Rideshare Confessions: Anika

Around the end of last year my car went dead. The repairs were going to cost more than the car was actually worth, so I sold it and in the space between selling my old car and buying a new one, I used Uber to get everywhere. Most of my rides were uninteresting or uneventful, but the most unforgettable ride I had was with Anika, the driver who entangled me with her sensual vibe and infectious laugh. Anika was a plump, sexy woman in her early fifties. She had deep reddish-brown skin and her hair was done copper colored braids. She had luscious cotton candy lips and her summer fruit perfume had her car smelling musky and amazing.

Anika was very demure but also extremely flirty, my favorite type of woman. So I was hooked on her from jump. I noticed her nails were the same color as her dress: hot pink. So feminine. I felt lust rising in my stomach at the thought of those beautiful hands wrapped around me.

"I like your nails," I said, leaning forward to get a better look.

"Thank you! I got a new nail tech and she did me right." We reached a red light and she looked back at me, eyes traveling over by body, and smiled. "My toes are the same color."

"Oh snap," I laughed. She was wearing white sneakers. "How do I know you're not lying to me?"

"Here," she said. "Give me your phone so I can put your number in it. If you take me out, I might let you see them later."

We continued chatting and flirting until she dropped me at my destination and I gave her a big tip. Later that evening, she sent me a text: Thanks for the huge tip!

Me: I'd love to see more of you when you're ready.

She didn't hit me back until the next morning: I like drinks 🥰

A couple of days later we met at a outdoor bar I liked. I got there a little early to pregame because even though I've had the good fortune to be able to sample many different types of lovers, every new lover was always felt like unexpectedly running into your crush. As I nursed my whiskey, Anika came in, looking around for me. A red maxi dress hugged every single one of her curves. Her silver sandals let slip a peek of her pink toes, making my mouth water. Every step she took, she jiggled. When she located me in the crowd, she smiled and waved.

"What you drinking?" I asked, signaling the bartender. "You know, if you can't handle the hard stuff, they have special fruity drinks."

"Nuh uh, boy. Don't play with me talking about some fruity girl drinks. What are you having?"

"I'm having a whiskey."

"Bartender, we both having whiskey!" She laughed. When the drink came, she glanced at me, her eyes once again eating me up. She downed the whiskey, then folded her arms over her voluptuous chest.

"Your turn," she challenged. When I downed the rest of my whiskey in one shot, we ordered another round of shots.

Loosened up by the whiskey, we moved. The bar had arcade games, and we indulged ourselves with a $20 I withdrew from the ATM. For every game I won, she had to twirl around in a circle. For every game she won, I bought her a beer. By the end of the night, we found ourselves back in my newly purchased car, full of whiskey and hot wings.

"So," I said, looking over at her. "I remember you said if I showed you a good time, you'd show me something. Looking at you, I think you had a good time."

The liquor was affecting her. She was loose and flushed red. I had a hard time keeping my eyes off her and on our surroundings. She looked up at me with drunk eyes and said, "Drive."

I pulled off and followed her directions, driving through the sunset drenched city before pulling up in an apartment complex. She led me all the way to the rear of the complex and out of a gate, where we drove into a massive open field. The whole time I drove I snuck glances at her thighs spilling out of her dress. At the end of the field was an empty lot. We pulled up there and I switched the car's lights off.

"All that drinking got me hot," she said with a small smile. "You gonna have to take me back to my car in a minute but first..." she shifted in her seat so that her feet were on my lap, wiggling her bright pink tipped toes. She'd removed her shoes. The middle toe on her left foot glittered with a rose gold ring.

"You like what you see?" She asked in an exquisite, dangerous voice. I leaned over her feet, breathed one word:

"Yes."

Then I began to slowly rub her feet and legs, running my dark fingers over her golden skin. Moving her feet into a more comfortable position, I kissed her cheek, and her neck. As my lips made contact with hers, She giggled, then gently moaned. Her fruity perfume filled my nose. I was sure she could feel me throbbing under her soft, well maintained feet, but I didn't mention it, nor did I push our situation further.

She broke off our kiss with a moan. "Mmm. Baby. Okay, that's....yes. That's nice. But I need to go, now. It's gotten late on me, I'm sorry. And I have to get my kids ready for school tomorrow."

I nodded. "Of course." Then started my car and drove her back to her car. The ride was quiet except for Leon Thomas crooning from my speakers. I could feel her eyes on me as we drove in silence. Her juicy pink lips were pursed in a small smile even though her eyes were no longer as glassy from the alcohol. When I pulled up, I walked around to her door, knelt down and put her shoes back on her feet, and when I rose to stand she held me by my shoulders and gave me a long, slow kiss on the lips. When she pulled away, I licked my lips, savoring her lip gloss.

