Timmy's Adv. - Anchor Woman

This story is the second in a short series about a shy college geek turned confident stud. It is a spin off from the "Kimmy's Adventures" series I've previously published. This story is an immediate continuation of Timmy's Adventures-College Tutor. The initial setting is shortly after Timmy's dinner date with his coworker Stacey, a TV news woman.

This is a fictional story from the recesses of my perverted mind. Any resemblance to any real people or places is a coincidence. All characters depicted are 18-years of age or older.

Timmy's Adventures-Anchor Woman

Stacey and I were no sooner in the backseat of the Uber on our way to her upper east side apartment than her lips were on mine and her hands were back in my lap. My cock throbbed against her touch and I groaned into her mouth.

"You ever get head in a car before?" Stacey asked, whispering devilishly in my ear.

"Uhh, actually, no," I answered honestly. "Although I did get a blow job in the library bathroom."

"From Kimmy?" Stacey asked. I nodded.

"She is a slut isn't she? my coworker added. "Well, why don't we check back seat blowie off the sexual bucket list?"

"Uh, you sure?" I asked, worriedly as I glanced up at the driver who was slowing down for a stop light. He was a heavy set middle aged guy as far as I could tell.

"Just relax and enjoy," Stacey purred.

With that, my coworker's hands quickly unbuckled my belt then forced my pants and boxers over my ass before she lowered her face to my stiffening dick.

A jolt of electricity instantaneously sparked through my body. My cock hardened completely in her mouth and saliva began to trickle down my shaft onto my balls. I tried to stifle a groan but I guess I wasn't successful.

"Everythin' okay back there Champ?" the driver, who I swear sounded like a character from the Soprano's, asked curiously.

"Um-uh, yeah, I'm fine," I stuttered, about two octaves higher than my normal voice. Stacey giggled then kept right on sucking.

"Yeah, I bet yous are," the driver chuckled as he took a long look into his rearview mirror, which I could tell was directed towards the back seat and not the rear window. I wasn't so sure how much he could see in the dimly lit vehicle. I hoped he was done talking so I could enjoy what Stacey was doing, but no such luck.

"Hey, do I know yous?" he asked, glancing into the mirror again. "Maybe I gave yous a ride before or somehtin?'"

"Uh, n-no," I mumbled. "I recently moved to the city so I doubt we ever met."

"Na, I knows I recognize ya," he replied pausing for a moment, then continued, "I knows where I's seen yous! On the TV this mornin'. You's that new weather guy on channel 7 aren't ya? Tim somethin'."

"Uh, well uh..." I began before he interrupted me.

"Holy shit and the red head in your lap, that's that news broad Stacey Mc-somthin'"

"Well...uh...ummm," I mumbled trying to think of what to say.

Suddenly Stacey lifted her face off my cock and spoke up.

"It's McPhearson," Stacey said authoritatively, "and we'd appreciate a little discretion if ya don't mind, Mr. Uhh?"

"Oh, yous can calls me Ronny," the driver answered. "And yous don't have to worry. Yous secret's safe with me. Hell, discretion's my middle name."

Some how I doubted that but Stacey seemed to be okay with it and she took my dick back in her mouth.

"Hey sweetheart!" Ronny spoke again. "Just make sure ya swallow every drop. I don't wanna hafta' be cleanin' his DNA off my upholstery, capisce?

"Mmm-hmm!" Stacey grunted affirmatively. At that moment I got the impression she had done this before.

"Good," the driver replied. I had hoped he was finally done talking, but unfortunately he wasn't yet.

"I gotta ask," Ronny continued. "how old are ya kid? You's barely look old enough to drink."

"You're not to far off," I retorted, trying to relax and enjoy the oral from Stacey. "I turned 22 last month.

"No shit. Yous look like yous 17," he answered.

Stacey couldn't help but giggle with her mouth full of my cock.

"So I guess you've seen a lot of this kinda thing?" I asked, after a brief pause in the discussion. Stacey started to bob her head faster.

