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English
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Published:
2022-11-05
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1,973
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1/1
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First Time for Everything

Summary:

You invited your coworker over to confess your feelings. Now that that's out of the way, it's time for the fun part.

Notes:

(See the end of the work for notes.)

Work Text:

“There, see? Just need to think outside the box with this one!”

Edward smiles as he hands the controller back to you. When you invited your coworker over to hang out tonight, you didn’t think he was going to be helping you find the last few collectibles in your new favorite video game. But as soon as you mentioned you were frustrated with a certain puzzle, his eyes lit up as he asked if he could give it a try. It was pretty cute how excited he got.

Honestly, you thought everything about Edward Nashton was cute. His bright, green eyes, his round cheeks and his shy smile as he greeted you in the morning was the perfect adorable combination. He was also a joy to talk to. No matter what you talked about, no matter how mundane it might be, he seemed to hang onto your every word. And when he stopped himself from talking too much about his favorite games and puzzles, the way his eyes sparkled when you urged him to go on was too precious for words.

That’s why tonight, you invited him over to hopefully take this friendship to another level. You were never the one to start the relationship the last couple of times you dated someone. But this time was different. You knew Edward liked you too, but he would never make the first move. But now that you’ve gotten this far you’re not sure how to approach this.

“Hm? What’s wrong? The next checkpoint is over there. Did you miss something?”

Edward’s voice brings you out of your thoughts and back to reality. He’s looking at you with a concerned look. God, he looks so handsome, you almost feel bad for making him worry about you.

That’s why you decide to come clean. Maybe the easiest way to do this was to be upfront about it. So you confess that there was an ulterior motive to inviting him over.

He tilted his head. “What, really?” He giggles nervously. “Um, okay. I’m not in trouble, am I?”

Not at all! But, well. How do you put this?

“If you’re still mad about me taking the last blueberry scone in the break room, I can make you another one! Or, uh, buy you one from the cafe down the street. You like that place, right?”

Yeah, but that’s not it. You take a deep breath and ask him what you’ve been curious about.

Edward blinks. “Have I ever...been with someone?” A faint blush colors his cheeks as he looks downward. “Um...N-No, not really. I’ve tried, but...no one’s ever been interested.” He sheepishly laughs. “Last time I asked someone out, they laughed in my face and rejected me. Said I was ‘a spineless creep’. So I’ve been too afraid to ask anyone since then.”

Someone called Eddie a spineless creep!? Obviously, they were too stupid to see what they were missing out on.

“Can I ask...why did you want to know?”

Oh, right. Time for the next step. Taking a deep breath, you ask if he would be interested in being in a relationship.

“Oh, sure! Of course I’ve thought about it. But I don’t know, I’m sure you wouldn’t-” he freezes, clearing his throat before continuing. “Sorry, I-I mean...” Edward stutters until finally standing up, his cheeks deeply flushed. “Sorry. I made things awkward. I always seem to do that. I’ll just-”

Before he can walk away, you grab his hand. He freezes again, looking down at you. For a genius, he’s pretty dumb, you tell him.

“What are you-” In his head, the pieces are out together. With the puzzle solved, his eyes widen. “Oh. Oh! You want to-!” He lightly smacks his forehead. “Y-Yeah! Yeah, I’d love to! I can be-! And you can be-!” Edward sits back down on the couch next to you, a dreamy look in his eyes. “Wow...I never thought-” He pauses, blinks, and frowns as he looks at you. “This isn’t a joke, is it? No hidden cameras or anything?”

You can’t help but laugh at his silly question. After assuring him you were one hundred percent serious, you lean forward and deliver the first kiss to your new boyfriend. There’s a small gasp as Edward tenses up, but after some reassuring rubs on his hand, he relaxes into it. Testing the waters, you bring your hand up his arm to the back of his shoulder, gently pulling him towards you. Edward doesn’t resist, sighing as he brings his own arm around you into an embrace.

Gently, you lick at his lips, slowly prying them open and slipping your tongue inside. The whimper he makes as he relaxes his jaw sends a shiver through your sex. As he’s distracted, you bring a hand to Edward’s crotch, tracing a circle around the bump forming in his jeans. Just a little bit of kissing and he’s already this hard? He really is sensitive, isn’t he? As you begin to grope him, he whimpers as he raises his hips to your hand. Releasing the kiss, you can’t help but giggle as you look at how dazed he looks.

Edward freezes as he sees your reaction, but smiles back. “Yeah, uh...You can probably tell, but I’ve never really done this with anyone. Is...that okay?”

Of course it is! Why wouldn’t it be?

“Well, you know,” he shifts slightly to undo his belt, looking back at you for permission to continue. When he sees you watching intently, he continues. “I just don’t want you to be disappointed if I don’t...perform well.”

You assure him that it’s alright, really! Nobody’s amazing at their first time. You’re willing to take the lead if he’s not sure what to do next and wow, that bump is a lot bigger when Edward’s just in his boxers.

