Roommates and Red Wine, Episode VI

The two nights since Matt called you out for catching him in the shower and for playing with yourself in your room have been long and awkward.  You have talked with him, but only about surface level things because Shelly has been present the whole time.  The time has been really weird.  Shelly dominates the conversation, which is nice, because you have no idea what to say to him in front of her.  It is easier for him it seems.  He keeps her talking and sneaks these deep penetrating looks at you, which you can’t help but return.  He makes you nervous yet excited.  You find yourself secretly wishing Shelly would leave so you could have private time with Matt.

You are relaxing after another long day at work, enjoying a glass of red wine in the living room.  Though, to be fair, the glass has turned into most of a bottle.  You start daydreaming about having the apartment to yourself with Matt when you hear voices outside.  Matt and Shelly arrive home.

“Hey!” you announce yourself without getting up.

“Hey yourself!” Matt says, smiling at you, before disappearing into his bathroom.  Shelly grabs another bottle of wine and two other glasses and joins you on the couch.

“Shitty day” she says without saying hello and starts raging about her day at work while pouring out some wine.

Matt returns wearing a hooded sweatshirt and shorts. “Thanks,” he says to Shelly.  She nods at him without stopping her story.  You share yet another deep stare into each other’s eyes and drink your wine quietly.  Shelly’s phone rings. “Shit, hold on–” she storms out of the room, obviously talking to her boss, leaving you alone with Matt.

“How was work?” You eventually break the silence.

“Fine.  The same. You?”

“Fine.”  This is awkward, you think to yourself.  You feel like you should say something about the other day.  You take another gulp of wine and start in “You know, I wanted to apologize about the other day.  I shouldn’t have stayed and watched you in the shower.”

Shelly bursts back into the room and continues raging about work before he can answer.  He just smiles back and shrugs. The night continues like the last two had, with Shelly talking and you exchanging stares with Matt, until Shelly’s phone rings again. “Shit!” she says again.  “Yeah fine, fine.  No I’ll just take care of it tonight.”  She hurriedly packs up her things and throws her jacket on.  “Guess I have to go back to the office to fix this bullshit.  Be back later.”

Matt smirks at you as she leaves, then looks down at his empty wine glass.  “Looks like we need some more wine.”

He sits next to you on the couch and fills his glass before emptying the rest of the bottle in yours.

“Thanks,” you hear yourself saying.  He turns and takes you in,  scanning from your head down to your toes and back up again.  You feel a little self-conscious.  If you had known you’d end up alone you’d have dressed differently this evening.  Instead, you just threw on a black tank top and a pair of grey shorts after your shower earlier.  Now, you are loosely wrapped in a blanket.

“No need to apologize,” he says, responding to your earlier comment.  You finish your wine in a long gulp.

“That was our last bottle too.” You say, looking down sadly at the empty glass.

“It’s ok. We can share,” he says as he nods down at his glass.  He moves closer to you so he can sit right next to you on the couch before leaning in to give you a sip of his wine.  He lingers over you for a moment, so close the scent of his cologne and the red wine on his breath surrounds you.  You peer up at his eyes when he gives you a quick kiss on the lips.  He begins to pull away when you feel one of your hands pulling him back into you. The kiss is wetter and longer and you work your tongue into his mouth to touch his as you feel his hand glide across your cheek. The kiss lasts for several moments before he pulls back to sit back down. He is much closer to you now. He smiles at you and takes another sip of wine.

You feel yourself easing your body down closer to a laying position on the couch and you rest your legs over his lap.  His hands start to slide up and down your bare legs underneath the blanket.  He is quiet, admiring your legs with his hands and eyes for several moments when he finally breaks the silence.

“It is nice to finally have you to myself.”

“I know,” is all you find the nerve to say, his touch distracting you and making you anxious.

“I’ve been thinking about you a lot since that day…since we caught each other.”

“You have?” You hear yourself say in amazement as his hands work up past your knees for the first time, stopping at the point where your shorts begin.

“Yes.” He states simply. He stops everything for a moment and stares down at your feet before breaking the silence again. “You have no idea what I wish I could have done when I followed you into your room that day.”

A few silent moments pass as he continues to rub your lower legs when he turns and stares into your eyes yet again.  He grabs you by the hips and pulls you down toward him more.  You are laying completely now, with your legs entirely in his lap.

“Want some more wine?”