"I had a great evening," she said. "I can't wait to do it again one day."

"One day?" I asked. "Why not in a couple days?"

"Nah uh, I can't." She shook her head, standing. "I have, uh, choir rehearsal later this week. Plus my kids have school and practice. I will call you when we can get together again, okay? Please believe I want to see you again."

After a short pause, I said "Okay." But my spirit was unsettled. I didn't believe her. And it turns out I was partially right. A couple days passed. Then a week. Then another week. My heart tightened in my chest. Anika was ghosting me. Then, just as I was giving up on her and about to try a second date with a woman I wasn't quite feeling, I got a text from her.

I'm so sorry love. Things have been crazy. FT?

I took a moment to consider if I wanted to respond. Visions of her thick thighs and shapely breasts filled my mind. I responded, Yeah, if you have time.

Next thing I knew, her face was on my screen. Incoming FaceTime. The phone blooped for a moment before I answered.

"Hey," I said, forcing down my excitement. She had on purple glasses and her hair was different, styled in soft red curls.

"What's up sexy," she teased, sticking out her tongue at me. "You mad at me, aint you?"

"Not mad. Just getting real close to disappointed."

"Don't be, please? I've been so caught up with family stuff this last couple weeks. It's been a lot on me, but I'm getting past it. I'm sorry for not reaching out. But I want to share something with you that might clear things up."

"I'm listening."

"No, not on here. Do you have plans tonight?"

I pretended to think. "No, I'm free tonight."

"Good. I have the house all to myself. No kids, no h--nobody else will be there to mess up my plans."

"What do you have planned?"

"Well, pasta to start. Some white wine. But we can see what else happens from there."

"Okay this sounds promising," I said, letting a little smile slip. "What should I bring?"

"Just your beautiful chocolate sexy self," she said.

I showered, dressed up in something nice but not too formal: a chocolate knit shirt with cream stripes and light wash jeans, and sprayed on cologne. The drive to her spot was only about twenty minutes or so. She lived in a charming townhouse out in the burbs. Her unit had a fence taller than me. Complete privacy. I got out of the car, went through the gate and inside on her little lawn was a little riding car, a dollhouse, an unraveled water hose. I knocked, and when she answered I was thrown all the way off. Anika was wearing a loose purple house dress that showed off everything going on underneath. When she jumped up and wrapped her arms around me, her nipples were so hard I could feel them through my shirt.

"It's so good to see you!" She squealed. "Come in, take off your shoes, sit down!"

Her house was spotless and very nice. Tasteful decor was everywhere, and the colors of her house and furniture coordinated, everything was dark brown, silver, and white. The whole foyer smelled like food, and it extended right into her living room. Two or three pairs of little kids' shoes were stacked neatly on a rack in the corner.

"I love your home," I said, honestly. I got the sense she was an artistic, adventurous woman based on her decor.

"Thanks," she said, handing me a glass of pinot grigio and waved me over to her kitchen, where a pan of chicken pasta in white sauce sat on the stove.

I sipped while she stirred, then she turned and looked at me with hooded eyes.

"What?" I asked, ignoring the hot bulge in my pants.

"I can't wait." She gulped down her wine, poured herself another big glass. "I have to share my news with you because you look good enough to eat: I'm married. But it's not working. He sucks and he can't keep his dick up unless he sticking it in another bitch or trying to spend up all of my money. I need friends who don't stress me out."

"What kind of friend?"

"A very special one," she said, gazing at me. Her look was all smolder, her lips saying the words in slow motion. I wanted to lick her collarbone.

"Where is your family now?" I managed.

"They're headed out of town. I begged off so that I could stay home and relax myself."

"Your relaxation plans include me, huh?"

"Only if you're willing to help," she said, coming around the island and running her hands over my shoulders. "Are you...willing to be that type of friend? We can still have fun."

"I think my world class foot rub from a few weeks ago answers that question," I said. "Love the purple, by the way."

"I love a Black man who likes feet!" she squealed, wiggling. "They always take such good care of a bitch. Come on, let's go to the couch so that you can be comfortable while you finish your wine."

I followed her lead over to her plush modular couch. It was made up of eight or nine individual sections that just made a large square piece of furniture big enough to sleep three or four people. She flopped down and switched on her TV. I sat near her, and she dropped her feet right into my lap.

"I really appreciate you coming," she said, settling on Living Single. I took another sip of wine, feeling it flow through me. She had her own glass, but reached for mine. She downed it in one gulp.

