Wednesday, May 27, 2020

What If (Wicked Wednesday #417)

I’ve been working on this story for a while. I wasn’t sure what I was going to do with it, but I’ve decided to post it here. This has gone through several versions, because I wasn’t quite sure how I wanted the story to play out, but the beginning and end have essentially remained the same. It’ll be the last short story I share for a while, because I’m going to focus on finishing one of the erotic romance manuscripts I’ve had on the backburner. Never fear, I’m sure I’ll be back.

In 2018, I reconnected with someone very special to me. Although I’d been writing, that renewed relationship gave me a fresh wave of inspiration and heralded my most productive period of erotic writing. I don’t know for sure, but I believe I do the same for him. My story “Eminent Domain,” which was published in The Sexy Librarian’s Dirty 30 Volume 3, wasn’t directly inspired by him, but I know our reconnection energized me to finish it. He was a big source of inspiration for “Elevator Confidential” (published in Chemical [se]X 2: Just One More), “Chained” (published in Best Bondage Erotica of the Year Volume 1), and just about every story posted on this blog since then – including the one below. I may not be able to share his name, but he knows who he is. That’s enough. So, I’d like to dedicate everything I’ve written in the last couple of years and everything I write in the future to him, the love of my life.

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Hope you enjoy,

Ria ;)
Twitter: @RiaRestrepo

What If
By Ria Restrepo
Copyright ©2020. All right reserved.