“Yes,” you say in response.  He leans in and you expect him to bring the glass to your lips.  Instead, he dips his finger in the wine and touches his finger against your lips, letting the wine drip down into your mouth. He does this a few more times.  The sensation of his finger across your lips tickles slightly but in a good way.  He does it again and you playfully lick and suck on his finger tips as you look up at him.  You feel him harden under your legs, which you start to shift side to side to rube across his cock.  You suck his fingers into your mouth a little more and he puts the wine glass down, freeing up a hand to explore your body.

His hand works its way down your cheek to your neck and chest before he fondles your right breast.  He grunts ever so quietly at the realization that you have no bra on under your tank top. He pulls his hand out of your mouth and with both hands shifts your tank top down underneath your bare breasts.  He smiles and picks up the wine glass again, dipping his fingers in the wine.  You expect to taste the wine on his fingers when he stops early, and drips the wine on your left nipple.  You gasp as his fingers rub the wine into and around your nipple, which hardens instantly at his touch.  He repeats the process with your right nipple.  Your body squirms at the simultaneous feeling of his hands on your breasts and his growing hard cock underneath your thighs.

He drizzles more wine on both of your round, aroused breasts before sitting up over you and licking it off.  The sensation of his tongue against your breast makes your body twist and turn. “I love that,” you hear yourself say in between sighs and moans.  He continues licking and sucking on your wine-drenched nipples for what seems like an hour, pausing only to add drip more wine onto your chest.

Finally, he stops and looks up at you and you pull him in to kiss you as hard as you can.  He now lays on you completely and you wrap your legs and arm around him.  You whimper as you feel his hard cock rub against your inner thighs and occasionally across your clit through your clothes. You kiss and grind into each other for a few moments before you feel him get his arms under you completely. He lifts you up to a sitting position and then over into his lap.  You kiss wildly and passionately as you get comfortable in his lap.  Eventually straddling him.  He pulls your tank top up over your head and fondles your breasts with his hands while you kiss.  You pull back and tug on his sweatshirt, which he pulls over his head before grabbing the blanket you used to be wrapped in around you both.

Your bare chests crash into each other as you make out for some time.  His mouth explores your neck and upper chest while his hands slide down your shorts and cup your ass.  He chuckles briefly at the realization that you have nothing on under the shorts.

Your desire is building up and you feel your shorts getting wetter and wetter.  You sit up and then stand long enough to slide your shorts off.  You step out of them once they hit the floor while your hands help guide his shorts down past his hips and off completely.

Normally you would suck his cock some first but you’ve waited so long you can’t help it.  You are dripping wet and his cock is already so hard.

You climb back up into his lap and waste little time rubbing your wet pussy over his hard cock before sitting down on it.  You whimper quietly while he moans loudly before saying “Fuck me!” really loudly.  You giggle and pull him in for a kiss while you start to rock back and forth on his cock.  His hands work down your spine halfway before he pulls the blanket back up around your shoulders and continues.  You appreciate the added warmth as his hands hold your ass and caress it as you ride him.  He pulls out of the kiss and licks down your neck and sucks on your nipples.  You gasp and ride a little harder, rocking back deeper and a little faster.

“You feel so good” you hear yourself say as he fucks you and sucks on your nipples.  He smacks your ass playfully, making you tighten on his cock.  You feel a sensation shoot up your body as he pulls you back in for a kiss.  You love feeling him inside you while your tongues collide while his hands guide your hips and ass as you rock back and forth on his hard, thick cock.  You feel an orgasm making its way and you pull out of the kiss and your head rocks back a little.  He sucks on your neck and down to your breasts.  Somehow you feel him harden even more and he gasps.  Your energy feeds off his and vice versa, when, in a series of deep rhythmic moans you feel an explosion inside you as you both climax together.  He lasted just long enough, you think to yourself as your body relaxes into his.  You feel him pulsating inside you and you wrap your arms around him, pressing your breasts into his chest and kissing him deeply.  You linger for a moment before finally standing up and leaving to go clean yourself up in the bathroom.

Roommates and Red Wine, Episode IV

Your mind starts to run through all of the what ifs.  What if you had taken off your clothes and slipped into the shower?  Would he have turned and embraced you and let you help him? Or would he have been too shocked to continue?  What if he had turned and saw you there watching him?  Would he have been startled or would he have invited you in?  What if things lasted a little longer and he caught you outside the door, feeling yourself up and fingering yourself?  Would he have been horrified or would he have taken you then and there?  The what ifs drive you insane.

