What If... !?!

What Sorry I've been MIA for so long. Life has continued to be stressful and I've been distracted by random other stuff. In an attempt to battle the burnout, I decided to go back to my roots and just write for my wife. So expect the next couple stories to be this... What if things had been different / sexier / faster with a college romance.

For those waiting on stories, I haven't forgotten you... I will desperately try to knock out what I owe you in January. I love all of you. Merry Christmas and thanks for the patience.

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"I'll see you back in my room in ten minutes?"

"Give me fifteen so I can get all clean for you," she replied.

"Why? You're just going to get hot and sweaty again!"

We both laughed. It had become an inside joke at this point. Not even flirting. Not really. Ellen was a serial dater but also a "good girl". Even the thought of her coming to my room for random sex was so silly it was surreal to even think about.

Ellen was undeniably sexy though. Athletic, muscular legs that you couldn't help but imagine being wrapped around you. And an ass that you couldn't help but stare at. She was dating a pseudo friend of mine and not really my type though. Or probably more accurate I wasn't her type. Popular girls didn't go for me. Frankly, the dry spell I'd been having for the last year seemed to indicate that not that many girls went for me at all. Part of that was my own standards. I seemed to lust after girls I couldn't screw up the courage to talk to while finding faults with girls I knew better. It was the kind of stupidity common to college boys, I imagine, though I didn't know that at the time.

We walked back as a group to our dorm, ascending the large stone steps into the vaguely gothic honors dorm. The oddly out of place gargoyles looked more humorous than scary in the summer twilight.

The dorm split left to right as we walked in. I headed to the left and Ellen followed me through the wooden double doors separating the men's wing from the lobby. "You following me back to my room?" I asked rhetorically.

"Maybe…" she said. I looked back and she shimmied her hips suggestively then laughed.

"You're such a tease," I said. The tightness in my pants was having the predictable effect on my mental state.

"So? Whatcha gonna do about it?" she responded. Her tone was innocent and joking but the naked challenge of the words combined with my growing arousal fueled a surprising boldness in me.

I stepped closer to her, trapping her between the wall and my body. I was about eight inches from her, too close for socially appropriate distancing but not exactly intimately invasive. I whispered to her, "Break up with your boyfriend and be in my room in twenty minutes if you want to find out."

She swallowed and looked at me. Her eyes flicked side to side as she studied my expression. "We broke up yesterday," she said quietly. She was tall. Only about three inches shorter than me. And yet the way she spoke seemed so quiet and subdued it made me feel powerful in a way I'd never experienced.

I started to apologize. The words that would have come to my lips at any other time would have been, "I'm sorry. I didn't know," but my arousal and her body language scratched that right out and instead I smiled and said, "Good. Be there in fifteen."

The silence between us lasted another couple of heartbeats and then the elevator opened. I put my hand out to hold the door for her and she stepped into the elevator still with a deer in the headlights kind of look. "Oh. And Ellen?"

"Yes?" she said, her voice scratchy as if all of the moisture in her mouth had abandoned her.

"Wear that clingy blue dress."

The elevator door slid shut as I said it but I swear it looked like she shuddered a little bit. I walked to my room, lost in my own thoughts. Flirting with Ellen was usually fun but this had been something else. This had been intense. And impossibly arousing. I felt like my cock was going to burst any moment. Just the thought of Ellen kneeling in front of me and looking up at me the way she'd just done was enough to make me feel like a orgasm was imminent.

I got to my room and immediately stripped off my shorts and jumped in bed, cock in hand. This wouldn't be the first time I'd jerked off thinking about Ellen's glorious bubble butt, but it might be the quickest. Hell, I might cum before she even got here.

The thought train that followed made me laugh and soften slightly. As if she was upstairs primping and preening. As if Ellen would come back down stairs to "find out" anything.

"I can't believe I said that," I muttered to myself. "You're a real idiot, Jason."

