Maddie's Morning Surprise

Story Info
Maddie wakes Drew with a pleasant surprise.
2.2k words
4.1
24k
8
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

I wake to a warm ray of sun filtering through the dusty window blinds onto my face and within an instant am struck by the fact that maybe those last couple shots from the previous night were not a good idea. A need for water and aspirin is immediately apparent, but hasty movements are out of the question as well. Better to ease into a hangover. I stretch my body out and that's when I become aware that I'm not alone in bed, as my foot finds skin behind me. Dammit. Drew.

Quickly replaying the end of the previous night through my head: did I do anything stupid? He walked me home, a quick and relatively tame makeout session before we tumbled into bed and then we both crashed out. This is now the third time I'd woken up with him in my bed, each of them something of a surprise. I genuinely like the guy, but he's not the type of guy I normally go in for: quiet, sort of dorky, ineffectual, entirely average. But he clearly likes me, even if he's too shy to make any big bold moves. And yet, still, here I am in bed with him. Again.

I roll over from my right shoulder to my left to face him, now reminded that I'm down to little more than a skimpy pair of cotton panties. He's still asleep, peaceful, breathing slowly in and out, eyes shuttered, hair tousled, stubble another day closer to the beard he has no trouble growing. His unimpressive chest rises and falls slowly.

I recall getting ready to leave the party at Leanne's house last night, ready to stumble the couple blocks to my bed, already out the front door and on the way home when Drew catches up to me with "Maddie, where you going?" As I turn around to face him, he's already up to me and I lean into him and give him a hug as I mutter that it is time for me to turn in. After half-heartedly trying to change my mind, he offers to walk me home and I agree; it is always better to have a companion, especially at this time of night. I see myself as an independent girl capable of taking care of myself, but I ain't no dummy.

The walk home was mostly drunken chit-chat, recounting the drinks we had, the people we talked to, and other such nonsense, until we quickly arrived at the entrance to my dorm. Drew sputtered and stumbled a while, hoping to extend the night, and I took pity on him and moved in for a kiss. His touch was soft and sweet - I always like kissing him - and the distant kiss soon turned into a little heat and I pulled away and invited him in. Once in we tumbled onto the couch in my darkened front room, continuing to drunkenly kiss. Once Drew eventually got up the nerve to move on to grabbing my butt, and then getting a hand up my shirt, I put an end to it and told him I needed to get some sleep, then led him into my bedroom and let him watch me undress in the dim light of the streetlight shining through those same raggedy blinds.

Which brings me back to this moment, watching Drew sleep. I don't feel an all-out attraction to him, but he's easy. So many of the other guys I find myself physically attracted to are either childish buffoons or over-privileged assholes who get off on treating other people like shit. Drew's none of that. He's nice to me. He's nice to other people. He's mature. He's steady. He's easy to be around. And I just feel like he worships the ground I walk on. And he's sleeping just inches from me in this uncomfortable little twin bed. Sure, he probably just wants to get in my pants, the way all of those other guys do, but he's respectful.

Well, enough laying here staring at him for now. That need for water and aspirin, and a new need to go to the bathroom, are taking over, so I roll over, find the floor with my feet and bid a hasty retreat to the bathroom just outside my bedroom door. A quick splash of lukewarm tap water into the glass on the counter, a couple - better make it three - aspirin popped into the mouth and a quick seat on the toilet. There we go, now we're getting things done. After a quick wipe, I stop to examine myself in the mirror briefly. I look only slightly better than I feel but if this aspirin does the trick, I'm still hoping to avoid the worst of the hangover. I'm actually feeling better now than I expected to feel when I woke up just a few minutes ago - a good sign.

Back out of the bathroom and immediately back to the bedroom - not real interested in interacting with either of my two suitemates that share the other bedroom. As I sneak in my bedroom door, I notice immediately that my movement woke Drew up, as I see his big blue eyes take me in as I enter. He smiles and gives me a "good morning, beautiful" that makes me feel so good as I slip back under the covers with him.

In a burst of self-confidence, I press my bare chest up against his and give him a good, long, deep kiss to bring him the rest of the way out of his slumber, and he responds in kind. I wiggle the rest of my little body up against his and feel a bulge in his shorts, a bulge I've become only slightly acquainted with in our previous encounters. But, I know it is pretty big. And with that burst of confidence continuing, my hand slides down his stomach, slips inside his boxers, and in mere moments I've got his cock in my hand. I pull away from our kiss to see his expression and find a mixture of surprise, uncertainty and ecstasy in his face, a look that only makes me want to resume our kiss. As our lips and tongue mingle, my right hand begins to assess the monster in its hand. I'm no virginal schoolgirl, but I've certainly never encountered something the size of what Drew has been hiding in his pants. Morning wood has him rock hard and he is enormous. And the dirty thoughts in my head turn even dirtier as we continue to kiss.

