Drunken Curiosity Part 2

Tom had been driving you absolutely crazy lately. He was a decent roommate, nothing you could complain about. But, between the flirtatious comments and the sometimes lingering touches that the two of you shared, it made everything very confusing between the two of you. The only real issue you had with him is that he was incredibly hot and lately...he was always home. It made it difficult to find any alone time, so when he went to his parent’s house for dinner, you didn’t even hesitate to head to your room, turning on your vibrator and shoving your pants down your legs and getting to work on your own pleasure.

Too caught up in the feeling of your pulsating clit, you completely missed the sound of the front door opening and closing. You missed the sound of your roommate heading right to your door, barging in the way he always had in the past, not thinking twice about it. You gasped, dropping your vibrator and making a quick move to cover yourself as much as possible. His jaw dropped, an immediate hunger turning his warm honey brown eyes dark with lust. You whimpered softly, pressing your thighs together at the way he looked at you like a man starved.

“Were you just uh...”

“Masturbating? Yeah so...” You hummed awkwardly, hoping he would get the hint so that you could die of embarrassment in solitude, but instead, he stood there, mouth agape at your still naked body.

“Jesus, you’re so much more beautiful than I ever imagined. My mind could never have done you justice.”

“You....your mind? You think about me?” You hummed in shock, trying not to touch yourself again just at the sound of his ragged, hoarse voice.

“Y/N...fuck” He groaned, and you watched as he cupped himself through his jeans, making you moan. “Please baby...let me watch you touch yourself.” He begged, and with the desperation on his face, you couldn’t resist him. Your fingers slipped down your stomach, sliding effortlessly over your wet hole. He grunted at the sight before him, and you whined pathetically as he pulled his cock out of his jeans, stroking it before you. You were so close, you could feel your toes curling as you dipped your fingers in to reach that delicious spot inside you.

“Cum for me, angel. Go on. I wanna watch you fall apart.” He demanded. At his order, you whimpered, reaching your high just as Tom began to cum. Both of you huffed, catching your breath as the realization of what had happened began to set in.

“Tom...I-”

“Before you say anything else...I meant what I said. And I know that’s probably not the best way to tell you that I like you but...yeah.” He mumbled, rubbing the back of his head.

“I like you too.” You whispered, leaning up on your knees. “So next time...instead of touching ourselves...maybe we could touch each other.” You smiled coyly, making him swallow harshly.

“Give me five minutes, and I will gladly take you up on that offer.” He chuckled, pressing you to the bed and kissing your lips tenderly. Maybe it had been a little embarrassing that your roommate had walked in on you at a vulnerable time, but you couldn’t have been happier that he did.

No more requests, please!

okay wait the 181, 182, and 187 was supposed to be list a i’m an idiot

You are not. I love you too, thank you for requesting!! IDK if this is any good but I tried.

Both of you had exhausted everything there was to do in the house, and you were getting antsy. Currently, you were sitting on the couch...well, Tom was sitting on the couch, you had your back on the floor, draping your legs on the cushion next to him. Both of you were scrolling through your phones, breathing softly before Tom broke the silence with a groan.

“I am so bored!”

Your mind wanted you to say ‘Let’s play a game’ or ‘I’m sorry you’re bored’ or even maybe ‘Let’s make a Tik Tok’. But of course, you couldn’t have said something normal like that. No, you had the pleasure of listening in horror as your mouth moved against your will, the feelings you’d kept repressed deep inside your mind spewing out before you could stop them.

“If you’re bored; wanna have sex?” You hummed, gasping when you realized what you’d said. “Tom...wait I’m so so-”

His face was serious as he leaned down, gripping your shoulders and pulling you up and situating you into his lap. You gaped down at him in shock, probably resembling a fish more than you would have liked to admit. His hands, which were cupping your knees, scooted up your thighs before resting on your hips, his eyes trained on your lips the whole time. Your breath was caught in your throat as you decided to make that final leap, pressing your lips to his.