"Yous fuckin' kiddin' me?" Ronny bellowed. "That back seat gets more action than my bed."

"I bet," I replied, before realizing what I said sounded rude. "I didn't mean it like that, uhh...I mean I'm sure it happens a lot in Ubers..Uh well, uhh."

"Smooth," Stacey quickly murrmurred before lowering her mouth back on my cock, her right hand now fondling my balls.

"Nah, it's okay kid," Ronny said. "Me and the missus still have our fun from time to time, but for the most part I live vicariously through lucky fucks like you."

I was starting to laugh when the Uber suddenly hit a bump in the road that caused my ass to fly off the seat and push my cock deep in the back of Stacey's throat.

"Ahhhg!" Stacey groaned as she lifted her mouth off my dick, spit spilling into my lap. "Hey Ronny, think ya can warn me next time?"

"Ha, ha, ha!, sorry sweetheart," Ronny roared. "That manhole cover snuck up on me. I'll try and give ya a heads up next time. No pun intended," he said laughing at his own joke. "Anyways, ya got about five more minutes before I get to your place so ya might want ta' finish him off soon."

With that said, Stacey went back to work and Ronny kept quiet so she and I could concentrate and enjoy the moment. I couldn't believe I was getting road head from this beautiful woman just hours after she'd reluctantly agreed to go on a date with me.

While waiting for our ride she explained to me that her "boyfriend" was a Lawyer she had met about six month earlier at a bar. She said he admitted right from the start that he was married and supposedly in an open relationship. He was hot and she was horny so she didn't really care either way. Stacey held no aspirations that he would leave his wife for a long term relationship with her and was content to hook up with him when their schedules allowed. Besides, she wasn't looking for a relationship. I got the point.

She was reluctant at first to go out with me because she had a "no work relationship" policy because she thinks "shittin' where ya eat' can cause complications. I had to laugh at that. She was okay with hooking up with married men, but dating guys from the office was bad?

Suddenly Stacey's hand moved from my balls to my cock and began sliding up and down my shaft in time with her mouth. Her technique was incredible, especially considering the uncomfortable position she was in. She began twisting her hand around my hard-on while using the flat of her tongue to lick the underside of my dick before swirling it around the crown. After concentrating on the head of my cock for several strokes, she'd thrust her mouth down till her nose was in my pubes and held it for a couple seconds before sliding back up my shaft and doing it again.

"Just about there," I said as I tried to whisper a warning to Stacey. Of course Ronny heard me.

"Good kid, because we're about two blocks away."

Upon hearing that, Stacey increased the pace and about six strokes later I lightly grabbed the back of her head and shot three or four intense spurts down her throat while I tried to stifle my groans. I could feel her throat muscles contract as she swallowed each gush. A few seconds later her tongue was wiping my cock clean of any remnants. Stacey lifted her head up with a big smile just as Ronny came to a stop in front of her building.

"Here we are kids," Ronny said cheerfully as he reached into the back seat and handed me a roll of paper towels and a garbage bag. I thanked him and quickly dried my lap and pulled my pants back up. As I handed the paper towels and garbage bag back to Ronny, I informed him I'd put the tip on the app.

"I gotta tip for him," Stacey suddenly blurted and before either Ronny or I knew what she meant, her hands were under the hem of her dress and she was pulling her panties over her flats. She flung the skimpy underwear into the front seat. "Here ya go buddy. Enjoy! And thanks again for the lift."

Without missing a beat Ronny raised the panties to his face and inhaled demonstrating what a pervert he was.

"Thanks sweetheart, I'll enjoy these later," Ronny chortled. I shook my head in disbelief. Stacey blew him a kiss, opened the door and stepped out of the car.

I'd just gotten out and was about to close the door when I heard Ronny yell and saw him reach into the back seat. "Hey champ, take my card. I'm gonna be on the clock till 2 a.m. in case ya need a lift afterwards. Otherwise, have a good time, and give her a poke for me." With that I closed the door and the vehicle sped away.