“Oh, is it? Um, thanks, I guess?” He smiles as he folds his jeans and puts them aside, not noticing how you’re stammering a bit. “I was thinking, if it’s okay with you, you could, er, ride me? Like I would lay back and-”

Yeah, you know what riding is.

“Oh! Oh, yeah, of course, it’s kind of basic, isn’t it?” He chuckles as he pulls down his boxers.

As soon as his cock springs up to attention, you choke on your spit. Christ, this guy is hung. It must be at least eight inches in length. And the girth? Your pussy’s gonna hate you in the morning for this. Though it’s making you awfully thirsty. And the excitement of knowing that Edward wants you that badly is making you soaking wet. You rip off your t-shirt and jeans, and you can feel Edward’s gaze look you over, mesmerized.

He gulps. “Wow, you...” He gives a shy smile. “You do have curves in all the right places, don’t you?”

It’s taking all your mental strength to not rip off your panties and take him right here and now. But you should at least have a sample of what you’re having, don’t you think? Licking your lips, you bend down and give his cock a small peck. It twitches as you tease the tip of your tongue over the shaft, and Edward sighs as he watches.

“That’s...” He gasps as you lick upward to the head, moaning your name. His cock twitches with each bit of stimulation, feeling each one when you wrap your lips and lightly suck at the tip. Edward puts a hand on the back of your head.

“You’re really...good at this...”

Relaxing the back of your throat, you slowly take more of him in your mouth, licking and humming as you massage his cock. As he leans his head back in ecstasy, you pull your panties down and start playing with yourself. It doesn’t take long for you to get warmed up, stretching your entrance with your fingers in preparation.

But you're distracted from your foreplay when Edward pushes you away. Catching your breath, you look up at him, confused. Maybe you were going too fast?

“I almost came, but...I don’t want to come in your mouth.”

Damn, he really wants his cherry popped. Even as you tease him, you’re already getting yourself into position. After grabbing a condom from the back pocket of your jeans (you had one prepared just in case), you do the honors of slipping it onto his cock.

Edward pouts playfully. “Probably could have done that myself.”

Really? Did he think he was a big boy?

“Yeah? It’s not like I’m completely help-”

His speech devolves into gasps and strained groans as your pussy slowly takes in his cock. Even though you’re taking it slow, you have to stop halfway to catch your breath. Maybe you’ve overestimated your abilities here.

But your hesitation disappears as Edward thrusts his hips upwards, forcing you to take another couple inches before you can brace yourself. You yelp, thighs trembling at the mix of pain and pleasure coursing through you. Before you can readjust yourself, he reaches out and holds your hips in place.

“Sorry! Sorry...” He sighs heavily, looking over you with lustful eyes. “But you...you feel so good.”

Your temperature is reaching a fever pitch. As your body catches up with your nerves, they reach the same conclusion.

You need all of Edward in you. So before you can stop yourself, you slam down to take his entire length. It hits what feels like the very back of your passage, and you cry out as an orgasm takes you.

Shit, just taking his whole cock is enough to make you come. You can’t imagine what it would be like once you actually start moving.

You don’t have time to think about it as you are suddenly pushed into the couch, laying on your back and looking up at Edward. He’s breathing heavily, reminding you of a dog in heat as he looks down at you.

“I, uh...” He giggles nervously. “I changed my mind. I want to fuck you like this.”

Before you can ask why, his hips begin to move. Even though they’re slow, his cock spreading apart your walls is driving you crazy. Your mind begins to fade, barely able to make a compete thought.

“Wow...” Edward presses his forehead against yours. “This feels...amazing. I-I didn’t think it would feel this good!” He quickens the pace and silences your moans with a kiss. He moans back, harmonizing as his tongue sneaks into your mouth. Every time his cock hits the back of your passage, the shockwave coursing through you blurs your thoughts even more. At this rate, you might become a raving, bumbling mess.

What a way to go.

“God, you’re...you’re so sexy!” Edward holds you in an embrace as he slams into you now. Sweat mingles together, your fluids leak onto the couch, and your nails dig into his back as another orgasm runs its course. You might pass out at this rate if he doesn’t slow down. But you can’t find the words to tell him that. The only sounds you can make are shaking moans and pants.

With one more powerful thrust, he releases all his tension into you. Even with a condom on, the force of his orgasm sends you into another one of your own. After you finish together, he sighs as he slips out, his cock covered in your juices. Already, your pussy feels empty without it in you.

As you catch your breath, you feel yourself being lifter upright, leaning against Edward’s chest. His heart is racing as he kisses your cheek, still high from his first rush.

“Thank you. That was really...” He pauses as he thinks of an appropriate word. “Fun!”

You can’t help but laugh. After a moment, he laughs with you.

Notes:

Tumblr: pompous-puffed-up-penguin.