Passive income

I was a "surprise" baby, ten years younger than my next sibling...I was a different generation...I never spent much time with my siblings.

We had inherited an old run-down, five story building that had been unoccupied for decades...they'd tried to sell it, but not a single offer. The building was more a liability than asset. It was an hour away from our town. I bought it for a dollar.

My friends went to college, and I went to work on the building.

First, I created a tiny apartment for myself, and eventually rented the ground floor to a "Dollar" store...that income enabled me to continue improvements...long story short, in four years the entire building was rented, and I was earning $20,000 month.

I lived on the top floor, my tiny apartment had been enlarged with a private roof garden.

Janie was a tenant, and the Manager of the Dollar store. We'd become friends...neither of us had any other friends nearby.

Janie saw my computer one day, sissy slave porn...I was busted.

I was mortified...I might lose my (only) friend, but my fears were allayed when she smiled, "You...a Sissy! I can see that. How much time do you spend "porning?"

"A lot," I answered. "It's just who I am."

"Are you gay?"

"Kind-of, but my first choice is being a sissy sub to a woman...she could train me...make me do things...stuff I'd never do willingly."

Authoritatively, "What kind of stuff?"

I replied, "You want to know my fantasies? It'll take me a while."

We enjoyed roof garden dinners together, me laying it out...I was telling her everything, and we'd never even kissed.

I was smitten...I fantasized on becoming Janie's sissy slave.

Then she announced terrible news, she was being transferred by her job...she kind of hated her job anyway, and now she had to move...to an awful location.

I surmised (hoped) that our relationship was equally important to Janie...if there was ever a time to make a move, it was now.

She came up to my apartment...and I took the big risk...I began unbuttoning my shirt...and tossed it over a chair, then started on my pants, and she was shocked, "What are you DOING?"

"I am making you a proposal," I replied. "It's a huge risk, but it has to be done," as my pants came off, and I stood before her, wearing panties, and nothing else.

I dropped to my knees, and looked up at her, and spilled, "This is who I am. I have already shared it..." I stammered..."If you are leaving anyway..."

Janie interrupted, "I love you too!"

I was stunned! On my knees, in panties, looking up at my beloved, "Like this?" You will accept me like this?"

She dropped to her knees, and we kissed, then made our way to the bedroom, and months of pent-up passion was released. And into the next day, and the next week, and she'd never seen me in male underwear, only panties.

(She skipped work that week...and the next...she quit the job.)

I showed her my "sissy drawer", stuffed with varieties of lingerie, which I modeled, to her amusement.

Eventually we returned to earth, and over dinner she asked, "You mentioned wanting to make me a proposal...what was it?"

"Perhaps the worst deal of my life," I said, "or the best...in any case here it is."

"I make enough money for both of us...(and I no longer have to work very hard for it), so I'm willing to share it. You'd never have to leave...and so you know I mean what I say, that includes marriage."

"Marriage?" She was a bit shocked.

"Yes," I said, "Marriage secures your financial future."

Incredulous, "You're willing to risk that?"

"Yes," I replied. "I told you in advance, sexually, I can only exist as a sub-sissy...if you decide you cannot live with that, I'll understand. You're the only woman I think of...I SO hope you'll take me as your sissy slave."

She noted, "So far, you've just been a crossdresser, not (really) my slave."

Again, I removed my shirt and shorts and dropped to my knees, "Will you try it out? Try me as your slave?"

"Of course, love, you'll have to teach me...on how to "teach" you."

I replied, "I've always imagined being feminized...and make me lick up my cum."

"Obviously a female has insight on feminization...and as far as my cum-licking, I never do it alone, if you force it, I'll do it, and it will reinforce our roles...plus, if you ever decide to have me suck off a guy, I'll be used to swallowing cum."

"Oh my God!" She said, "I so wet!" Ripping off her clothes.

In bed, she was on top, (in the Dom role) for the first time, straddling me, my cock buried in her pussy, "After you cum, we're going to consummate our relationship...you're going to lick me clean."

"Yes, Mistress Jane," I replied.

"Oh, I LOVE that! Mistress Jane!"

"Cum slave," she said, "Cum in your Mistress's pussy."

That was all it took, her rocking on my cock, while I lay still...she induced the orgasm...she was in charge. I came like never before.

Every time prior, I couldn't make myself lick my cum, this time, copious amounts of cum...I licked my Mistress clean...and loved it.

"Put your panties back on," she ordered, and we drifted to sleep.

From Janie...........

I loved Samie from day one...he was intriguing...working on his building...always dirty, wearing a tool belt, like those "construction guys", but totally embracing his work...he made the building remodel an "art form"...I'd never seen anyone so engaged...And at the same time, he was effeminate...almost delicate...unlike any "construction guy" you'd ever imagine.

We were both virgins...not that we wanted to be...I actually tried to get laid in high school, but the few boys I dated were such goons...

Like Samie, I skipped college...my people didn't have money...no one in my family had ever attended college.

Meeting Samie transformed my self-image...and my image of the world...

I felt I was a (non-descript) girl among millions of non-descript girls...and I woke up one day and I was a "woman"...and I liked it!

I knew men...and boys...looked at porn.

I didn't see Samie as a "man", I saw him as a shy, lovely, sweet "person".

So when I saw his porn...sissy stuff...it was actually a relief. I couldn't picture sweet Samie "poking" at me..."taking" me, like men "take" women...I never wanted to be "taken" by some man.

Samie couldn't "take" a woman...he was just too sweet.

We shared our virginity...

When he lowered his pants that first time, and he was wearing panties, it seemed to fit his persona...he'd already told me...everything...