My erection was now down to half mast as I mentally berated myself for even having this fantasy. Ellen had no shortage of guys that wanted to date her. And this despite her well known reputation for not putting out. The fact that I even momentarily entertained the thought that she'd have followed through with the, admittedly very hot, flirting had me feeling like a real loser… and kind of an ass. I resolved to apologize to her the next day.

I climbed out of bed and grabbed my bath stuff. Like most dorms at the time, ours had a communal bathroom shared by all but the lucky few owners of on-suite bathrooms. I wrapped a towel around my waist and slipped into the requisite flip flops before walking to the door.

That's when the knock came. I jumped a little, sending my razor flying to the floor where is landed on the cold tile with a plastic skittering clink.

"Yeah?" I said, as I looked around for my shorts to slip back on.

Whoever it was must have taken that as an invite to come in. I notoriously kept my door unlocked pretty much all the time. The large 8 foot wooden door swung open and Ellen slipped inside. The first thing I noticed was her face. She looked shy and ashamed. Not the bold girl I was used to bantering with. The next thing I noticed was the blue dress she was wearing. It was a popular style in the 90s. A form fitting blue cloth dress that looked like it was made from t-shirt material. It always rung my bell when she wore it because it clung to her body in every nook and cranny. It seemed almost impossible that she could even be wearing underwear. Needless to say, my cock came roaring back to life.

"What are you… why are you…" I stammered.

She looked at me, her shyness still evident on her face as a genuine smile split her lips. "Sorry I'm late."

"What?"

Her smile widened, "You told me fifteen minutes and it took me seventeen," she looked at me with her characteristic boldness returning, "You did expect me to show up, right?"

I ran my hand through my hair, "I mean… not really," I responded truthfully.

She frowned and put her hands on her hips, "What's my reputation, Jason?"

"What? I mean that's the thing. You're not… you know… nobody thinks you're like… I dunno… slutty or anything… you're a g…" I stopped myself.

"A good girl?" she said, finishing for me.

I simply nodded, trying desperately to keep my eyes from memorizing the contours of her body instead of staring at her adorable face.

"Well… good girls do what they're told," she said softly. The shyness was back and she bit her lip, looking vulnerable. I stepped forward, feeling that arousal fueled power surge through me again.

This time I was right up against her, truly trapping her between my body and the door. "No more teasing," I said simply.

She shook her head, never breaking eye contact. I pressed forward and kissed her, our bodies pressed against each other as our mouths found ourselves hungrily devouring one another. She murmured something into my mouth and pressed against me, in intensifying the contact as her hip rolled across my erection. She started to reach her hands up for my head but I grabbed her wrists and pinned her to the wall. A moan emanated from her as her entire body responded to me. My reply was simply to intensify my kiss. I pulled her hands over her head so I could hold them with one hand, freeing my other to run down her side and cup the perfect ass I'd been longing to squeeze for years. Another moan into my mouth conveyed exactly what she thought of that.

Her ass was just as perfect as I imagined and I noticed something else. I broke my kiss and placed my lips right near her ear. "Are you wearing underwear?"

She whispered, "No… you only told me to wear the dress."

I pulled away and looked at her. We smiled at each other, momentarily breaking the game until she bit her lip cutely again and said, "Still think I’m a goodie-goodie?"

"I’m starting to be convinced," I said and leaned back in to kiss her. I could have kissed her for hours. Her lips were oddly cool and moist and her tongue seems to touch my mouth in ways that sent electricity through my entire body. She somehow made me feel in charge and uncertain all at once. We made out for awhile like that, hands exploring, bodies grinding until I had enough and needed more. I grabbed her and shoved her to the bed where she landed with a yelp that turned quickly into a mirthful laugh. It wasn’t the girlish giggle you might expect but rather the chuckle of someone who just discovered a brilliant new secret.

“What?” I asked.

“I wish we’d done this sooner,” she said.

“Me too.” I climbed above her, placing one knee between her legs as I pinned her to the bed. Her body arched up at me, offering me her neck which I kissed hungrily.

