Dear Shoeblossom...
I must write you about my tenant, Portia. She seems to have taken over the house...she's 23 and a hellion!
I gritted my teeth, kneeling on hands and knees on the kitchen table as Portia's thick razor strop crashed against my tender bottom.
She swung again, and it landed once again, and tears spurted out of my clenched lids.
Can I be a man? Can I take what she's giving out?
"Remember, Millard"
Portia's sweet voice came through,
"Be a man, show no reaction."
Portia raised the strop yet again...oh, that razor strop!
Made of high quality leather and fine weave linen finish, it could find its target in such a thwack!
Portia's father was an old fashioned barber--and he'd used this strap for thirty years before Portia had introduced it to me!
"Wait, wait, Millard." Portia said casually.
She separated my legs and pulled my testicles out behind me, and then pushed my legs closed again.
"Now we'll see if you dance!"
Portia's arm rose and fell with muscular enthusiasm. I knew I must not cry, or cry out, or it would be far worse!
The strop landed against my balls, nearly flattening them, and I almost blacked out, but I blinked rapidly and stayed awake.
Oh, the pain was intense.
The strop landed again, bursting a blister from last week's whipping.
She really knows how to land them!
Jesus, I'm made of manhood, aren't I?
Platoon leader, 6th infantry, aide-de-camp to the commanding general in Saigon, two Purple Hearts, and three Silver Stars..
Assistant commander of the 3rd Marine Division, Task Force Delta commander, and 25 years head of Millard H____ Home Security and Data Collection Corporation...
I'm a tough guy. So why can't I take a whipping?
I bit my lip and again the strop landed on my left buttock, utterly singing it.
I look behind her...she is so exquisite pink and gray sweater hugging her cantaloupe sized breasts.
Portia smiled at me.
"You're doing so well, Millard, just take it like a man." SLAP!
Again the strop slapped, this time on the lower end of my trembling cheeks, and I began sobbing softly.
It just hit too hard, that time!
Portia paused, and looked at me, as the tears streamed down my cheeks.
I made no sound, but she could see I was in serious pain.
"Oh, you poor thing. Does it hurt, honey? Was I too much for you?"
Portia's tone was deceptively soft, but I tried to show I was all right, shaking my head.
"But, sweet Millard, I told you--we agreed that you must learn to be a big boy and not cry. Now you need a lesson, right? Stand up and put your pee-pee on the table."
"N-no, please, Portia."
I begged, "N-not that."
But she looked adamant, so I climbed off the kitchen table.
"Please, Portia, not my wee-wee." Portia shook her curly head, smiling sweetly.
"Honey, I'm doing this for your own good. I'm trying to teach you to be more obedient, and be a stronger person.
Now lay your big dick on that kitchen table before Aunt Portia gets mad."
If I wasn't so worried, I'd smile, having this girl 28 years my junior with tumbling blonde curls refer to herself as "Aunt Portia.".
So I hesitantly stepped up to the table and flopped my nine inch penis on it. I closed my eyes, and put my hands behind my back, grabbing my right wrist with my left hand.
Portia reaches forth a manicured hand, long pink nails gently stroking my penis into happy rigidity.
"Now this is how you'll learn once and for all to stop making those silly crocodile tears."
Portia lifted the strap.
WHACK! Perhaps it wouldn't hurt so much if Portia didn't make me put my penis over the table, but when the strop hit my penis, knocking it into the Formica kitchen table, I nearly fainted from the pain.
Five times the strop came down--and finally, I covered my face, pulled my dick away from her cruel strop, and fell to my knees, weeping softly.
And then came Portia's taunts.
"Oh, big baby...you can't be a man? Loser. Why did I ever move in with a sissy-creep like you? I might as well be living with a rubber squeak-doll or something."
She's so cruel, my Portia...and I'm still not sure how she got into my life!
I came home one day five years ago, and my wife and Portia were standing in the living room.
