Mhm.” Cherri wrapped a hand around his dick and started stroking it. Her hands were small and dainty, but rough with calluses on the inside. It made for an interesting texture.

 

Angel shut his eyes again, conjuring up a fantasy to help himself along, since as hot as Cherri was, she wasn’t exactly his type.

 

“What guy you thinkin about?” Cherri asked.

 

“Mmm. James Cagney.”

 

“Who?? God, I forget how fuckin old you are.”

 

“Oh fuck off. Ya girl voice is distractin me.”

 

Cherri lowered her tone to a pseudo-male’s voice. “How’s this?”

 

Angel broke into giggles. “Oh my god , shut up! Ah—” Cherri distracted him by fucking into him a little harder. 

 

“Fuckin cum already, ya dickhead.”

 

“M’tryin.” Angel relaxed himself, focusing on the feeling of being filled, being touched, the feeling of safety , and let his best friend push him into an orgasm. It wasn’t particularly intense— he didn’t writhe and scream or anything. But it was fulfilling, like a satisfying, home cooked meal after being starved all day. His moan was more of a hum as his eyelids fluttered and his body tensed around the dildo, while Cherri slowed down a bit and worked him through it. Once he relaxed and signaled her to pull out, he felt her weight leave the bed and the sounds of a harness unclicking, a toy being washed in the bathroom sink, and a washcloth gently wiping him clean. When he opened his eyes again she was next to him, her freckled shoulder pressed to his, watching him.

 

“What’re ya starin at?”

 

“You okay?” Cherri asked him genuinely.

 

Angel smiled at her. “Mhm. Great. Wasn’t five times or anything but ya were okay, I guess.”

 

Cherri shoved him, snickering. “You’re welcome , bitch. If you weren’t sore I woulda gone harder.”

 

“Good to know,” Angel smirked back. His smirk faded after a moment and he laid his head on her chest. He wasn’t attracted to breasts but he did like them, especially Cherri’s ample ones. They always made a nice pillow. “Ya want somethin back? I mean I ain’t great with chicks but I can manage—”

 

“I’m good, weirdo. S’not transactional.” She ran her little hand through his hair. “Who is James Cagney, anyway?”

 

Angel rolled his eyes. “If I tell ya it’s just gonna make me feel more ancient.” Cherri snorted. 

 

They laid in silence like that for a while, Cherri stroking his hair.

 

“Ya make me wish I wasn’t gay,” Angel mumbled eventually.

 

“Tch, why’s that?”

 

“Cause if I wasn’t, ya’d be my soulmate.”

 

“Geez, Angie. Don’t get sappy on me. Damn, fuck a guy once and he’s confessing his love for you.”

 

Angel smiled. “I’m just really glad ya’re my friend. That’s all.”

 

“I’m glad you’re my friend too, bud.”

 

“And y’know, if ya ever need somethin like this for me, I got no problem with it. I won’t even charge ya.”

 

“Gee, thanks.”

 

“And… I hope this doesn’t, like… make things weird between us. I don’t want anythin to change.”

 

“Nah, it won’t,” Cherri said. “You’ll always be my favorite fuckhead.”

 

“You’ll always be my favorite bitch.”

 

Maybe normal people wouldn’t consider that very meaningful. But they spoke each other’s language, and for them, it was the equivalent of “I love you.”