“Are… are you… are you going to fuck me?” she asked. I started to say ‘hell yeah’ but the look on her face spoke of vulnerability and… a little bit of fear.

“Are you a virgin?” I asked as my fingers pulled up her dress, sliding along her thighs that she was already spreading for me.

“Yes… but… I’m ready,” she said, though her eyes belied the words. I thought about it. Did I want a quick fuck? Yes… I mean… what 19 year old college kid wouldn’t? But as hot as this was and as good as I knew that would be, I wanted more. And that meant not pushing her too far, too fast. Not abusing this… trust? Whatever this was she was giving me in the moment.

“I’m going to fuck you,” I said and she whimpered, “But not until you’re actually ready. First, I think I need to show you what happens when you tease a man.” I grabbed her hips and flipped her over.

Her yelp of surprise was followed quickly by a content, “mmmm,” as my hands slid her dress up her legs and over her hips, finally revealing that gorgeous ass I’d dreamed of. It was everything I’d imagined and I simply couldn’t help myself. I gave it a playful smack and she just wiggled her butt back at me in response. Laughing, I gave her other cheek a smack and she murmured something into the bed sheet.

“What?” I said.

She turned her head to the side and whispered, “Harder.”

“Harder?” I asked.

She had her eyes closed as she nodded slightly and I smacked her ass again, this time more than playfully. Her response surprised even my fantasy of the moment. She groaned, grinding her hips into the mattress and spread her legs. “So good,” she whispered.

My fingers traced up her inner thigh and I marveled at the heat emanating from her. When I was inches from her opening, I allowed my finger to flex upward, grazing the soft lips of her pussy. They were wet. Wetter than I’d have dreamed of. And again she spread her legs and sighed happily. “You like that?”

“Yesss,” she hissed. I smacked her ass again, even harder and she responded with a moan and another, “Yessss.”

“You need a good hard fucking don’t you?” I asked as I teased her wet lips.

“Yess,” she whimpered. “Do it… please?”

I smacked her ass, “Who would have thought that you were so hungry for cock.”

“Mmm… yess,” she said again, “If you won’t fuck me, let me suck your cock. Please?”

I smacked her ass three more times in quick succession, enjoying the squirming and writhing before standing up and pulling my towel off. “You want this?”

She turned around and her eyes went straight to my cock. “Oh yeah…,” she said and dove in. Her mouth opened hungrily as she took my cock in. The soft suction and the way her tongue slid around my shaft made me see stars for a moment. I pumped my cock into her mouth slowly at first, conscious of avoiding an accidental triggering of a gag reflex. As she got more into it, I placed my hand on her head and she moaned enthusiastically. I quickened my pace, feeling an orgasm coming quickly?

"Where do you want it?" I groaned, knowing that my endurance was going to lose our to my arousal shortly.

She pulled off of me and looked up, "My mouth… or my tits," she said, panting for breath.

I stroked my cock with one hand, "Your tits," I said. She smiled up at me and quickly grabbed her dress, swiftly yanking it over her head and leaving her completely naked except for her sandals. She knelt down in front of me and looked up, staring at my cock in anticipation.

Her wait wasn't long as she was now kneeling down exactly as I'd always imagined. One of her hands was squeezing her tit and the other was between her legs, rapidly bringing herself closer to her own orgasm. I felt the first rush of cum erupt from me and I grunted, feeling weakness in my legs that threatened to make me collapse onto her. The cum flew out, landing on her perky, exposed breasts and earning a moaning gasp from her. "It's so warm," she whispered as the next couple shots landed on her. "Mmm… so much… is that because of me teasing you?"

I couldn't talk. I simply nodded as I stood over her. She closed her eyes, one hand playing with the cum on her chest and the other accelerating to blinding speed as she strummed away. Finally she let out her own gasp of release and her body shook violently as if every muscle in her head tenses up and then simultaneously released. She leaned back against my bed, a glorious, beautiful mess as she looked up at me. "You know, if that's your reaction to teasing, I might never stop."

I simply smiled as my mind raced with the possibilities.