He tangled his hand in your hair, moving your head so that he could kiss down your neck hotly, growling in satisfaction when you mewled out, grinding your hips down on his. He bucked his own up to meet your movements before huffing out a breath across your chest.

“Oh fuck. Are you sure about this?” He whispered against your skin, giving you goosebumps. One of his large hands pressed on the small of your back, pressing your chest into his as you groaned.

“Are you?” You countered.

“Me?!” He chuckled lightly, bringing his mouth back to yours before murmuring against your lips “I’ve wanted this for so long.”

“You have?” You paused, “I-I have too.”

He hummed in satisfaction, his kisses becoming sloppier and more feverish. You whined into his plump lips as his hand moved to your front, dipping his hand into your jeans and swirling his fingers teasingly in your wetness.

“Already? Do I really have that much of an effect on you?” He grinned, licking the tops of his teeth and making you whimper as he leaned forward, sucking and nipping at the skin of your neck.

“Should we take this to the bedroom?” You asked breathlessly, making him chuckle.

“Hmm. No. I think I’ll take you right here. Right on this couch...get you to scream my name loud enough for the neighbors to hear.” He hummed practically ripping your shirt off of you before pushing your hips back, encouraging you to stand.

In what was possibly record time, both of your clothes were torn from your bodies before he gripped your hips tightly, pulling you on top of him once more. With a couple unsuccessful pokes, he finally pushed his length inside of you, making you both moan at the delicious feeling before he set a steady pace into you. You shouted out, bouncing on his cock and digging your nails into his shoulders as you bit your lip at how good it felt. He was hitting that spot inside of you with no effort at all, using your hips and the muscles in his own legs to assist your movements.

The closer the both of you got to your highs, the more profanities slipped out through your clenched teeth, and the more you could hear Tom mutter your name mixed with praises and the constant ‘mine’ escaping him, only edging you on further. You were his, and the fact that he knew he completely owned your ass made it all the better.

With a satisfied sigh from you and a strangled groan from Tom, you both came, resting into each other as you caught your breath. He pressed a kiss to your temple, helping you stand up and slip his cock out of you, chuckling when you whimpered at the feeling. After making your mandatory trip to the bathroom, you came back to the livingroom with Tom to find him in his boxers, holding up your panties to you.

“I meant what I said, you know.” He mumbled as you began getting dressed.

“I know.” You nodded confidently, meeting his eyes and making him smile. And though you knew it would change the dynamic of your friendship forever, you decided to tell him the truth. “I did too.”

No more requests, please.

Tom loved to tease. In fact, he would make it a personal game to tease you into submission or until you cried, whichever came first. You couldn’t complain though, you loved it when he did this. You loved it when he used you.

“P-please Tommy. I can’t take anymore.” You whimpered, though you both knew it was a lie. You could handle so much more and you both knew it. He chuckled lowly in his throat, circling your clit with his index finger maddingly slowly. It wasn’t nearly enough to get you off, just enough to keep you stimulated, writhing beneath him as your whines gave away your desperation. “I can’t handle the teasing.”

“Awh, but baby...” He cooed condescendingly, mocking you. “You sound as if you like my teasing.” He pressed harder on your slick clit, making you cry out louder and buck your hips into his touch. As punishment for moving, he gave your needy pussy a reprimanding slap, making you groan and throw your head back.

“Grab the headboard for me, will ya? You’re gonna need to hold onto something for this.” He chuckled darkly, and you scrambled to do what he told you to. Without warning or hesitating, he thrusted into you, making you both groan in ecstasy before he set a brutal pace. His thumb never left your clit, drawing slick circles over it as he pounded relentlessly into you.

“Oh god, Tommy. Feels so good.” You huffed, feeling his breath fan across your face and chest.

“Christ. Squeezing me so tight. I wanna die in this pussy.” He growled, and you snorted out a laugh, making him pause.

“You did NOT just say that.” You chortled.

“I guess I did.”

“Are you gonna make me cum, or are we just going to- oh fuck, fuck.” He cut off your sassy comment by resuming his punishing pace into you.