"I've never...cheated before. But my husband ain't it anymore. He's tired and common. Obnoxious as fuck. I want something new, something exciting." She lifted one of her legs up, bringing her sweet brown flesh close to my mouth and exposing the dark, curly hair on her fresh pink pussy. Unable to hold back any longer, I leaned up and kissed her, began to devour her lips, neck, ears, chest. My hands explored her hips and thighs, grasped her sides and explored her. She was tense at first but at my explorations she began to melt and I could smell her arousal. I lifted up her dress to behold her breasts. They brown and plump with pinkish-brown nipples that made my mouth water.

We kept kissing, there was nothing else in the room but us breathing together, devouring each other. I palmed Anika's breasts, pinched her nipples until she gasped, and squeezed her thighs. She moved her hips while I sucked and licked her. Feeling her vibe, I slid a finger inside her panties and found her hot, wet, and moist. Her breathing was rough and she stared at me as I rubbed her with so much hunger.

"You so fucking nasty. You tried to hide it from me but I could feel it," I teased. She didn't respond, except for a throaty growling moan. "Say it.

She squirmed, but obeyed. "Put your mouth on me," she breathed. I circled her nipple with my tongue.

"Say please," Now, my teeth.

"Oh my God." She hitched, cradled my head. "Please, baby."

She was so sweet. I stripped out of my shirt and my t-shirt, exposing myself to the night.

"Mmm," she said, reaching up to run her fingers up my stomach, along my chest. "I love a solid nigga. Y'all can handle me."

Now it was my turn to grown as I lowered my mouth between her thighs, and as she laid her hand on top of my head, I began to slowly nudge her soft pinkness with slow, lazy kisses. Her pussy was soft and juicy like a summer peach, and I sucked all her sweetness out with long, hungry laps of my tongue up her entire slit. When I began to slowly devour her clit with my slick lips and tongue, she stiffened but she didn't moan. Instead, she closed her eyes really tight and breathed short quick breaths. I slid one finger inside her as I ate and she began to overflow, sobbing, squeezing her nipples.

I paused. "Tell me what I'm doing to you, baby."

"Babyyyy you're about to make me cum!" My dick was hard as onyx. "Ohhhhh my god I'm cumming."

I leaned in, pressed her bud against my tongue and began to suck, my thick finger curling inside her.

"Fuck!" She squealed, drenching my beard. I lapped up every drop of her hot juice. "Fuckfuckfuckfuckfuck!"

As she lay back on the couch, satisfied, I stood and removed the rest of my clothes. My onyx rod was nearly glowing from heat, and dripping precum. She looked at it hungrily, barely breathing.

"Wanna taste?" I offered, stroking the precum around the head, making it glisten. She licked her lips, but shook her head.

"It's too soon for me baby," she said, reaching out to touch it. I made it jump for her and she squealed. "Ohhhhh but it looks so good. I need it inside me. Come on."

I followed her wobbling ass into one of her bedrooms. By the bland decor, I assumed the guest. She handed me a condom, which I slid on. I lined her up on the edge of the bed, pushed her legs back and slid myself inside her all the way to the root. Her red hair spread all around her, framing her like some fiery angel, albeit one with with my black ass dick sliding in and out of her hot pink pussy, putting her purple toes in my mouth. And she was holding her titties up, nipples staring at me as I stroked. whenever I would let her toes out of my mouth I'd suck a titty. I leaned over her and pumped my hips, my hips smacking her as I fucked her so, so deep. She was noisy, squealing and moaning breathing and whispering "oh my god oh my god" as I lost myself in her wet heat.

Feeling that sensation crawling up my thighs, I leaned off so that I could rub her swollen clit with my thumb, easing down my ravenous stroke. It had been a while for me too, and part of me watched myself from some faraway place as I slutted out this beautiful woman that I had only known as my Uber driver until two weeks ago. I fucked her like she belonged to me, making her pant, and her walls squeezed me, covered me with her sweet cream. Her creamy pussy was so hot, so wet, so good. I switched to strong, deep strokes combined with my thumb rubbing circles and my hand around her throat.

"Ugh, oh fuck baby," I groaned. "This pussy is so good...I'm about to nut."

"Ooooh yes," the little slut began to thrust her hips against mine. "Gimme that big fat ass nut baby please, please!

When I came, hollering, I rolled the rubber off and stroked the cum out into Anika's hands, all over her pretty purple nails.

"Whew," she gasped, wiping her hands with a towel as she stared down at my cream-slicked dick. "You know how to use that big mothafucka."

"And he's not done," I said, slapping it against my hand. "How much time do we have before your family gets home?"

"A couple of days," she said. "Would you be willing to be my friend a couple more times this weekend?"

"Oh indeed," I replied, watching her watch me stroke myself. "I'm probably going to have to taste you again after dinner."

"Well damn," she laughed, holding my dick for herself. "Well we better hurry up and eat then, because I'm about ready to be dessert!"