"This is Portia" my wife said, looking askance at the attractive young woman. "She is interested in renting the apartment in the basement."
Portia smiled at me.
"Hey! Florence says that you're a former Marine officer! That's so cool."
I still remember how Portia looked that day. She couldn't have been more than twenty.
All those tumbling curls, and a nose ring--
Shirley Temple as punk rocker...and then she had a -purple top that accentuated her full breasts, and it pulled up so you could see her navel, which also had a little piercing.
Portia took my hand, pressing it intimately.
"I really like the downstairs room. I've had a little man trouble, you know, so moving here would be a good plan."
At the time, I tried to look detached but I felt an uncomfortable lump in my pants.
Portia stood a little closer, and lightly touched her knee to my groin, and my erection grew a bit.
"It's great to meet you, Millard" she said, with an adorable crooked smile.
"I don't know about her, Millard" Flo said, out of earshot.
"She was trying to kiss up to me, I think--telling me she is a Martha Stewart kind of girl, as if that establishes that we're both middle class.
She says she can't afford both the first month's rent and the security deposit." Florence huffed.
"She says she isn't working right now. Between jobs is unemployed in my book.
But then Portia winked at me!
Although I am the tough military officer with a huge home security company, Florence is the practical one--raised our five kids across three continents,
Usually I let her make decisions like this one...but I kept looking over Flo's shoulder at the winking wench with that tumble of blonde curls...
As I looked, Portia smiled, ran a tongue across her full lower lip, and pulled her little purple shirt down, tightening the top around her full breasts.
"Let's give her a chance, Florence" I urged. "She seems like a sensible girl."
At the end of the first month, Florence began clucking because Portia was late on the rent.
"I'll go down and talk with her, dear." I said firmly.
I knocked and came downstairs, and Portia was sitting on her bed wearing only a long pink T-shirt, and she leaned over and waved at me, showing her full cleavage.
"I came about the rent." I said, trying to deepen my voice.
Portia had many interesting reasons for not having the rent.
The most compelling was her back.
"I want to work, Millard, but my back is killing me.
I pulled it moving a dog kennel with my brother just a few months ago...you know, those big metal fences?"
Portia looked into my eyes, and it just seared my heart.
"Where does it hurt?" And I gave her an expert massage, and she moaned with pleasure.
"Oh, that's so much better, Millard. Rub harder..."
When Florence called down to ask me if we were still going to Home Depot, I told her to just go without me.
About twenty minutes later, I thought I heard Portia sobbing.
I lifted my big hands off her little back in fear.
"No, it's just that you are releasing all this tension."
Portia turned and looked at me quite seriously.
"Do you mind if I take my shirt off so you can really get into the kinks?" Needless to say, the rent didn't get paid...
And three weeks later, Florence caught us in the bathtub together, and as I was already on probation for some other indiscretions, after a big fight, my wife of twenty-six years left.
All of a sudden, my life was changing.
None of my kids would speak to me, but I didn't really give a shit--I'd put the whiny little bastards through college and paid their therapy bills...
Hell, they were self-supporting now, who cared?
Portia was incredible. She moved upstairs and we were making love every day!
And then one day she kind of stopped.
She'd taken over the master bedroom, and pushed me away one night as I approached her.
And then it was a couple of nights...but she still walked around in front of me wearing belly shirts and thong panties.
I followed her around with hungry eyes.
Portia was taking care of the food, and cooking, but she'd brush by me, rubbing her round little bottom against my crotch as she searched for oregano.
I'd reach for her, and she'd go "No, no, horny boy" and pull away from me.
I began staring at her constantly as she loafed around...
"Like this shirt? This is my snake print keyhole top..." she'd say, waving her boobs at me.
"But no grabbing, now."
One day she asked for my Platinum Visa so she could get some stuff for herself. "You know...for job hunting, and maybe a little lingerie?"
I gave Portia my credit card and I never got it back, and she still wouldn't touch me.