We all do it—ask ourselves “what if?” What if I took a different route to work? What if I smiled at the cute guy in the coffee shop? What if I accepted that job in another country?
Sometimes we take the plunge and satisfy our curiosity—good or bad. Other times, we only fantasize about the what-ifs.
One night a few weeks ago, Paul surprised me when he asked, “What if we go on a pilgrimage?”
We were curled up on the sofa watching a documentary about a small Catholic church in New Mexico. Its claim to fame was a room with a round pit containing “holy dirt.” Every year, thousands of pilgrims traveled there to heal whatever ailed them—either physically or spiritually.
When I thought about it, Paul’s suggestion wasn’t that strange. He’d been raised much more Catholic than me. I didn’t believe in organized religion and didn’t consider myself religious. I felt I was more spiritual.
However, I was always up for an adventure—especially when it involved a long road trip with my favorite guy.
Shortly after entering New Mexico, we stopped to fill up the car at an out-of-the-way gas station. I got out to stretch my legs and wandered over to the corner of the parking lot. An old woman had set up a small stand displaying hand-crafted silver jewelry.
She was chattering away in Spanish to someone on a cellphone. When I approached, she quickly ended the call and gave me a broad smile.
I smiled back. “Buenas tardes.”
Her eyes widened and she replied in rapid-fire Spanish. I could understand her surprise. With my pale skin and green eyes, I favored my Anglo mother more than my Colombian father. Still, I had to explain to her in rather stilted Spanish that I wasn’t all that fluent. Thankfully, she slowed down to something I could better understand.
I perused some of her jewelry and pointed to a cuff bracelet with turquoise set in a pretty floral pattern. She eagerly offered it to me and I tried it on. Deciding I liked it, I reached into my purse to pay for it.
“I’ve got it.” Paul appeared from behind me and handed the woman some cash.
I knew better than to argue, so I kissed his cheek. “Thank you.”
Que bonito!” the woman said. “Tu esposo es muy atento.”
I smiled. “No, es mi novio.”
She slapped a hand to her chest. “Ay, lo siento!”
No se preocupe.”
She looked Paul over speculatively, then started fanning herself. “Pero es muy guapo tambien, no?”
Si, es mi corazon.”
Her eyes lit up and she bid us an enthusiastic farewell.
As we walked back to the car, he asked, “What was all that about?”
I chuckled. “She thought you were my husband and said you were very attentive. When I explained that you’re my boyfriend, she apologized and said you were very handsome too. I agreed.”
He took hold of my hand, threading his long fingers between mine. “Maybe that’s something we should seriously consider.”
“Getting married.”
My heartbeat went into overdrive. His touch alone could do that, but this time it was the m-word that made my heart want to escape from my chest.
It wasn’t something he’d mentioned before, so I assumed he was teasing me and gave him one my trademark flippant replies. “You’d have to ask me first.”
He stopped at the passenger side door and looked down at me with a slight smile. “What if I did?”
 I grinned up at him. “What if I said I enjoyed living in sin?”
His brow furrowed, he released my hand and walked around to the driver’s side—without opening my door for me.
That reaction was completely out of character, but I was a strong, independent woman. I was perfectly capable of opening my own door and did exactly that. I was settled in my seat, snapping my seatbelt into place, when he got in the car with an honest-to-God harrumph. Then he slammed his door shut, punctuating his displeasure.
Had he been serious about the whole marriage thing?
I honestly thought we were engaging in some playful banter, but he didn’t answer my smart-ass comment like I expected. He definitely seemed upset. I wasn’t sure how to fix the situation, so I took a wait and see approach. Maybe it would blow over.
We got back on the road and I left him alone while he silently brooded for several miles.
Eventually, he asked, “Is it the age difference?”
“What? Of course not! We both know you’re not much older than me.”
“But I look much older.” He raked his fingers roughly through his thick mane. “It’s this hair.”
I released my seatbelt and moved closer to him. “I love your hair.” I slid my fingers leisurely through the soft silver strands. “I think it’s sexy.”
He glanced at me with a slight smirk. “It doesn’t help that you look like you’re twelve.”
“I do not!” When he looked my way again, I raised an eyebrow. “And what would that say about you if I did?”
Finally, there was amusement twinkling in his blue eyes. “Are you implying that I’m a dirty old man?”
“Well, dirty and man are true enough.”
“Okay, maybe you look twenty-five.”
Suddenly, a thought occurred to me. Maybe this whole pilgrimage was about more than him reconnecting with his religious roots. After all, it was a beautifully quaint little church in a very scenic locale. Maybe he’d been planning a romantic proposal and the woman’s innocent comment gave him an opportunity to feel me out.
My heart stopped for a couple of beats when I considered that he might have been planning a surprise wedding. However, I quickly dismissed that idea. That would require a lot more advanced warning.
What if he’d come up with some incredibly sweet way to propose and I ruined it with my smart-ass tendencies? Not only that, I also made him doubt his appeal and my feelings for him. I never imagined loving anyone as much as I loved him, so that idea didn’t sit well with me at all. Without knowing what was in his head, though, I didn’t know what to do.
We both sat in silence for a while as the miles flew by. He was probably worrying about his age while I wondered how to rescue the situation.
I spotted a sign for an upcoming service station and some wicked inspiration hit me.
“Take the next exit. I need a rest stop.”
Paul frowned at me. “Why didn’t you go when we got gas?”
I rolled my eyes. “I didn’t need to go then.”
He sighed, but took the exit.
When he parked near the station, I swiped the keys from the ignition. Since he decided to take the old Plymouth he inherited from his grandfather and lovingly restored, there was no trunk release button.
“What are you doing?”