“Don’t you forget who is in charge here, darling.” He teased back, bringing you both to a mind-blowing orgasm.

No more requests, please.

“You’re my new pillow.” You hummed to your best friend, snuggling closer into his side, trying desperately to ignore the thrumming of your heart.

“Are you comfortable, darling?” Tom teased playfully and you hummed softly, wishing that you could just kiss him.

You’d fallen for Tom about a month after getting to know him. How could you not? He was charming and funny, and so damn good looking, and you tried desperately to find the right way to tell him how you felt.

The movie played on his tv, but you could feel his burning eyes on you, and not his favorite film of all time. Your heart was pounding, and you turned your head to confirm that yes, he was staring at you.

“What are you staring at, Holland?” You joked.

“Nothing, nothing.” He shrugged his shoulders and shook his head. Leaning up, he placed his hand behind his head, focusing on the tv once more, furrowing his eyebrows and pressing his lips into a hard line. You could tell that he had more to say, but maybe he were feeling just as nervous as you were. Sucking in a deep breath, you willed yourself to just say the words you’d been wanting to say for ages.

“I think I love you.” You mumbled, eyes trained on your hands.

“What?” He whispered back, gripping your chin to make you look at him again. “Wait...do you think you love me, or you do love me because that is an important difference in phrasing and I don’t want to-” You interrupted him, pressing your lips to his quickly. Much to your own surprise, he didn’t hesitate to kiss you back for even a second, quickly wrapping his arms around your waist in an effort to pull you closer until your chest was flush with his own. The warmth of his skin radiated off of him and onto you.

“I do. I do love you.” You whispered. “How could I not? You have always been so lovely to me. You’ve always been there when I needed you. You were right here all along.”

No more requests, please.

“I don’t need you! I’m fine on my own!” He shouted at you, making you roll your eyes angrily.

Tom had always had a short temper, something that the mob thrived on, but you, his girlfriend and right-hand woman, hated it. He loved to remind you that you were replaceable, someone who could pack your things up tomorrow morning and he wouldn’t even bat an eye. And you resented him for it, even if you knew he were lying through your teeth.

He was stressed out, that much was clear. But for him to take out his stress on you, like he always did, was completely unfair. And you were sick of it. So, you did what the two of you always did best, screamed at each other until your throats were sore.

It wasn’t healthy, but then, nothing you’d done in the years since joining the mob to be with Tom had been healthy. You screamed things you didn’t mean, and he retorted by calling you names he normally never would. For a moment you began to realize just how toxic your relationship really was. But, of course, you knew that it was a poor time to bring that up. Even still, as the thought crossed your mind, you fell silent, tears pricking at your eyes and slipping down your cheeks. Tom, who was in the middle of a rant, paused, eyes frantically searching your face.

“Wha- wait why are you crying?” He asked quietly, reaching his hand up to wipe some tears off your cheeks before you batted his hand away with a scowl.

“Don’t worry. I’ll take care of it.” You hiccuped through your tears. “I’ll take care of everything. I always do.”

He grimaced, running a hand down his face. It was his move when he realized that he’d taken it too far and made a mistake. It was showing you that he was making progress. He took a few deep breaths, calming himself before he gently tangled his fingers with yours.

“Baby...what can I do? How can I fix this?”

“For starters, you can learn to talk to me. I know you get stressed out, and I know that you think you have to keep me out of the business but, you can’t take on all of this alone. If you don’t learn how to let me in after all the times that I’ve proven to you that you can trust me, then I don’t know if I can do this anymore.”

“I know...” He whispered, hanging his head in shame and pulling you closer to him. “I know, and I’m so sorry. I’ll do better. I promise you.”

You sighed, knowing you couldn’t stay angry at him long. He wasn’t perfect. Hell, he wasn’t even close, but he was yours. And as long as he was willing to work things out with you, you’d always be right by his side. The Bonnie to his Clyde.

No more requests, please.