Anal(1)

9

The Commuter: Days 17-18

I have never done anal, please be gentle.

That was a close call I said to myself. That could have turned out so much worse I laughed. My emotions seemed trapped between revenge and relief. I rubbed the red marks on my wrists as I thought about my next move. The train jerking to a stop reminded me this was my stop. As I stood to exit the train, the slow moving parade of chattering Sisters moved ahead of me through the door. The...Read On

BDSM(2)

7

The Commuter: Day 18 Continued

I fucked at your velvety mouth as I watched your reflection in the mirror

Even though tethered at the wrists, we said little to each other as we made our short walk between the cars back to the station. I hailed a cab and we took a short ride to one of my favorite restaurants for breakfast. After ordering, my attempt to introduce myself was met with you shaking your head, blurting out NO and your free hand covering my mouth quickly. "I don't want to know your...Read On

6

The Commuter: Day 19

Before I could open my mouth to protest, you smacked my ass again with the crop

I was so fucking pissed off, I could have spit fire and brimstone. Here I was...again. I had let my guard down, and again, you had me lock, stock and barrel. If my fist could have reached my face, I would have punched my own lights out. DAMMIT! How could I have been so fucking stupid...TWICE! As Symbian pumped into mid air, you took a large dollop of KY jelly onto your fingertips....Read On

Bisexual(2)

3

My Life as a BoyToy: The End?

What one does in the shadows will be revealed in the light of day.

Veronica stared at me for what seemed an eternity. Finally she looked away, her gaze fixed somewhere beyond the large garden bath window. Surely there was some hole in the ground I could crawl into and hide I thought. "Don't worry about it Howdy." she finally said, breaking the long, deafening silence, "I figured sooner or later, you would falter. All men lie and cheat. I just hoped that...Read On

19

Confessions of a BoyToy: Part 3, Liz more

Her long nails dug into my thighs, spreading them wide so she could play with my balls.

I laid there totally naked as this poker faced, tall beauty slowly walked towards the bed. The blond laying next to me laughed uncontrollably at having pulled one over on me. "Soooooo," I stammered sheepishly, looking back and forth at both of them, pointing to the brunette, then to the blond. "you're Liz...aaaand she's...not?" "Yes Sir. And I take you Sir, must be Howdy?" she said as...Read On

Exhibitionism(1)

8

The Commuter: Day 9

You moaned loud enough to make the older women sitting in the front look back.

It was over a week before I saw you again. Guess some people don't like getting fucked in public, then told to get off the fucking train I laughed to myself. The time had gone by faster than normal and here it was, an early Saturday morning and I was making an uncommon trip to the office to finish up some important paperwork. As usual, I sat in my same seat, with the morning sun shining...Read On

Fetish(2)

5

Blindfolded Lover

I grabbed a handful of your long hair, keeping you from squirming away from me.

The anticipation and excitement was building. I had never had a real life encounter with a woman from a website before. You were so beautiful that I was willing to take a chance. I felt nervous and extremely aroused all at the same time. Over the course of sharing fantasies with each other, you had shared a particular fantasy that aroused you more than the others. Now, I was going to do my...Read On

5

Brief Hospital Visit

You were the only nurse there I hadn't slept with...

The nurses all greeted me in their warm friendly way as I made my way past their station and towards the suite I had for a few days of R&R. One of the benefits of having your name on the hospital facade is having a private luxury suite for when you need some special TLC. I work 18-20+ hour days for long periods of time, sometimes a couple of months straight before completely burning out....Read On

First Time(2)

27

Taking Anna's Virginity

The last thing I expected that morning, was getting laid, especially by a virgin friend of my son's.

Winter mornings here in Houston had been excellent running weather: light breeze, mid to low 50's, low humidity. Other than feeling exceptionally horny that morning, that particular morning in mid January was no different. At least the early part of the morning wasn't. It was uneventful, I had finished my run and gone into my home gym to work on some weights and stretching. It felt good...Read On

7

My Personal Chef

BUSTED you blurted out, You horny perv.

Here it was, 5 o'clock on a lazy Friday afternoon and all the crew who worked at the ranch were leaving for the weekend. All but one that is, you, my live in chef. You and I shared a special bond. Your grandfather had worked for my grandfather, then your dad for my father before your dad retired to his native country a few years ago. Our families roots were so intertwined it was impossible...Read On

Group Sex(2)

15

Massage School

the redheaded bombshell lost all self control and shared a table shaking orgasm with the class

Trish grabbed a handful of my shirt and pulled me closer to her. She looked up at me and batted those long eyelashes, "You ARE coming tomorrow aren't you?" "Of course I am Trish. I wouldn't miss it for anything." I reassured her. "You better mister or else." she purred as her hand slipped between my legs. I selfishly admit, the only reason I had agreed to speak to another one of...Read On

7

The Hikers

I slowly worked the towel across her hairy pussy.