Your turn your attention to what you wanted to do with him there in the shower.  You can see yourself pressing your wet naked body against his, wrapped in a full embrace in the midst of a deep kiss.  Your tongues in constant contact.  You see him fondling your ample, round breasts as you take his cock in your hands and stroke it for him, marveling at how hard it feels in your hand.  You picture him peering down at you, towering over you really, as you take him into your mouth over and over again, moaning to show him how much you want him.  You imagine him picking you up and pinning you against the shower wall as he enters you and you practically scream.  Or maybe he’d rather bend you into the shower wall and enter you from behind.

You are unbelievably horny now.  You lay topless under the covers of your bed.  You vaguely remember pulling off your shirt and unclasping your bra but the details are lost in the sea of fantasy that you have been enveloped by since you saw Matt stroke himself off an hour earlier. Your left hand has been squeezing your bare breasts and tweaking your nipples for several minutes now and the fingers on your right hand are soaked from fingering your pussy and stimulating your clit.  You reach over to your night stand and pull out your vibrator and a dildo before peeling off your shorts and thong.

You lay back on top of your covers that are already a little soaked from the last hour.  Normally you’d use lube but after the week you’ve had since meeting Matt and what you just witnessed you don’t need it today.  You’re practically a faucet.

You place your vibrator up against your clit and get back to thinking about Matt and the things you would do with him. You start it slow and gasp almost immediately at the rhythmic sensation pulsing through your body from your clit to you arms and legs.  After a few moments you turn up the speed to half way.

“Mmmmm” you moan out, louder than you thought you would.  You feel a little orgasm building and you start to fondle your breasts with your free hand.  You start to make a lot of noise but you can’t help it.  A mini-explosion emanates through your body and you start to shake but only for a moment.  You take your free hand off your breasts and grab the dildo.  You slide it over your clit and down to get it wet before easing it in and continuing with your vibrator.

“Oh,” you hear yourself cry out over and over again. Before long another small orgasm cascades through your body.  You need more though.  You’ve been waiting all week and you need something more intense than this. You turn up the vibrator a little more and slide the dildo in faster.

You bite your lip before making a series of incoherent noises that are somewhere between a scream and visceral grunt. You feel something deeper building and slow down your vibrator back to halfway.  You picture it’s Matt and his thick cock thrusting inside you and almost immediately you start to quiver, but more powerfully than the first too. You roll over slightly and moan loudly into your pillow.  Your vibrator ends up out of your hand but you don’t care.  You use your fingers and start rocking into your dildo when it starts.  You hear yourself scream into your pillow and then bite it to hide the noise as you ride a deep lingering orgasm that seems to repeatedly roll through your body like an earthquake with aftershocks.

After what seems like minutes it subsides and you push the dildo and vibrator off to the side and lay still as you close your eyes and wait for your breathing to catch up.  You start to think about how you will need to change the sheets before you fall asleep tonight.  They are so wet you think to yourself with a smile on your face.  You feel more relaxed than you have in weeks and try to remember the last time you came so hard.  You start rolling through your recent sexual experiences but don’t get very far.  The exhaustion of the week has finally caught up to you and you feel yourself drifting further and further into darkness.

Room Service for Breakfast, Part IV

You keep stroking his cock and kiss down his chest as he adds, “I wish I had time to prolong our finale but today something shorter will have to do.”

“I’ll take what I can get for now,” you say as you reach his hips with your mouth, letting his cock touch against the flesh of your breasts. His cock is slowly getting larger and harder and the aching desire you feel for it returns.  You lock eyes with him, smile, and gesture down towards his cock as you ask “Should I?”

“You don’t have to but of course I won’t say no,” he said with a smirk and a wink.  You smile again and take him into your mouth a few times very slowly, pausing to swirl your tongue around his tip before taking him all the way in a few times. He continues to grow and is rock hard as you do this for a few minutes, and eventually you feel his tip hit the back of your mouth each time you take him in at which point you pause to stroke him and suck on the tip.  You feel his legs squirming and his breathing get sporadic from pleasure. You pause and look up at him. “That’s the best sight I’ve seen today” he says in between moans before adding, “You should get on for a ride.”  You smile, take him all the way into your mouth a few more times before sitting up and climbing on top of him.

He moans very loudly as you rub his hard cock against yourself so he can feel how wet you are.  You tease him a little eventhough you can barely wait anymore. You bite your lip a bit from excitement and desire and then give in.  You slide him in and ease down on him as far as you can.

You both let out groans of intense pleasure. You start to rock back and forth after you take a few moments to enjoy his hard and thick cock completely inside you.  His hands explore your chest and back and hips and legs.  “Oh my god,” you whisper as you both moan a little.  

