This was her first time trying this. She stood on the wet sidewalk, watching the tiny car move along the path in her direction as she waited to be picked up, and all the while, the closer the car got, the bigger the butterflies in her stomach became.
I can’t believe I’m doing this, she thought to herself. It’s been a while since she had a real date, let alone an intimate moment with another person. She’d tried all the other apps and dating websites, but every single one would either fall through or she’d be stood up all together. She was over it and needed to let loose, and to her luck, a co-worker had recommended the “ride share app.”
“Imagine Tinder meets Uber. No shitty date, no chance of being stood up, and no stalker creeps knowing where you live after.” So being in her months long dry spell, she thought, why the hell not give it a go?
As the light rain drops continued to fall around her and a gust of Fall wind blew up under her black raincoat, she pulled her hood further over her head and hugged herself tightly. Her legs were completely bare, save for the mesh pantyhose tucked into her black Doc Martens. Her legs were completely donned in goosebumps before the black Escalade pulled up to the curb, and she nearly hopped inside, forgetting about the journey she was in for and focusing solely on getting dry and warm.
“Jessica?” The female driver asked. She was older, maybe in her 40s or 50s, her hair a mop of tight amber curls that framed her tan face. Her eye make up was heavy, to say the least, and there was a “no bullshit” air about her. Probably better off.
“Yes,” the young woman responded. She lightly shook herself free of droplets and tried to get comfortable. And then it hit her again… the purpose of this ride. “I uh… don’t really know how this works.”
“Your first match is just five minutes away. Don’t worry love, if you’re ever uncomfortable, you can just press the alert button on your phone and I will know to drop you back to your original location.” Jessica immediately felt a bit of relief, but that didn’t stop the now King Kong-sized butterflies that were swooping around in her stomach.
As the car rolled to a stop, Jessica took notice of the girl standing on the corner and watched her hop in. They were in nearly the same outfit – combat boots, her sheer black tights, but her unzipped black leather jacket showed off the black mini-dress she had on underneath. She was curvy, too. Not too heavy, but just the size that showed off her plump ass, thick thighs and swollen breasts.
“Hey,” the ride sharer greeted, “I’m Alex. Jess, right?”
“Yeah, nice to meet you. You look…” Jess began to awkwardly stammer, and she could feel the blood rushing to the tips of her cheeks.
“You too,” Alex grinned through her bright red lipstick, and she began to scoot closer to the other girl.
“I should uh… preface this by saying, this is completely new to me.”
“Completely new?” Alex smirked as her red-painted fingertips began to crawl onto Jessica’s near-bare thigh. Jessica’s skin twitched at the feeling of Alex’s cool fingertips peeking through the holes in her tights. Her heart was practically in her throat at this point. As she felt the other girl’s fingers creep closer to her thigh brow, her question repeated in her mind as she realized she never answered it. She was just so focused on the feeling on her leg, followed by the feeling of her pussy beginning to throb.
“Not entirely new…” She answered as she coyly pulled the bottom of her raincoat up her legs, spreading them to show off her shaved pussy through the fishnet material of her tights.
“Going commando, I see?” Alex teased as she grazed one fingertip over the girl’s exposed clit, and Jessica just shyly bit her lip, trying to stop her hips from bucking forward into the girl’s hand.
“More than you think,” Jessica sat up straight and slowly unzipped her black raincoat, tugging it off to expose her entire outfit for the night. Her fishnet tights didn’t end at the waist, but rather, what was revealed was a mesh one-piece bodysuit with nothing underneath. No panties. No bra. Alex nearly doubled over at the sight as Jessica leaned back against her side door, spread her legs wide and began to lightly touch herself – one hand to her now wet pussy, and the other massaging her left, perky breast.
“Put me to shame,” Alex half-whispered and nearly crawled into her lap as she pressed her red lips to Jessica’s and grazed her fingertips along the exposed soft, dripping pussy. Jessica whimpered and continued to squeeze her own breasts, taking in the feeling of finally being touched all over after months of isolation. She’d nearly forgotten where she was as Alex unsnapped the crotch area of her one-piece and moved to crouch on the floor of the backseat, her head between Jessica’s legs, and teasingly licked between her flushed lips with the tip of her tongue.
“Ooohh,” Jessica cooed as she gripped the headrest of the backseat, and instinctively placed one hand on the back of Alex’s head. She could no longer stop herself as her hips rolled rhythmically with Alex’s licks, and her breath went in and out more deeply every time. She slid her other hand down her front, allowing her own fingertips to gently rub her creamy outer lips, and her head tossed back and she let out soft moans, “oh my, God.”
All the while, Alex was working on herself, her own hand massaging her pussy that was now soaking through her tights. After a moment, she broke away to rummage in her bag and pulled out a purple stimulator. She pressed it on, quickly jumped through the settings until she was satisfied, then tugged down her tights and pressed the toy against her clit. Jessica watched as the other girl got herself off, and it only turned her on more. She slipped her fingers inside of herself, massaging all around until Alex suddenly smacked them away.