I draped my rain soaked clothes across the chair and scooted it closer to the open flame of the fireplace. Except for a towel , I sat there naked, trying to take the chill from my body. There's nothing like getting caught in a torrential downpour at dusk in the middle of the woods. Fortunately, I had remembered this cabin from previous excursions and hurried in to take shelter. I sat...Read On

Hardcore(1)

17

Confessions of a BoyToy Continues: Elizabeth Johnson

In March of 2012, a 'chance' call from the daughter of one of my old clients, changed everything.

"Hello, is this Howdy?" the soft feminine voice on the phone asked. "Well, I guess that depends on who is asking," I replied in a slightly flirtatious tone. Veronica, my wife of over thirty years had only been gone a few days. The annual month long ski tour from Heavenly to several Colorado stops to Jackson Hole was under way without me this year. A nagging running injury had made...Read On

Love Poems(1)

1

Her World

sung to the melody of Piano Man (my first poetic attempt)

She collects lovers like barbie dolls, places them all o'er her shelves. Turns all their heads to gaze towards her bed while she sits and she plays with herself. She plays the plastic crowd like a cheap guitar trying to keep each one tuned. Her fingers are silky, which keeps her puss milky as she sits and plays while half nude. They all keep watch with their cold blank stares ...Read On

Love Stories(1)

7

Going Out Of Business

The last time I came through these doors it nearly cost me my life.

If I hadn't seen it with my own eyes, I wouldn't have believed it. But there it was, a big hand written sign on the plate glass window, GOING OUT OF BUSINESS. I sat in the car, staring in disbelief. Lexi must be heart broken for sure I thought to myself. She poured her life into this place, and now... Movement inside the coffee shop caught my eye and interrupted my train of thought. I...Read On

Masturbation(1)

5

The Commuter: Day 10

Your aim was impeccable and this one splashed against my hand as I pumped myself.

Well Dammit! I said to myself as I boarded the 6:30 AM train to town. I rarely worked Saturdays, let alone worked on a Sunday. But today I found myself heading back in to work to finish what I didn't get done yesterday. The only reason I had to return today I mumbled to myself, was because of you, you fucking rich bitch. You fucked with my head so badly yesterday I couldn't ever clear your...Read On

Mature(10)

14

Mrs. Blair

The disturbing true story of a sales executive with a dark side.

"Howdy, I don't want to see you anymore." Mrs. Blair said with her head bowed dejectedly. "You make me feel dirty, used, insignificant." Here she goes again I said to myself. She's headed off on some emotional rabbit trail. It was more like chasing the rabbit into the mirror. I laid there on the bed, naked, spread eagle facing her direction. My legs hung over the side with feet planted on...Read On

9

Confessions of a BoyToy: Part 14, Veronica Melissa

Seeing Veronica cum so hard triggered Melissa's own hard orgasm, both drenching me.

This episode deserves a brief setup. If you have been following the Boy Toy series, you know who the women are. If this is a new read for you, this will be helpful. Veronica is my wife of 30 years now. She is, was, the niece by marriage to Melissa Thompson. She is the only niece or nephew of any form to Melissa Thompson. Even though not blood related, Melissa still took her under her...Read On

16

Confessions of a BoyToy: Part 13, Say It Aint So

I stood there in the receiving line of mourners...with a raging hardon.

I had only been back in school two weeks when Melissa called, crying hysterically. "Something happened to Gypsy. Come now?" was all I was able to distinguish from her gut wrenching sobs. 'Something happened to Gypsy' was all I needed to hear before sprinting to my car and hauling ass for Houston. With adrenal glands pumping and my heart about to explode, I drove like a possessed...Read On

11

Confessions of a BoyToy: Part 11, Gypsy Tells All

She gave me that, just-dare-me-to-slip-under-the-table-and-suck-your-eyeballs-out-through-your-cock

"Just another beautiful day in paradise baby." Gypsy said happily, squeezing my hand. "You just wait Gypsy. It's only gonna get better!" I replied with a wink. It was the perfect morning to drop the top on her El Dorado and cruise the roads around the lake. We headed to our favorite breakfast spot that over looked Clear Lake. It was a hideaway mostly frequented by astronauts, locals...Read On

10

Confessions of a BoyToy: Part 10, Family Feud

I met her angry pelvic thrusts with equal force, trying to ram my cock out the back of her vagina.

My tires squealed as I rounded corner after corner and sped through the levels of the parking garage searching for an open spot. Dammit I thought as the car in front of me slipped into the only open space I saw. As I got closer, I realized there was another spot across from that one, hidden initially from my view by a pickup truck. I hopped out of my car, and quickly pulled my wrinkled...Read On

20

Confessions of a BoyToy: Part 7, Teresa

Fuck me like I'm a nasty little whore. Teresa begged.