The short ride up to the fifth floor of her eight story early 20th century apartment building was relatively quick and uneventful. Stacey got a distasteful look from a couple of old ladies when they noticed she was holding my hand. We busted out in laughter when they got off the elevator one floor before us.

"Pardon the mess," Stacey said as she unlocked and opened the door to her small one-bedroom unit. "I wasn't expecting to entertain company tonight."

"Trust me, no worries," I responded as we entered into a quaint open living area with a kitchenette off to the left. It was clean but obviously lived in. Almost immediately I noticed an old fashioned clock with Roman numerals hanging on the far wall reading 9 p.m.

"Told ya you'd be home an in bed before 10 p.m.?" I said beaming.

"Ya know what else that clock says," Stacey asked, smiling mischievously? I shook my head.

"It means it's time for you to lick my pussy!" and with that Stacey lifted her dress above her waist, plopped down on her couch, scooched to the edge and spread her legs wide. I assumed that she was all worked up from sucking my dick.

The site of a woman's pussy is a thing to behold, and Stacey's was no exception. Her puffy lips pouted at me seductively underneath the cover of her bushy patch of fiery pubic hair.

I put my glasses in my jacket pocket, flung it over the adjacent love seat and fell to my knees between her thighs. I inhaled deeply, savoring her feminine scent then tentatively ran my tongue up her slit and began to circle the entrance to her hole.

"Don't waist your time tonguing my gash," Stacey commanded. "Just concentrate on my clit and I'll be cumming all over your face in no time."

Who was I to argue? So I did what she asked and moved my tongue up till it found her 'little man in the boat.'

"Oh Yeah!, that's it Timmy!" Stacey yelled. "Yeah, right there!"

I began using the tip of my tongue on her nub then lapped it with the flat part while her ass writhed around on the cushion. I swear I felt her clit grow and stiffen. After a minute or two of that I sucked her nerve bundle between my teeth a nibbled it gently, driving her crazier.

While continuing my relentless assault on her clit I looked up to see she had freed her large right breast from her dress and was sucking madly on her pink nipple. There's nothing hotter than a woman slurping her own tit as far as I'm concerned. I quickly noted that she enjoyed having her boobs sucked, then went back to concentrating on her clit.

I took her love button between my lips and flicked my tongue continuously over her little bean until her body stiffened and she released her massive tit from her mouth. Her hands went to the back of my head and pushed my face firmly into her pussy.

"ARRRGH!...Timmy I'm CUMMMING!...UNGGGH!

She wasn't joking when she said she would cum all over my face. By the time her body stopped trembling, she'd washed my mug in her juices. It took several seconds before she released my head from her grip allowing me to come up for air.

""Ha, ha, ha, Holy Fuck!" she laughed as she saw my stunned face dripping with her nectar. "You okay Tim?"

"Never better!" I smiled, still gathering my wits.

"Well that was fuckin' awesome," Stacey said as she took her dress and used it to wipe my face clean. "Kimmy and the sisters of Chi O taught you how to lick pussy real well. Now let me see how good they taught you to fuck!" With that, Stacey motioned for me to stand, got herself off the couch, then took me by the hand and led me to her bedroom. I willingly followed like an anxious puppy.

Immediately upon entering her room Stacey stepped out of her dress, ripped off her bra, and laid on the edge of the bed. She put her arms under her knees and spread her legs invitingly exposing her pussy and asshole.

As I began to rapidly remove my clothes, I took the opportunity to soak in Stacey's beauty. Her pretty, smiling face. Her gorgeously shaped breasts hanging alluringly from her chest. Her flat stomach and toned legs showcasing her athletic build. Millions of people viewed her on television every weekend, but I was one of the few lucky ones who could say they saw her naked let alone have sex with her. I stood in front of her awestruck, my cock sticking straight out from between my legs.

"Fuck you're so hot Stacey!" I said admiringly.

"I bet you say that to all the Chi Omega's you fuck," Stacey said with a wide grin. "Now come on and screw me!"