“You are so tight and wet,” he responds as his hands guide your hips to rock harder.

You bite your lip to keep quiet, even though you are alone, instincts have taken over and you’re always used to being quiet.

You moan a little louder on accident. “You like this?” he asks, gliding his hands up your sides to your breasts, which he fondles and teases before squeezing hard and taking each of your nipples into has hands to pinch.

“Ahhh…my god!” you say in response, instinctively grinding into him harder.  You feel yourself tightening around him as you rock ever harder on his cock.  He squeezes hard on your breasts and you feel a shiver run through your body.  Your hands find his hands and you pull his hands against your breasts as hard as you can as you feel your head rock back.  Your body quivers on his hard cock as the two of you squeeze your breasts hard and you let out a series of moans as you begin to orgasm again.  First soft but then louder and louder as a new wave of sensation shoots up your spine and throughout your body as his hands twist your nipples one last time.

You collapse briefly against his chest before he sits both of you up.  He kisses you deeply again as you feel him so hard deep inside you, your breasts pressed against his chest again, like they belong against his chest.  He wraps your legs around him and pushes you back until he is on top of you. He breaks off his kiss and plunges himself deep inside you while swirling his tongue around your left breast and nipple.  He thrusts like this for some time, eventually encouraging your legs to wrap around his waist.  He pulls himself up a bit and grabs the baseboard of the bed frame for leverage and begins thrusting so hard and deep.  You hear the skin of your bodies colliding and you gasp and groan and whimper with each thrust.  His breathing is so fast and hard now.  He must be close.  Then he thrusts as deep as he can over and over again and you hear him groan as he bursts inside you.

He continues to thrust for a few moments, completely emptying himself inside you, before collapsing into you, sucking on your left shoulder as you both recover in a sweaty, exhausted, satisfied pile at the base of your bed.

Room Service for Breakfast, Part III

You kiss down his chest toward his lower stomach, making sure your breasts touch the bare skin of his chest, teasing him, as much as possible.  You can tell by his body movements and breathing that he is really into it, his legs and torso keep squirming slightly in response to your actions. When you get to his lower stomach you linger there for a few moments, rubbing your breasts into his cock before rubbing it through his pants with your hands.  You look up at him and see that look of desire in his eyes again.  You let out a little giggle flirtatiously as you unbutton his pants and pull them down.

At this, your guest sits up and pulls you into his lap, guiding your hips to grind into his, your breasts pressed firmly against his chest. You lock eyes for a moment before he kisses you so deeply and passionately it catches you off guard. You feel your tongues collide and explore one another, swirling around each other. Occasionally he pauses to suck and nibble on your upper lip. The sensation makes you gasp.

It seems like his hands are everywhere…they are on your hips and drifting down to caress your ass and driving you into his ever hardening cock.  Now they are on your breasts, squeezing and teasing your nipples before gliding around and down your back. He lifts you up tilts you back and you both crash down onto the bed. He is on top of you and kisses his way down your cheek to your ear lobe and neck. He whispers “Not just yet” and pins your arms down above your head, his hands clasped in yours.

“I’m not done enjoying your body yet,” he whispers as he kisses down your neck to your breasts again. He lingers for a few minutes, sucking on each nipple, groaning as he does so, which makes you moan even louder.  He moves down, and in a break of action you hear yourself quickly say “I could do this forever.”

His mouth gets to your hips and your body can almost not handle it anymore…he sits up and takes one leg in each hand, putting you where he wants you. You lock eyes again for a moment and then he licks down your right inner thigh before plunging his tongue against your clit, licking it up and down. You take a pillow and cover your face as you moan and your body bucks a little…he licks the side of your clit up and down on one side and then the other before sucking on it and flicking his tongue out to tease it now and then.  Eventually he works a finger against one side of your clit, gently, and pins your clit to it with his tongue. Your breathing is so fast now and you yearn for him inside you.

“Please!” you say in between breaths and moans. You say it again, though not sure how loud this time as you feel like your ability to focus is fading again.

You feel his fingers inside you again and it drives you crazy.  You feel yourself tightening around his fingers already. His fingers are pulsing inside you again while his tongue and mouth continue to suck on your clit. You feel shakes in your legs and hips again and this time you moan out really loudly as your hips drive your clit up into him. You feel energy rip through your body again but it doesn’t stop right way. He keeps going and so does the overwhelming sensation shooting through your body and you moan more loudly than you have in a long time before feeling your hips relax down onto the bed as your hand finds his to let him know you need a break.