“I’m not done with you, yet,” she stated and went back to lapping at the girl’s creaming pussy, all while continuing to massage her own toy between her legs. As Alex worked herself closer to the edge, her muffled moans vibrated into Jessica’s clit, who in turn ground herself back into Alex’s mouth.
“Holy fuck,” Jessica cried out as she squeezed her breasts tightly and bucked her hips hard, “I’m gonna come, I’m gonna come,” and that only made Alex more determined as she worked herself harder, her hips rolling up and down into her hand, and sucking directly onto the other girl’s clit until she felt a small surge of moisture coat her tongue. Alex took her time licking up the wetness around her clit and between her lips before she grinned up at the blushing rider.
Jessica reached down and pulled the girl on top of her, her previous words ringing back in her ears, “I’m not done with you, yet.” It had been forever since she had such a satisfying fuck, and if they were both in no rush to be dropped off, she could easily go another round.
“Let’s get this off of you,” she suggested as she pulled the girl’s black dress up and tossed it to the floor, along with her boots and tights. She then shifted so she was on top of Alex, completely laid out on the large back seat of the SUV, and planted small kisses along her chest until she took one of her nipples in her mouth. Alex moaned lightly, followed by sharp gasp as she felt Jessica’s fingertips now massaging her still-wet clit. “How’s that feel?” Jessica asked sweetly as she looked down at the naked woman that had just perfectly mouth-fucked her.
“So good… don’t stop,” she pleaded. Alex’s hand roamed her own body before placing it on top of Jessica’s, as if guiding her on what to do. “I want you to fuck me,” she demanded, “and I know you want to fuck me.”
Jessica could feel her own pussy begin to drip again, and she slipped two fingers inside the begging rider who kept her hand tight around her fist. Her fingers flicked around until she was sure she found the magic spot, evident by how loud Alex moaned and screamed. Jessica was sure the driver nearly crashed into the car ahead of them.
“Oh my God, right there. Right there!” She pleaded and moved her hips up and down against Jessica’s fingers. As she watched the girl essentially fuck her hand, she straddled Alex’s thigh, sliding her wet pussy up and down her bare leg, and began to nip along the crook of Alex’s neck as she got herself off. All that could be heard in the backseat at this point were the sounds of women moaning and cursing in pure pleasure.
Jessica paused to slip her soaked fingers out from Jessica’s pussy, and licked them clean before she adjusted her positioning in Alex’s lap so that their clits were pressed firmly together. Jessica began to roll her hips into Alex’s and she let her head fall back as she groaned between deep pants. The driver couldn’t help at this point – trying so hard to respect their privacy in the backseat throughout the trip – but to sneak a peek, and she found herself shifting in her seat against the pulsing in her own pants.
God damn, she thought to herself, and then immediately redirected her attention back to the slow city traffic in front of her.
Jessica’s breasts bounced up and down in the air as she humped herself against Alex’s pussy, and Alex couldn’t help but to reach up and massage them as she jerked her hips up and down in rhythm with Jess’s. “Oh fuck!” Alex cried out as her heart pounded in excitement. She didn’t know what to expect herself on this trip, but so far, everything was exceeding her expectations as their soaked clits slipped and slid against each other like perfect puzzle pieces.
“I’m so close,” Alex panted, and Jess paused once more to kneel down and lap at Alex’s soaked pussy. She watched as the girl went to town between her legs, enjoying every last moment from her point of view, pulling at the girl’s hair between her legs as she whimpered in ecstasy. Not being one to censor herself, Alex continued to let every thought leave her mouth, “Oh yeah, lick me, please,” she muttered as she, too, massaged her outer lips around Jessica’s mouth. Before she knew it, she could feel the final tingling sensation as Alex flicked and sucked at Alex’s clit, and she let out the loudest scream of the ride.
The two allowed their heartbeats to slow down and gather themselves as they searched for appropriate pieces of clothing and regained their breath. Both of their legs were absolute jelly from the near-multiple orgasms they shared throughout their trip.
“Well, thank you for showing me a great first time… I think you sold me on it,” Jessica blushed. While she was extremely outgoing – possibly the most she’d ever been in her thirty years – she was suddenly her bashful self again.
“My pleasure, literally. I hope your, and my own, for that matter, future encounters are just as pleasurable,” Alex winked towards Jessica as she pulled on her leather jacket, and in a few moments, she was back at her own drop-off point. “Enjoy the rest of your night,” she smirked as she hopped out and closed the door behind her.
Shaking Jessica free from her daydreams of her absolute mind-blowing evening fuck with a total stranger, the driver asked from the front seat, “Well, Ms. Jessica, next stop?”
Source: reddit.com/r/sexystories/comments/jar7fk/the_ride_share_pt_1_ff_oral_public