Long Road 1

1.  Every Journey Has a First Step

At 17, I was an angry young man with a grudge against the world. Poor white boy from a broken home, bad neighborhood, yada yada. At 5’9,150 lbs, dark hair, hazel eyes and more muscles than sense, I was “lean & mean” as the saying goes.   Way too many disappointments to list so I won’t bore the reader with all those.  Suffice to say, I had loads of hurts and disappointments and no constructive way to process them. I was a lot like a  wounded feral dog - ready to fight at a moment’s notice.  

Then I met Sally Ann. Sally was 24. A student at the local community college, Sally wanted to be a teacher. She was paying her way by working as a cashier at the same  hardware store where I worked. I had been friends with Sally’s younger sister in high school.  At 5’1” with short black hair, brown eyes, and octagonal framed glasses,  Sally consciously downplayed her appearance and dressed very modestly at work.  

One day, some redneck farm boy was rudely hassling her and wasn’t taking the hint to leave. Overhearing the commotion, I rather unceremoniously showed him the door.  After he drove off, I walked back inside.  

In front of everyone in checkout line, she thanked me and kissed me on the cheek. Long story short, we started hanging out together a couple of times a week. Purely platonic, just friends.  She got odd jobs done around her apartment and I got to hang out with a cute older woman who bought me beer.  

One day while rooting through her cabinets, I found a chain leash and a choke-chain collar with a small lock on it in a drawer. 

“What kind of dog did you have?” 

She blushed, “That’s my pet collar.”

“I know what it is.  What kind of dog did you have?”  

“No”, Sally argued, “you don’t know.  I’ve never had any dog. But I’ve been a pet.”  

The confusion on my face must’ve been pretty evident. I could tell she was a bit embarrassed. But there was also a sly smirk on her face, so I pressed the issue, bugging her for an explanation.  “I’m not a kid, you know. I’m almost old enough to get drafted.”

“Remember that guy you tossed out of the store? When we would go to certain types of parties, I used to wear that for him: like I was his pet.  But now I’m looking for someone willing to wear it for me while I hold the the leash.”

Her revelation opened a much bigger conversation. I listened intently as Sally schooled me on the particulars of Dom-sub relationships, power exchange, and pet play. She told me right there in Capital City there were groups of people who met regularly, and that she had been a part of one such group for quite a while. She had been naturally submissive, but after certain experiences, she wanted to start exploring her dominant side.  

“What kind of experiences?” I inquired, pressing for details, my imagination running amok. 

As her explanations got increasingly graphic, she suddenly burst out laughing as she noticed the unmistakable growing bulge in my jeans.  There was no sense trying to deny that her story was turning me on. 

A mischievous smile emerged across her face.  “It’s the kind of thing better felt then telt”, she said.  

Sally stepped back a couple of paces and faced the wall.  She took a few deep breaths.  Turning back towards me,  Sally was now “in character”.  Her whole demeanor changed. She put her hands on her hips.  Her smile evaporated and was replaced by an expression one might find on an angry teacher reining in the class clown.

“Totally unacceptable young man! I didn’t give you permission for… THAT!” she blurted, pointing at my groin, and wagging her finger disapprovingly.

I was totally caught off guard. I stammered out a half hearted apology, but wasn’t sure what I was even apologizing for.  My confusion amused her. 

“Moral turpitude!” she scolded like Beulah Ballbreaker in the Porky’s movie.   With that humorous homage, I breathed a sigh of relief.  I get it now. She’s playing a character. I stammered out some nonsensical non-explanations.  Sally seemed reassured that I was now tracking with her role play. 

“No excuses, young man!  Let’s see what we’re working with. Drop those pants and show me. Now!”

I can’t really explain my excitement as I realized where she was going with this! I unbuckled my belt.  I looked into her brown eyes for confirmation that I’d read the situation correctly.  She snickered and nodded.  I lowered my pants a little, but my erection remained covered.  

