#the day after tomorrow | Explore Tumblr posts and blogs

gyllenhaalstuff · 1 month ago

Note

Hmmm…I can’t think of a plot sorry- buttt what about doing a Sam Hall ( The day after tomorrow) fanfic? He’s very underrated imo :D

Agreed, very underrated. I hope this is up your alley, sorry about the overall filth.

First Time

- Sam Hall ᯓᡣ𐭩

Summary: You’re ready to take the next step with your boyfriend Sam and one night you finally have the guts to bring it up.

Warnings: Overall very sweet, loss of virginity, both are very needy and awkward, established relationship, handjob, fingering, piv sex (protected this time who cheered).

Word count: 1881

Notes: Sam seems like such a sweetheart I had to write him as one.

All characters are 18+

₊˚ ‿︵‿︵‿୨୧ · · ♡ · · ୨୧‿︵‿︵‿ ˚₊

Your boyfriend Sam was a very sweet, thoughtful guy. You really liked him. You studied together, went to the movies, and played games on his Switch. This was all fun, but you wanted more.

Of course you had had some steamy makeout sessions. You’d replay those moments in your head over and over. His hand on the small of your back, his shaky breaths, the way he hardened beneath your hips.

You hoped this was as torturous for him too. Because at this point you’d have him anywhere, anytime. And you were prepared for it too. Two condoms sat in your wallet; you had researched how to give a good handjob and how to give a good blowjob and how much to shave and what underwear to wear.

You were spending the night at Sam’s house. A Mario Kart grand prix had ended in a wrestle match on his bed. Eventually you won, pinning his hands above his head. “Ha! I win again,” you laugh. “Oh, shut up,” Sam bickered back before you kissed him. Not in a hey-take-your-clothes-off-and-fuck-me-into-next-week way, just in a normal, sweet, and loving way. He kissed you back, and it didn’t take long until you were back in a usual makeout session, but you wanted to bring your wishes up.

His lips parted for you, and his hands rested lightly on your waist. You ground your hips down on him, and his breath caught in his throat. You broke the kiss and spoke, “Hey, Sam?” He looked up at you; he almost looked nervous. “Yeah, what’s up?” His hand stroked your arm that you held yourself up on, making the hairs stand up. “I want more,” you mumbled. The actual words seemed too big, too intimidating. “You want to kiss more?” Sam asked, still not completely sure where this was headed, though he definitely got some hopes up.

You sat straight up, straddling him. “No, I want more of you,” you paused and tried to muster up the courage, “I want to… you know?” This was harder than you anticipated. Sam just smiled at you; his hopes had gotten confirmed. “You wanna have sex?” He tried his best to look unbothered, which he did a terrible job at. You smiled back and hid your face in your hands, nodded, and laid down on his chest.

Sam stroked your back and did his best to ignore his blood rushing to his groin. “We can do that,” he said softly, “but I can’t guarantee I’ll be any good at it.” You picked up your head, your cheeks flushed, and looked at his boyish grin. “Me neither.”

You leaned in and kissed him again, more passionately this time. Your hands fumbled and groped at each other, exploring and unsure. “Should we…?” Sam said hesitantly, tugging at the hem of your shirt. “Yeah, sure,” you nodded and removed your t-shirt, exposing your bralette that you definitely didn’t pick out just in case.

You were about to lean in again when Sam pushed you back up to get a better look. His mouth was agape and eyes wide. “You’re gorgeous,” he mumbled before daring to put one of his hands over the lace. Noticing his nervousness, you put your hand over his, squeezing it. “I’m not made of glass, you know,” you joked, trying to lighten the tension. You got a chuckle in return. Sam was too busy to speak. How could he focus on anything else but your tits?

Growing frustrated, you unclasped the bra hook and let the straps fall down. Sam removed the fabric with his hand and a shaky breath left him. “Jesus Christ.” He groped you more confidently and rolled your nipple between his fingers, making a small sound escape your lips, and he thought he was going to cum right then and there. “You’re so pretty,” he said, looking up at you for the first time in a bit. “You too,” you let him know.

You grabbed the hem of his shirt and raised an eyebrow at him, to which he nodded eagerly. You threw his navy blue t-shirt on the floor and laid your body against his. The feeling of your tits against his warm skin was unmatched (so far at least). When you pressed your lips against his again, he placed his hands, less carefully now, on your hips. He had never touched you like that before; it was more eager, harder.

He pushed your hips down against him, and you could feel his cock through his clothes. The thought of him getting turned on because of you made your head spin. It also made you moan into his mouth, which earned you a buck of his hips.

You sat up and ran your hands down to the button of his pants. “I wanna see you. If you want to?” you said, not wanting to push. “Please.” He almost looked drunk; his face was flushed and his lips were swollen. You unbuttoned and unzipped his pants. Sam raised his hips, helping you pull them off.