But it wasn't quite "real"...until I saw him in panties...and we became intimate...we made love...it was magic...now I buy the undies for us both!

Never had I thought of a man licking his cum from me...from my pussy.

It was the first time a man came inside me!

It really did create our "characters"...at that moment, he really was submissive...I knew he didn't want to...I could see it in his face...the first time...the first time I saw his face when he "surrendered"...it sent shock waves thru me.

I eased onto his face...felt his tongue, his lips on my pussy...and my body pulsed...my whole body!

Not from his licking, but from his surrender!

The emotional impact...it ROCKED me!

He really WAS my slave!

I was overwhelmed!

I couldn't look him in the eye...I fell onto the pillow and slept for hours.

In the morning, we showered together. Samie was already shaved...I let him shave my pussy...and he kneeled before me in the shower and kissed my bald pussy over and over, and said, "I am your slave for life," and I knew it was true.

We both wore panties and cami's for breakfast...his hair was longer (and prettier) than mine...he was a beautiful boy...

I thinned his eyebrows, made up his face, and he/she kneeled before me and kissed my panties, "I love being your sissy-slave!"

We play "sissy-slave" 2% of the time, but "sissy-partner" 100% of the time.

I'd never known him any other way...the effeminate building remodeler...who became my effeminate love-partner.

He wore yoga pants and construction boots, as did I.

Our Sub-contractors took us in stride...Sammie was so knowledgeable, and so considerate...the Subs appreciated him...

We fixed them lunch. The conversations over lunch, everyone was so engrossed, sometimes lasted way past lunch time...and Sammie always paid them...top dollar.

We were an enigma...bottom line, Sammie knew his stuff, and the Subs came to enjoy working for Sammie...he is the consummate professional.

We bought another 5 story building across from ours...it was horrible. It seemed beyond repair.

Sammie was brilliant...I loved watching him work...he brought in Engineers and Architects, and Sammie was the Artist...working on a 20,000 sq ft canvas...and I was (am) his muse.

Work and sex....Oh, how we fucked!

I was/am so revered...

Sammie loves to be submissive...he loves pleasing me. Sometimes he cums, licks me clean, and I know he's done...but I want a bit more...and he works to please me, and I just can't cum, and say, "We'll try again in a little while," to his relief.

...and then it was back to work...with the promise of more sex.

One of the Construction men was working late.

His name was Chris, and he was eyeing me.

I asked, "Is it me, or Sammie? Clearly you're attracted to one of us."

He smiled, "Both. You are the sexiest couple I've ever met."

"Thank you," scrutinizing him, "Please elaborate."

"I want what you have," he said. "You seem made for each other. You exude sensuality. I want to fuck you...both. And be fucked by you...both."

I replied, "Thank you, that took courage. I'd like to pursue this, but of course I have to talk with Sammie about it."

He gave me a peck on the cheek and smiled, "Thank you. You know, every man on this site has a certain reverence for you guys."

It was a validation of sorts...

Neither of us had any family support...I was poor white trash, and Sammie was a solitary trans-genius-introvert...

and somehow we merge, and blossom into something beautiful...something that others were attracted to...Never had I imagined I'd be in this place.

Sammie and I had explored our sexuality...we both enjoyed anal. I made him cum from anal. He loved "playing the girl".

When I brought up Chris, Sammie was all in, "I want to be fucked by a guy...cum from a real cock inside me."

We invited Chris up for a Saturday evening..."Sammie is submissive. I am his Muse and Mistress. It seems you should be sub to me as well, agreed?"

Chris replied, "Oh, Yes Mistress!"

Sammie watched Chris get naked upon my order, and removed his clothes as well...both of them hard.

"Kiss," I said. "I want to see you boys kiss."

Neither was comfortable, but their hard-ons softened their inhibitions.

I didn't tell them to stop, so they continued, until they were grinding on each other...I was thoroughly entertained.

"That's enough boys," while taking off my top..."I want a little attention." They were panting...and HARD!

My panties remained on, and I laid on my tummy, "Massage...start at my feet."

A four-hand massage was divine...they worked up my legs...and then my glutes...Oh God! It was SO nice...and quite sensual.

I turned over and slid my hand inside my panties. Lightly stroking my pussy, "My breasts...one mouth on each nipple."

Boy will be boys...they LATCHED ON!

I've always enjoyed really hard sucking on my nips, but this was SO intense, I had to stop them, "Sammie dear, remove my panties. Chris, straddle my chest, let's get a close-up view of that lovely cock."

Like Sammie, I fed Chris his own precum.

Then I had Sammie straddle me as well, behind Chris, "Sammie," squirting lube into his hand, "I want you to reach around Chris and stroke him to orgasm."

"Yes Mistress."

"Chris," I said, "I want you to cum on my breasts, and upon my order, you will lick your cum off me," while sliding a lubed finger to his rear hole. That was it...his first shot went all the way to my chin. He groaned as he came, AHHHH! AHHHH! AHHHH!...on and on.

I gave him a moment for afterglow...but then, I merely had to glance at his cum, and he was upon it, licking with passion. He understood it was not negotiable...he'd make a good slave.

Then he laid on one side and Sammie on the other.

I raised a leg, and my lovely Sammie entered my pussy...as always, gently, thoughtfully.

I guided Chris's hand to my clit and instructed him as to how I liked it.

Sammie and I had learned to cum together...this time was the best yet...for us both.

We came down and I said, "Chris dear, would you please lick my pussy clean?"

"Oh, YES MISTRESS!"

See Ch 2...Slave Chrissy