You close your eyes and escape under the heat of you blanket again as you hear him leave the room to use the bathroom sink again before feeling him get under the covers again.  He pulls you near him, rubbing your back and legs. Your hand glides down his chest and you drape a leg over him only to realize he’s not wearing his boxers anymore. you look up at him and he kisses you deeply again and shifts you around a little so he can fondle one of your breasts.

“I could do that all day,” he says eventually. “I really wish I could too.”

You find yourself only able to moan a little in return at first.  “You’ve got me so wet,” you eventually say as you look up at him. He just smiles and you climb up on top of him a little so your breasts are firmly against his chest.  You kiss him then ask “How much more time do I have?” as you find his cock and start stroking it slowly.

“Mmmm,” you hear him say as you feel him harden a little and instinctively thrust up gently into your hand, “Enough time for a finale.”

Room Service for Breakfast, Part II

You sit up slightly and peel your shirt up over your head. His hands glide up your hips to your stomach and quickly over your breasts to your shoulders. You feel him push you back to a lying position gently before he returns his attention to your breasts. He massages them gently and deeply. You gasp and turn your head toward your pillow. He continues this for some time, occasionally pausing to trace around your nipples with one of his fingers.  Your nipples harden quickly, making everything he does to your breasts more intense.  You hear him breath deeply and catch him looking down at your body longingly…nothing but desire in his eyes.

His hands glide back down to your hips and your inner thighs.  You breath in and let out a whimper as his tongue touches your left leg just above your knee cap before drifting down to your inner thigh and going up to the crease between your legs and groin and then going back down to your knee.  He does the same thing to your right knee and inner thigh as one of his hands rubs over your entire pubic area before honing in on your clit.  You bite your lip and moan loudly as he starts to rub your clit gently, up and down, while his mouth, tongue and teeth explore your inner thighs and hips.  He is biting, nibbling, and sucking. He pauses and you look down at him and he looks up at you.  You lock eyes while he slides a finger inside you slowly, gently, deeply.

Your breathing is getting faster and you close your eyes and lay back again.  His mouth bites your right hip just hard enough.  A rush shoots up your body as his tongue works its way to your breast and sucks on your right nipple…all the while you feel his finger pulsing inside you…he slides a second finger inside you and is now also rubbing your clit with his thumb.  You find little noises escape your mouth, almost without your permission.  He moves his mouth and tongue over to your left nipple and breast. Sucking and nibbling and licking while continuing his work with his hand.

“You are so wet now,” you hear him say but he’s almost distant.  Your body twists and you feel yourself tightening around his fingers inside you as he shifts his body so he can lick down your chest and stomach and back to your hips.  You feel his fingers inside you pushing back against the pressure as you tighten even more.  His other hand starts to rub across your wet clit lightly but quickly at first…then gradually you feel the pressure on your clit increasing. You instinctively thrust your hips up and you moan and breath ever faster.  He doesn’t stop.

“My god,” you moan as you tighten around his fingers even more and you start feeling your legs and hips shake a little.  You fight a little at first but his hands keep working and working and you catch him admiring your body as he works.  Another wave of shakes starts to come and you’re not sure you can stop it or want to stop it this time.  You let out a few moans and turn to bite into your pillow as you quiver, feeling yourself tighten so hard around his fingers and feeling the energy pulsing through your body.

You are laying in bed, basking in the after glow of the pleasure your guest just gave you.  You hear him washing his hands in the bathroom across the hall. You don’t know him, yet you really hope he comes back.  You feel cold and pull one of your blankets up around your naked body. “Knock knock” you hear from the doorway.  Your guest is smiling again. “Guess I took too long in the bathroom. Are you cold?”

“Yes,” you say quietly as you admire him for a moment before asking “Are you going to leave?”

“I don’t have to…not yet anyway. I still have some time.”  You lock eyes with him deeply and gesture for him to come in bed again. “Keep me warm,” you hear yourself saying more suggestively than you meant. He takes off his shirt and climbs into bed next to you and you quickly inch yourself next to him, draping your leg over his and pressing your breasts against him.  You let out a moan at the touch of his warmth and feeling him wrap his arms around you. He responds in kind.

“This is nice,” you say quietly…before rolling on top of him so you could look deep into his eyes again.  You feel his hands roam up and down your back to your ass…and you feel how hard he is. You smile and stare into his eyes and then grind down on his cock and ask “Do I get to play with this?” as you kiss down his chest a little.

“Hmmm. If that is what you want I think we can do that.”