"Howdy!!! We over slept! We need to be at my lawyer's office in an hour. Get up!" "What?" I said rubbing sleep from my eyes. Gypsy and I sprang from the bed and raced into the shower together. It was just a quick suds up wash off, but it would have to do. Nothing cologne and perfume can't hide Gypsy said with a giggle. We quickly dressed, and made a mad dash for the appointment. "We...Read On

16

Confessions of a BoyToy: Part 6, Spindletop

Gypsy made a funny little noise that caught the waiter's attention.

I pulled my Bimmer under the large port-e-cache and parked next to Gypsy's triple red Cadillac El Dorado. That's the biggest damn car I've ever seen. I smiled to myself as I walked around the large chromed continental bumper and into the back door to the house. "Gypsy!" I called as I walked through the back door. "You here?" That's odd I thought. The house was usually lit up like...Read On

17

Confessions of a BoyToy: Part 4, Sweet Melissa

The hard rush of my heavy load splashing inside her made her knees buckle.

As I pulled into her drive, there she stood in the doorway, wearing only panties. Gypsy practically bounced out the door and jumped into my arms, wrapping her arms around my neck and her legs around my waist. We shared a deep hot kiss to celebrate our first day's success. Then we walked hand in hand back inside. She poured us a Tequila shooter as we settled in to talk about the appointments. ...Read On

35

Confessions of a BoyToy: Part 2, Liz

She sat sitting on the front steps, knees spread beyond shoulder width.

Liz lives on a small ranch off of CR 269 near Cobb Rd." Gypsy said, giving me directions to my 6pm appointment. "Make sure you close the gate behind you coming and going. Whatever you do, do not let Widow Maker, her prized Brahman rodeo bull get out. If you think we make a lot of money on your sperm, you should hear what she makes in stud fees off of this bull." she laughed. "Seriously, Liz...Read On

36

Confessions of a BoyToy: Part 1, In The Beginning

She held the dripping ice cube over each nipple until drops had soaked through her blouse and bra.

"What do you mean?" I asked Charlie's friend in disbelief. "Are you saying you will pay me to have sex with some of your lady friends? Uhhh , are you serious?" It seemed like I was entering someone else's fantasy. This would certainly beat the hell out a real 9 to 5 job at the hardware store, or mowing yards all summer I thought. I was nearly twenty-one, was going to college and living...Read On

MILF(2)

15

Confessions of a BoyToy:Part 8 Happy Birthday to Me

Gotcha Howdy Jan laughed, licking her lips as she gave my shaft a couple of good shakes.

S U R P R I S E ! ! ! ! the shrill voices yelled as someone turned the lights and music on. Confetti went airborne and noisemakers rattled and honked wildly. "What the heck?' I stammered in total shock. I stood stunned for a long second before realizing what was going on. Then I looked at all the happy faces gathered for this little surprise 21st birthday party of mine. Except for Charlie...Read On

19

Confessions of a BoyToy: Part 5, Abigail

I stood there surprised at the amount of fluid this petite woman had just splashed across my face

I called Gypsy to bring her up to speed on my ' nooner '. "Howdy, Ms. Thompson called me crying." The calm tone of Gypsy's voice stunned me. "Wwwhat the fffff ...?" I started before Gypsy interrupted me. "I told you, she's a tough cookie! "But Gypsy," I said. Gypsy continued, talking over me, "For a split second I thought your appointment with her had gone badly Howdy. But I was...Read On

Quickie Sex(3)

22

The Commuter: Day 1

Your sudden gasp made several people standing next to us turn and look.

Like clock work, you entered the last door of the last car every day to catch the 5:30 PM train out of the city to the 'burbs'. Just like every other day, you panned the room and glanced casually in my direction and made your way to stand by the door next to the seat I always occupied. You seemed oblivious to everything around you, including me. Your expressions seldom changed, even when...Read On

9

The Commuter: Day 16

Just as you flet the first surge pulse through my cock, you yanked it from your pussy and aimed my c

Monday morning came too fucking soon. And for that matter, so did all the other work days this week. My biggest objection to working weekends, was there is no fucking weekend. I was however, feeling pretty damn good about how last Sunday's cumfest ended. I guess I showed you I smirked. Who do you think you're fucking with I chuckled to myself. Not once all week did you stand next to me as...Read On

5

Afternoon Delight

As I rounded the corner of the building, there she sat, on the stairs, legs wide open and...