“I need to grab something from my bag.”
He looked suspicious, but I didn’t give him the chance to ask any questions. I hopped out, opened the trunk, got what I wanted, and shoved it into my over-sized purse.
That done, I walked around to the driver’s side and tossed him the keys through the open car window. “Be right back.”
In the ladies’ room, I found an empty stall and exchanged my T-shirt and jeans for a flirty little blue sundress. I slipped off my bra and panties too for good measure. Then I went out to the sink area and rummaged in my bag for some lipstick and a couple of hair bands. Grinning at myself in the mirror, I put my long brown hair into two very girly pigtails. The last touch was a coating of bright red lipstick on my pouty lips.
“Oh yeah, you’re a Lolita look-alike alright,” I told my reflection.
If there was one thing I knew would cheer him up, it was some naughty roleplaying. Once he was in a better mood, I’d let him know just how much he meant to me. Hopefully, that would get us back on track.
As I walked through the convenience store area, I had another brilliant idea. I quickly found what I needed and went to the cashier. I plunked a lollipop and an obnoxious pair of Jackie O style sunglasses on the counter.
Moving as slow as molasses in January, the sleazy cashier—who was old enough to be my grandfather—gave me a long lecherous look as he rang up my purchases.
I gave him my best “no way in hell” look and paid him more than I needed to so I could get out of there. Walking out of the service station, I put on the sunglasses, tore off the wrapper on the lollipop, and popped it into my mouth.
As I approached the car, I saw Paul was too busy looking at his cell to see me, which was perfect.
Bracing my forearm on the driver’s side window, I noisily pulled the lollipop from my mouth and said, “Hey, mister, can I get a ride?”
Startled, Paul dropped his phone. He glanced at me and did a double-take, then his lips spread into a slow sexy smile. “And who might you be?”
I was tempted to say Lolita, but I looked down at my bracelet and said, “Daisy.”
“Sure. Hop in, Daisy.”
Sucking away on the lollipop, I made sure to put some extra swing in my hips as I sashayed around the front of the car—knowing full well that the dress barely covered my ass. I tossed my bag into the back seat, then made a big display of getting settled in the passenger seat, causing my dress to slide up to my hips. There was no way he could miss that I wasn’t wearing panties.
He cleared his throat, started the car, and got back on the road.
“So, ah, Daisy, where are you heading?”
I waved the lollipop in the air with a flourish. “Anywhere. As far away from my shitty little hometown as I can get.”
“That bad, huh?”
“Oh yeah. My father is a preacher.” Daisy was rather flamboyant about talking with her hands. “A real fire and brimstone type. And he’s got the whole town brainwashed. They don’t even allow dancing! Can you believe that?”
He flashed me a grin, but didn’t call me out on blatantly stealing the plot to Footloose. “That sounds awful.”
“And he’s so mean, and strict, and wouldn’t let me have any fun!”
“That’s rough.”
Sucking on my lolly, I lowered my sunglasses and stared at his profile for a long moment.
He glanced over at me. “What?”
“I bet you’d be really sweet to me.”
I tossed the sunglasses onto the dashboard and sidled up to him, my tits pressing against his arm, then traced his ear with my finger. “Yeah, I can tell you’d be kind, thoughtful, and take good care of me.”
“Ah, well…”
Getting even closer, I whispered in his ear, “In return, I’d be your naughty girl.” I grazed his earlobe with my teeth and slid my hand up his thigh.
“I can be so dirty. Just for you.” I traced his growing erection through his jeans.
Paul groaned. “How dirty?”
“Want me to show you?”
“Yes,” he hissed.
He might have thought I’d pull his cock out right then and there, but I had another idea. Moving away from him, I turned and started climbing into the back. The cool air teasing my skin meant he was getting a good view of my bare ass.
I was halfway over the seat when the car swerved. “Shit! What are you doing?”
Tumbling into the backseat, I giggled. “I’m showing you what a dirty girl I am.”
“From back there?” He sounded quite put out.
“Uh-huh.” I sat up and made sure he could see me clearly in the rearview mirror.
When his gaze met mine, I made a big show of enjoying the lollipop the way I loved worshiping his cock. Then I spread my legs wide apart, revealing my shaved pussy. Heat flared in his blue eyes, but then he looked back at the road.
This wicked game already had me hot and wet. When he was watching again, I slid my finger along my damp slit, moaning at the delicious contact. I delved between my folds and got my finger nice and slick. After another glance at the road, I traded my lollipop for my messy finger and sucked it clean while he watched.
“Mmmm, salty and sweet.”
He groaned, but had to look away again.
His eyes on me, I lowered one strap on my sundress until my large tit spilled out. I brought the sticky lollipop to my taut nipple and painted it candy red.
“Fuck!” The car swerved again. “I can’t watch your naughty show and drive at the same time.”
“Then you better pull over, because it only gets dirtier from here.”
I waited while he pulled off onto a service road. When we were safely concealed behind some scrub trees, he parked the car and gave me his undivided attention.
The lollipop back in my mouth, I leaned back and spread my legs even further apart, bracing one foot up on the seat. I traced my puffy pussy lips again, but then gave my clit some much-needed attention. I dipped my fingers into my gushing cunt, relishing having something—anything—in my aching emptiness. My gaze never leaving his in the mirror, I smeared my wetness all over my clit, circling and circling it. Exquisite sensations shivered through my body and my breathing quickened.
I was tempted to keep going until I came, but I wasn’t done teasing him yet. I got my fingers slick again, then smeared my juices over my sticky nipple. I pulled down the other strap of my dress and freed my other tit. I repeated the process on my pristine nipple, coating the hard, fat bud with the sticky sweetness from the lollipop, followed by a generous application of pussy juice.
“I wonder what cherry and cunt flavored nipples taste like.”