“Get those pants around your ankles.  I want to see it.”  

I could feel my erection growing, even as I tried to work my pants over the top of it. The blood rushing to my groin had me feeling like I might pass out as I look down at the floor to lower my pants to my ankles.  I’ve always been a bit self-conscious about my penis size.  At the smaller end of average, it’s not bad, but not great either.  

As my penis sprang into sight, it bounced a little.  Sally giggled, but quickly regained her stern teacher composure.  “I can work with that.”  

She paused, briefly, placing a finger on her chin as she looked around the room. “Unauthorized erections will not be tolerated.  You’ve been a bad boy!  Now go stand in that corner!”  

I bent over to pull up my pants.  “Leave them down!” Sally demanded.  I shuffled over to the corner, waddling like a penguin, with a hard-on so stiff the glans hurt.  I reached down to touch it. “Hands off!”, she commanded, “No touching! Hands behind your head!”  

She continued to mockingly lecture me as I faced the corner.  I could hear her moving around behind me: a kitchen timer set, chairs being rearranged, shuffling through drawers looking for who-knew-what.  As she stepped out of the room, she ordered me to remain in my position until the timer rang.  I could hear her walk down the hall.  I could see the neighbors house outside the window. Could the neighbors see in?  The suspense was driving me crazy.  Even without touching myself, I was afraid I’d blow my load!  I tried to think about anything else, but my heart was beating so loud I could feel my pulse in my ears! 

Sally returned to the kitchen, but didn’t speak.  My erection had softened only slightly. Anticipation mounted. Finally, finally, finally, I heard the timer “ding”!  I wasn’t sure whether-or-not I should turn around. 

My cock sprang fully back to life as she finally instructed me to turn around.   What I saw next burnt into my horny-young-man-brain forever!  Sally was dressed in a white button-down shirt, a short skirt and high heeled boots that zipped in back almost to the knees.  She had her hands on her waist, and an oval wooden hairbrush in her lap.  From my angle, I could see that she was not wearing a bra.  The shirt wasn’t see-thru but her erect nipples poked out prominently.  

“Get on your knees.  Keep your hands behind your head.”

I struggled to comply. I was dizzy from anticipation. 

“What happens to bad boys who get boners daydreaming about their teachers?” She asked sternly.

I fixated on the hairbrush in her lap.  I hesitantly replied “They get spanked?”

“Are you asking me or telling me? What happens to bad boys who get boners daydreaming about their teachers?”

“They get spanked.”  I answered boldly.

“And did you get a boner daydreaming about me?”  

“Yes”

“That’s Yes, Ma’am”

“Yes, Ma’am”  

“So what’s going to happen next?”

“I’m going to get a spanking.”

“That’s right, naughty boy.  You’re going to get across my lap and I am going to give you 10 swats for that unauthorized erection.  You will count each swat aloud and say ‘thank you ma’am, I deserved that’.  I see how excited you are.  You had better not shoot your nasty bad-boy goo all over my skirt!  If you make a mess, you will be punished in ways that won’t be fun for you at all. But, but, but…if you can hold out, you’ll be rewarded.  Are we agreed?”

“Yes, Ma’am”

“Tell me what you want.”

“I want a spanking, Ma’am.  I want to be a good boy and not make a mess. I want my reward Ma’am.” 

“Excellent.  Crawl over here.”

It was maybe 10 feet across that room, but it felt like a mile!  She kept  looking straight into my eyes, her devilish grin betraying that she was not nearly as angry as she was pretending to be.  I could clearly see her delight in my obedience. My compliance empowered her.  My embarrassment amused her.  

Her eye contact never wavered, as Miss Sally pointed to a spot directly in front of her.  She smiled and ran her fingers through my hair as she lowered my head towards her boots.  From my new vantage point, I could see that she was not wearing panties.  Her neatly trimmed pussy was mere inches away. Seeing how swollen her labia were confirmed my suspicions that she was as turned on as I was.  I hoped maybe she’d skip the spanking and just pull my head inward.  Nope! She wanted this! She hiked up her skirt slightly.  