I had taken a brief break to step outside and enjoy some sunlight. A warm summer breeze warmed the air and the fragrances of springtime filled my nostrils. It was another day in paradise I thought as I zoned out on my little stroll towards the back of the office building. As I came around the corner of the building I noticed you, a total stranger, sunning yourself on the stairs a...Read On

Straight Sex(3)

6

Oral Exams

...you sat there facing me, legs slightly apart, exposing the lacy elastic bands of your thigh highs

"Doc, do you have a few minutes to see me after classes today?" you asked in a faint whisper as you leaned over my desk. Students started calling me Doc a couple of years ago after I finished my PhD, which I worked my ass off for. It's a title I especially loved to hear slip between the lips of a lovely young lady. I looked up, first catching notice of your beautiful cleavage, before my...Read On

4

The Diner

I made a mad dash through the downpour to get into the diner...

'Pull over here.....yes here, at this little diner.' I told the cabbie. Even though it was pouring down rain, I wanted a quick bite before heading to the hotel. I bolted from the cab to the front door, managing to get inside before getting totally drenched from the unseasonable downpour. At first glance I wondered if the place was even open. There wasn't a single diner inside and only...Read On

8

The Carousel Club

Lovely reporter lady gets more than a story....

Normally, I push this media interview stuff off on someone from my PR department, but since I had personally taken the call when you first contacted us, and because you sounded so darn sexy, I decided to do it myself. A cloud of dust announced your arrival to the ranch office. When I first caught glimpse of you through the office window, I was even happier that I had made the decision...Read On

Taboo(2)

4

The Commuter: Day 16 The Rest of the Story

As if saying goodbye to her old lifestyle, she traced the length of my cock one more time before

During my struggle to free myself, or maintain some shred of dignity, the hanky had slipped off my leg and fallen between my legs towards the floor. As I watched it slide off in slow motion, I caught my first glimpse of the handcuff key you had tucked away inside the hanky. Since I didn't hear it clang against the floor, I could only imagine that it had landed in the crotch of my underwear...Read On

35

Taking Step Daughter's Virginity

'Daddy' she asked, 'Do you find me sexually attractive?'

It was an emotional week. This past week marked the one year anniversary of my wife's untimely death. In fact, she had now been dead longer than we were married. How strange did that sound? What she left me was you, a beautiful step daughter who was a spitting image of her, only a little bustier and taller. I barely even knew you because you had been away at college most of that year. You...Read On

Voyeur(2)

10

My New Coffee Maker Part 1

This cock teasing you were giving me was bordering on cruelty.

As Chief Marketing Officer and Brand Manager for our company, part of my duties included bringing on new retail outlets. Finding the right locations, clientele and owners all played a critical role in the selection process, and I was very excited about the prospects of adding your shop to our group. Because new locations were generally owned and operated by seasoned beverage people to...Read On

4

The Voyeur In Me

Warm yellow rays of light appeared to focus on your open thighs and revealed your glistening swollen

Back from an early morning jog, I quietly slipped into your bedroom as the morning light began it's dance across the bed. Slow slithering shadows seemed to caress and lick at your near naked body. You laid there spooning your body pillow, with one leg draped over it. Warm yellow rays of light appeared to focus on your open thighs and revealed your glistening swollen lips. I noticed...Read On

Wife Lovers(4)

10

Confessions of a BoyToy: Part 12, Dear Abi

For several weeks, we had flirted with the idea of public sex.

"Aaaaand STAY OUT! You're lucky I don't call the police, you fucking weirdo !!" the lingerie store manager yelled at me, giving me a firm push between my shoulder blades. Dammit, some people are way too sensitive when it comes to public sex I mused. It was obvious to me that the lady manager never saw Abigail hidden away in the middle of one of the clothing carousels . Good thing Abi...Read On

13

Confessions of a BoyToy: Part 9 Barb Returns

It has been one short month since Gypsy started hiring out young Howdy's cock to her girlfriends.

I saw Barb's new toy long before I pulled into her driveway. She had parked her vintage 1955 gun metal grey Gullwing Mercedes in front of the front doors. Barb knew I was a car guy and wanted to show off a bit I imagined. Damn!, I thought to myself, I'd like to drive that almost as much as I like to drive Barb. This would be my first time to see Barb since my outrageous birthday...Read On

6

My New Coffee Maker Part 2

Feel how hot and wet you make me? You set my pussy on fire.

As we raced towards town, you seemed lost in thought. You ran your fingertips across the back of my hand and forearm as I drove. "It doesn't seem like we just met yesterday, does it?" you asked, breaking the silence. I smiled broadly and answered, "No, not at all Lexi. I feel like I have known you for a long time. It's almost like we both knew the other existed long before we were...Read On

3

My New Coffee Maker: Part 3

I loved how you gasped and cooed in the same breath.

"Refresh your memory? I'll refresh your memory alright." you said as you slowly lowered yourself on my cock. "Is it all starting to cum back to you baby? Hmmmm?" you moaned as you started your sexual assault on me. "Nobody fucks you, like Lexi fucks you baby! Just remember that Fucker!" As always, our eyes locked as our hands crawled all over each other. Too much of you never seemed to...Read On