His nostrils flared in the rearview. “Maybe you should find out.”
Never one to refuse a challenge, I took one of my heavy tits in my hand, pushed it up as far as I could, then bent enough to lick my nipple. Before I could comment, I heard a rumbling from low in his throat and the sound of the car door being thrown open.
When I looked up, he was out of the car and yanking the driver’s seat forward so he could join me in the back seat.
I squealed when he grabbed my leg and pulled towards him so I fell back along the seat. He climbed in on top of me until he was straddling my chest. A thrill of excitement coursed through me at the dangerous look in his eyes.
“You like sucking on things?”
I nodded my head eagerly.
“Good.” He snagged the lollipop from me and tossed it out of the open door. “I have something better for you to suck on.”
Panting in anticipation, I watched as he unzipped his jeans and freed his cock in all its fully aroused glory. He wrapped his hand around the hard length and stroked it from base to tip for a few slow passes.
Watching him jerk off was always so fucking hot I whimpered with longing. My cunt flooded with a fresh wave cream and I ground my thighs together in a vain attempted to ease the neediness only he could satisfy.
He leaned forward and traced the head of his cock along my parted lips. I stuck my tongue out, licking it, savoring the essence drooling out that was all him. Craving more, I craned my neck so I could take him into my mouth, sucking him softly at first then harder. My gaze traveled up his heaving chest as I took him deeper. He hit the back of my throat as I meet his heavy-lidded blue eyes. Holding his gaze, I swallowed around his cock.
“Fuck!” He grabbed my pigtails and eased himself out of my mouth. “Not so fast, dirty girl.”
He moved down my body, pushing my legs apart to make room for himself. Bracing his arms on the car seat, he hovered over me, his cock teasing my thigh.
“I want to sample those nipples myself.”
He took one taut nipple in his mouth, lapping and sucking on it until I was hyperventilating. “Mmmm, delicious.”
Once he cleaned one nipple, he moved on to the other one and gave it the same sweet torture. I swear I almost came when he lightly grazed it with his teeth, but it wasn’t quite enough. With him keeping my legs apart and avoiding any direct contact with my cunt, I was desperate and about to beg for some relief.
 Sensing my agitated stated, he released my nipple and smirked at me. “As much as I enjoy your cherry-cunt flavored nipples, I’d rather taste it from the source.”
In a few swift movements, he moved back as far he could, grabbed my ass, then had my legs draped over his shoulder and his face buried in my cunt. He dragged his tongue up the length of my drenched slit before focusing his lavish ministrations on my clit.
Moaning at the brilliant sensations he created, I dug my nails into the leather seat and writhed uncontrollably beneath him. He ravished me with his expertise and pleasure built hard and fast. I couldn’t stop the intense orgasm that tore through me even if I wanted to.
I was still quivering with the aftershocks when he shifted again and pushed his hard cock deep inside me. We both groaned at the feel of him filling my tight, rippling cunt. His arms supporting him on either side of my head, he covered me completely. He was everywhere and I loved it.
As he started moving inside me, fucking me in long slow strokes, his face was right above mine, his mouth glistening with my juices and his gaze locked me. “You’re mine.”
“I’ll always be yours.”
The fire in his eyes burned even hotter and he took my mouth in a fierce kiss. I kissed him back just as enthusiastically, my tongue dancing with his, savoring my own unique flavor on him. His thrusts became faster and more powerful as we claimed each other body and soul.
My pleasure built slower this time, but it was decadently languorous. He kissed his way down my neck, sucking and nibbling the tender flesh as he pounded my cunt, his cock hitting the sweet spot deep inside me over and over again. I knew I was going to feel his possession for a long time afterwards, but that was the way I liked it.
The sensations grew stronger and stronger until I was a breath away from coming all over his cock.
Reading me like the open book I always was for him, he rasped in my ear, “Come for me dirty girl.”
Letting the pleasure overtake me, I came for him, my body rocked by an even more devastating orgasm than before. Convulsing with waves of bliss, I cried out and gripped him tightly. He slammed into me a few more times before coming deep inside with a strangled groan.
We stayed locked together like that for some time, my inner muscles trembling around his jerking cock, his warm breath fanning the side of my neck. Gradually, our bodies calmed and he gently lifted his weight off of me.
He kissed the side of my neck. “We should get back on the road.”
“Give me a lifetime. You blew all my circuits.”
He chuckled. “Not bad for an old man, huh?”
“Age is a state of mind.”
He pulled back enough for me to see his face. “With you around, who needs a fountain of youth.”
“Stick with me, big boy, and I’ll keep you forever young.”
Paul blessed me with one of his heart-melting smiles. “I’m stuck like glue, sweet thing.”
I traced his lips with my finger. “Good, because I’m madly in love with you. Always and forever.”
His expression turned serious. “Marry me.”
Grinning, I loved him even more for not making it a question. I’d only ever take that particular adventure with him—my lover, my best friend. For him, I’d always say yes, because he was the answer to all my what-ifs.


  1. This is hot and sexy and sweet and... I love it. He's the answer to all the what-ifs... we all should have someone like that in our lives, right?
    Good luck on all your ventures, Ria :)
    ~ Marie

    1. Thank you so much! I'm thrilled you enjoyed it! :)

  2. Fantastic story. I always enjoy your work and I'm glad that you are back

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  4. Ahh Ria, this was a wonderful read, I adore sexy twinned inextricably with romance and you always nail it!
    I wish you well on your bigger project but hope you will throw us some crumbs every now and then. xx

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