Your clit grew its own heartbeat seeing him so exposed. His white underwear almost looked transparent, and the outline of his cock was clear. You gave him a reassuring smile, meaning, Well, this isn't bad at all.

Your fingers ran up his length before playing with the hem of his boxers. Before you could ask him if you could, he nodded at you to go ahead. You pulled them off and took in the view, which made Sam more nervous than ever. “Say something,” he said after a second and laughed nervously. “I honestly didn’t know what to expect, but you didn’t let me down,” you wrapped your unsure fist around him, “I’m pleased.” Sam breathed out a sigh of relief, which got interrupted by your hand twisting around him up and down. It wasn’t as experienced as his own, but it was yours.

“Spit on it. Makes it easier,” he suggested, not to make you feel embarrassed, just to help you out. You obliged and spit on his tip before smearing it around with your hand. Sam shuddered beneath you as your soft palm stroked him. Quiet moans spilled out when you squeezed his tip. You caught on, setting a moderate pace and heightening the pressure as you made your way up.

Sam didn’t know what to do; the situation was overwhelming, and his heart was about to beat out of his chest. He sat up and grabbed your hand. “Wait a second,” he huffed, trying to catch his breath. “You alright?” Sam nodded, “I’m just trying to take it all in.” You got scared you crossed a line before he spoke again. “We should switch.” Your eyes widened a bit. “Only if you want.” Now this was unknown territory. None of the guides mentioned this. “I wouldn’t have asked otherwise,” he smiled and sat up beside you and patted the sheets for you to lie down.

Sam peeled off the rest of your clothes after getting a green light. He had done some research of his own. Of course he had; he just never told you about it. His curious fingers spread your folds and ran up your slit. Your thighs shuddered once he reached your clit. He prayed to God he was in the right spot and pressed it lightly to really confirm. When he heard a whine from above, he knew. He concentrated on making small, circular movements, wanting you to feel appreciated and taken care of.

You didn’t have the mind to ask where he learned this; in fact, your mind felt completely blank. Your breathing came in sharp inhales and whiny exhales. Sam’s fingers entering you didn’t exactly make you quiet down, but instead you hummed and moaned with each curl of his determined fingers. The way you hugged his digits made him want to jump your bones immediately, but this was too good to end just now.

He upped his speed slightly, angling his fingers up towards your pelvis to hit your spot with each thrust. His other hand made use of its thumb, placing it against your clit and massaging it. “I can’t—I’m close,” you stammered as your thighs clenched and shook. Sam looked up at you, with a stupidly proud smile on his face. “Go on, c’mon, honey.”

His words paired with his hands pushed you over the edge, and your walls clamped around his fingers. He watched in awe as you writhed there in his bed. He knew he’d never sleep in it again without thinking back on this, this moment playing like a broken record in his mind.

You caught your breath and reached over to your bag on the floor, bringing out your wallet. You pulled a condom out and held it out to Sam. “You came prepared,” he teased and grabbed it. You blushed and watched him open it with his teeth before rolling on the condom. You laid back on the pillows with your legs on either side of him. Sam settled between your thighs and teased you with his cock, letting it bump against your clit and circle around your opening.

“You ready?” Sam made sure before slowly pushing into you. His hands rested on either side of you, holding himself up. He hissed as you enveloped him, placing his forehead against yours, eyes closed shut. You breathed through your mouth, through the slight pain. You didn’t think of it at the time, but in hindsight, he was blessed in that region. He pulled out before pushing himself back in, kissing you as he did.

He kept his slow pace until you breathed out, “faster.” To which he sat back on his heels, grabbed your thighs, and thrust into you. You moaned in pleasure as he fucked you. Though lovemaking might be a more appropriate word since he kept his gaze on your face, noticing and adjusting after every wince and moan that escaped your lips.

Sam’s brown hair was a mess by now, tousled and almost covering his eyes. He pressed kisses to your knees, worried you felt uncomfortable. Though, you definitely didn’t; in fact, you were on cloud 9. His mind seemed to slip away as he neared his orgasm; he groaned with each thrust and tightened his grip on your thighs.

The sight you were met with when he came was unreal. His mouth hung open, his eyebrows were furrowed, his eyes were closed shut, and the sounds of his choked moans made your stomach swirl. Once his soul reentered his body, he smiled lovingly at you. He pulled out, took off the condom, tied it up, and threw it in the trash before leaning in close to you, brushing your hair behind your ears, and kissing you softly.

Sam laid down beside you and hugged you. His soft lips met your forehead, and his arms squeezed around your torso. “Was it good for you too?” He asked. You smiled at the ‘too.’. He liked it. “It was,” you nuzzled into his neck, “really good.”

You had never slept as well as you did that night, in Sam’s arms, under his now dirty duvet. The whole room smelled like sex and him, and you couldn’t imagine any place you’d rather be.