“Get across my lap.  Place your dick between my thighs.  But what happens if you make a mess during your spanking?”

“I get a punishment I won’t like, Ma’am.”

‘That’s right.  Now, get in position.”

I am maneuvered myself into position, exactly as instructed.  Anticipation turned to embarrassment as I noticed my own reflection in the hallway mirror.  With my shoulders down and my upturned ass, I looked ridiculous! Not that I cared.  She was excited, I was excited. She wanted to do this, and I wanted her to do it. I deserved it!  It was awkwardly perfect.

I felt the stiff bristles of the brush scratch into my backside.  It didn’t hurt, but it definitely brought that tender skin to life. Then Ms. Sally turned the brush over.  As l felt her hand raise, I tensed my butt cheeks, and …

SMACK!   “ONE! Thank you Ma’am! I deserved that!” 

SMACK!   “TWO! Thank you Ma’am! I deserved that!” 

SMACK! 

She alternated cheeks, carefully landing only on the fleshy zones. 

“THREE! Thank you Ma’am! I deserved that!”

SMACK! “FOUR! Thank you Ma’am! I deserved that!” 

SMACK!  “FIVE! Thank you Ma’am! I deserved that!” 

“Halfway there,” Ms. Sally taunted as she teasingly toyed with my balls, “and no mess yet.  Maybe a couple of swats on these…what do you think?”  I cringed, but I didn’t say a word.  I was completely at her mercy or lack thereof.  “Hmmm…“, she continued, “maybe next time.”

As I breathed a deep sigh of relief, she raised the brush again. 

SMACK! “SIX! Thank you Ma’am! I deserved that!”

SMACK!  “SEVEN! Thank you Ma’am! I deserved that!”

SMACK!  “EIGHT! Thank you Ma’am! I deserved that!”

SMACK!  “NINE! Thank you Ma’am! I deserved that!” 

SMACK!  “TEN! Thank you Ma’am! I deserved that!”

Ms Sally admired her handiwork as she felt the heat from my now-stinging backside with her hand.  She again applied the stiff bristles of the brush, this time in a soft circular caressing motion.  She ran the bristles across my balls and giggled as I twitched.  “You’ve done so well.  Don’t mess now”.  

She steadied me as I rolled off her lap and returned to my knees.  Taking my hair, she steered me back between her knees as I beheld my reward.  Kissing inward from her knees, up her thighs toward my prize.  Lick after lick, became quivers that became undulations that became wave after pleasureful wave.  

When she could take no more, she finally pulled my head away, turning me outward and rolling me onto my back.  She stood up, looking down at me.  From this subservient position flat on my back, I could see her pussy, her breasts and her face all at once. “NOW you may make your mess!”  She demanded, “Cum for me!” 

Obedient to her command, I unloaded the weeks of pent-up desire I’d been storing since the moment I decided to show her ex- the door!  

She laughed when she realized I was so spent I couldn’t stand up. She laid down next to me, pulled me to her and held me tight.  We stayed there in aftercare mode for a really long time.  She she gave me performance notes on my cunnilingus skills, asked “have you ever” questions and compiled a lengthy list of all the kinky things she could teach me.  Then she lazily drifted off to sleep.

Slowly, quietly, I arose from the floor.  Without saying a word, I walked into the laundry room. I opened the drawer. I picked up the items that had kick-started the whole conversation.  I separated the pieces. Returning to the floor, I knelt beside her.  It wasn’t long before she awoke and rolled to face me. Without a single word, I looked Ms Sally straight in the eyes.  I was pretty sure she could see clear through to my wounded soul.  I placed the collar & lock around my neck.  I lowered my head and handed her the leash.  

She clipped the leash onto the collar.  She clicked the lock shut.  She kissed me - deeply, romantically this time - and whispered into my ear “That’s my Good Boy”!