As luck would have it, the elevation of her mattress and my height put my dick right at the entrance to her pussy as I took my place standing between her legs. I looked at her adoringly as I grabbed her thighs. She gave me a little nod and I thrust my cock inside her body.

"Ahhhh!" Stacey and I grunted pleasurably in unison as her love tunnel swallowed my dick and my balls bounced off her ass. Her pussy felt like a warm velvet glove as I repeatedly slid in and out of her. I was mesmerized by her large tits bobbing back and forth on her chest with each thrust. I have to admit that I get off on the jiggle of a woman's breasts no matter what size they are.

After several minutes enjoying that position, Stacey told me she wanted me to fuck her from behind. I happily agreed. I pulled out and she positioned herself on all fours facing the head board. I got on the bed behind her on my knees and kneeled between her legs. I took a moment to admire the curve of her ass and the way the width of her hips contrasted with the narrowness of her waist. Then a whiff of her intoxicatingly aroused pussy invaded my nose. I breathed in deeply

Inspired by her sexy body and her scent I placed the head of my cock at the entrance to her pussy, grabbed her hips and instantly began banging her out from behind.

"Ungh!...Ungh!...Ungh!" Stacey grunted each time the tip of my dick bottomed out. She planted her face on the mattress allowing her ass to raise higher in the air. This only encouraged me. I repositioned myself to one knee with the other leg bent at a ninety-degree angle, which allowed me better leverage to pummel her cunt.

Stacey was not the first tall woman I had sex with but I had to wonder, as I did her doggy, how I must have looked banging away at the statuesque beauty.

Her groans and moans became louder and eventually I felt myself reaching my limit. I decided to back off a bit and she took the opportunity to say she wanted to get on top of me.

I willingly obliged and arranged the pillows against the head board allowing me to sit back against them so I would have easy access to Stacey's tits. She then straddled my lap and looked hungrily into my eyes. I stared back lustfully. She then grabbed my cock in one hand and impaled herself with a audible groan on my cock at the same time I thrust my hips up.

It was Stacey's turn to pummel me as she bounced hard up and down on my cock. Over the next few minutes we frantically fucked each other. One moment she'd lean her face near mine and we'd make out then the next I'd push her up slightly, take a tit in my mouth and suck ravenously on her nipple with its large pink areola while rubbing an ass cheek with my other hand. Her moans of pleasure were music to my ears. She'd then placed both her hands on my chest while I switched to sucking her other tit at the same time I sensually rubbed her back. With every movement our passion grew.

When I felt Stacey's climax starting to peak I surprised the hell out of her as I grabbed her tits, mashed them together, sucked both nipples into my mouth simultaneously and began chewing and sucking vigorously on them.

"Timmmmyyy...WHAT The FUUUCK!?!," Stacey screamed as she jammed herself balls deep two more times before lifting her pussy about halfway up my cock. I glanced at her face to see her eyes clamped shut with her mouth wide open but no noise came out. Then I felt her body shake and heard a gushing faucet sound from between her legs. Next thing I knew my crotch was drenched with what felt like a gallon of squirt.

That sent me over the edge. I gave three hard, squishing jabs and emptied my balls for the second time that night, this time in her sloppy, wet pussy.

Stacey collapsed on top of me motionless. My deflating dick slipped from her drenched gash. After it plopped out we began laughing hysterically.

"Holy FUCK!, That was Amazing!" Stacey blurted. She lifted her torso off my body and looked at me, still some what dazed. "Nobody's ever done that to me before.

"When you sucked on my tits at the same time it's like an electrical current went directly from my nipples to my clit and made my pussy explode," Stacey explained. "I've squirted in the past, but never like that. Damn! So, which sorority sister taught you that?"

"Her name is Debbie Donahue, but she was a cheerleader, not a Chi O," I replied matter of factly. "And everyone called her Double-D Debbie."

"So, I have Double-D Debbie the cheerleader to thank for that orgasm, huh?" Stacey asked whimsically. "Well, I have to hear more about her!"

(To Be Continued - Timmy's Adventures -DD Debbie)