Quickly, I pull away from our embrace and throw back the covers, then I slowly slide down his body, keeping my eyes on his face as I creep lower and lower down the bed. With every inch, the expression on his face turns more expectant, until I find a spot for myself between his legs. I'm certainly not comfortable, with my ankles and feet hanging over the edge of the bed and my butt practically squished up against those blinds in the window, but there I am between his legs, my hands reaching to open the fly on his boxers that barely contains his cock. With a slight movement of the fabric, it flops out towards me and catches me even more by surprise as it stands up to greet me. "Wow" is the only thing that comes to my mind and my lips.

Leaning down, I look up at Drew's eager face with only his enormous cock in between us. I grab it with my hand and slowly, gently stroke it from tip to base. It is longer than my face and, of greater concern, is thick; what have I gotten myself into? But as I stroke him, I know there's no turning back now, not that I would want to. This is a beautiful cock, with its throbbing pink head and tight balls. He's done nothing to clean up down there, but I don't mind a little hair. I move in, stick out my tongue and give that head a nice long lick, as if it were my first attack on a popsicle, and with that Drew lets out a contented "Mmmmm," his first vocalization of any kind. Encouraged, my licks become longer and longer until I'm licking his whole shaft, and with each visit back to the top, I'm already tasting Drew's pre-cum, leading me to guess, hopefully, that he's probably not going to last all that long once I get him inside of my mouth.

But, with my hangover still present, this contorted position I find myself in is doing little for my comfort, so, before proceeding any further, I rise and get off of the bed and find a spot to kneel on the floor on the side of the bed, gently prodding Drew to turn his body sideways to match me. He puts a pillow against the wall, leans against that and moves his legs to either side of my body, giving me much easier access to his cock. Now that we're both more comfortable, his eyes lock onto mine, letting me know without words that he's ready for the show to continue.

Again I go down, once more giving his shaft a good long lick, from the base all the way up to the top, then I left my head, open my mouth as wide as it will go, and descend upon his cock, keeping my eyes on him and giving him the sexiest stare I can muster. He gasps as I take him inside of my mouth. Even with my mouth as wide as possible, as I go down on him, his girth stretches my mouth even wider - down past the tip, then back up; down past the tip and then back up. I'm no stranger to sucking cock, and I'm normally pretty confident in my abilities, but this one is quite the challenge. On my third downward thrust, I try to see just how deep I can get him into my mouth, but barely make it any further; maybe just an inch past his tip. But I can tell by the look on his face that he was grateful for the effort. In order to up the stimulation, I call on my right hand for reinforcement, using it to stroke the rest of the shaft while my wet mouth continued its work.

All the time, the only thought going through my mind is how much I was enjoying this. Obviously, it's not that there is physical stimulation for me, but the mental stimulation is amazing. I'm playing the part of the sex goddess, and I've got Drew's full attention. Every little move I make is driving his crazy with desire. He can't bear to take his eyes off of me. He's beyond the point where he can even speak. I'm sure he's fantasized about such a scenario plenty of times before, but I'm sure I'm making the reality even better than he imagined.

With these thoughts in my mind, it is time to up the ante even more, so on my next trip back up his cock, I take my mouth off his cock, stick out my tongue, glide it down his shaft, all the way down to his balls, and as he looks on in amazement, I begin to lick his balls. Gliding from one to the other briefly, he again audibly gasps in appreciation. Encouraged, I take the right one in my mouth and suck on it gently, then spit it back out and move to the left one, giving it the same treatment. After I spit that one out, I grasp them both in my hand and lightly massage them as my tongue ascends the shaft again, up to the tip and then opening wide and taking his cock into my mouth again.

I notice that Drew's breathing has definitely picked up and his beautiful blue pupils have dilated even more, so I press on to the finish line, picking up the tempo as I go down on him with gusto. He reaches out his right hand and touches my hair, softly, just caressing my head as it bobs up and down.

"Oh yeah," he mutters softly, signaling his nearness.

Three more strokes on his cock and I see his eyes go blank with euphoria as a rush of saltiness hits my tongue. I pull back off his cock and let the cum that is already in my mouth slide out, down my chin onto the edge of the bed, while his next spurt hits me in the nose, followed by another that finds my mouth again. I let that seep out too, still staring at Drew as he stares back at me in amazement as his orgasm subsides. I gently lick up the last few dribbles out of his cock and again let the cum slide down my chin. I have no doubt in my mind that at this exact moment, I am the single sexiest woman on the planet.

"You're amazing," says Drew, as I rise to my feet and then crawl onto the bed beside him.

"So are you," I reply, coiling up against him, both of us content and ready to get another round of sleep under our belts before facing the rest of the day.

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
2 Comments
AnonymousAnonymousalmost 10 years ago

Nice job. Your pretty good at this.

AnonymousAnonymousalmost 10 years ago
MORE!

More! I'm sitting here with a boner and need more! Looking for the next installment.

Share this Story

story TAGS

Similar Stories

That's What Friends Are For Justin's best friend Samantha will do anything for him. in First Time
Snowbound with Her Crush Ellie's dream comes true, when Dex gives in to temptation.in First Time
Beauty and The Beast A young woman finally realizes what she wants in life.in NonHuman
Bad Kitty A Hot Hookup at a Party, turns into so much more.in Erotic Couplings
Way Out of his League Nerdy guy catches the attention of a beautiful young woman.in Romance
More Stories