Chapter 1:
Eventually, the excitement of sucking strangers' cocks in the porn theaters began to pale. My needs just weren't quite satisfied by the copious amount of cum I consumed almost every night. Don't get me wrong, I still got a thrill, feeling a man's cock come to life in my hand and his balls start to move in their sac. It just wasn't enough.
Completing the feminization, started by my ex-wife and some of her lovers was my goal. Consumption of the estrogen drug, Estradiol was paying off finally. My breasts were bigger and more womanly every week. They were a man-pleasing C cup and there were other, more subtle changes as well.
I practiced my Kegel exercises religiously, to keep my anus pleasingly tight. Also, with practice, I was getting better at applying makeup and more graceful in my 5-inch stiletto 'fuck me' shoes.
What rocked my boat, sexually, then and now, was humiliation and domination by men and my feelings of submissiveness and exhibitionism. The touch of a man's strong hands on my breasts and tender thighs thrilled me and it seemed the rougher the handling, the more thrilling it was.
I wasn't romantically attracted toward any man, or toward men in general. My emotional and physical needs were simply for raw sex and the more the better. What I fantasized about, and truly wanted was to find one man whose needs matched my own. An imaginative and demanding man who would test my limits and force me beyond them.
I decided to advertise at an online 'dating' site for bi-sexuals.
Novice Slave searching for Master.
Super horny bottom needs hard use. Very oral and 100% bottom, bareback preferred.
Take charge of my feminized, long-legged, tight assed body, and make me your slut.
I included a photo and phone number with the ad. The response was certainly gratifying. The cheap prepaid cell phone I'd bought just for the ad was ringing several times a day. My horny ass was getting plowed by a new cock every night and often by more than one guy.
Sometimes the sex was rough, with pinching, biting and slapping. And there were a few men who didn't want to use any lube when they penetrated my ass. That was painful and left me sore for hours afterward.
Still, I wasn't meeting the kind of guy I fantasized about. They would all ask me to do this or that. The ones who enjoyed my pain always wanted to know if it was too painful. I wouldn't want you to think I wasn't enjoying my dates but I wasn't going back for seconds very often.
Then one day I answered the phone call from Joe. Right away I knew Joe was different. He didn't ask for anything. He called me 'slut' and told me to rent a motel room in Sacramento (about 200 miles away). He told me the name of a motel convenient for him and said Friday night would be good. Our first conversation was brief. He told me to call him back with the room number after I'd booked it.
Something told me Joe might be 'the one'. I wasted no time, obeying his instructions, and booked a room by phone. I then called him back with the room number. He said he would arrive at the motel at 8 pm and expected to find me blindfolded and on my knees, wearing nothing but pink thigh-highs and heels. Ready to worship his cock and to swallow the piss he would give me to 'mark his territory'.
He told me to address him as 'Master' or 'Sir' and any questioning or reluctance to follow his orders would result in severe punishment.
“Yes Sir,” I whispered into the phone. “Please be brutal, Master”.
He told me I should be shaven everywhere but my head and that I would bring with me some alligator clips for my nipples, the biggest dildo I could find, and a bottle of champagne. He would drink the champagne himself and then ram the bottle up my ass if he felt like it.
He told me he would bring a gag to mute any loud cries or screams from me.
After hanging up, I definitely had some second thoughts about meeting Joe. Our conversation, if you could call it that, had been both exciting and frightening in equal parts. Friday was a few days away so I had plenty of time to change my mind if I felt like it.
That night, in bed with another 'bi-curious' and disappointing stranger, I resolved to go through with my date with Joe. I think it was the part about 'his territory' that convinced me. I truly wanted to be owned by a man. And used to serve his needs, whatever they might be. The threat of brutality excited me.
That Thursday, the day before we were to meet, Joe phoned me with more instructions and a promise. I was to demonstrate my obedience by bringing no clothing with me and wearing nothing on the drive but the pink thigh-highs, heels, and the tiny apron pictured in my ad.
If I had to stop to buy gas on the trip, my tits and ass would be on display. If any guys saw me and tried to pick me up while driving, I would stop and offer to suck them off for $5. Any money I made giving head belonged to Joe.
The thought of being Joe's cheap whore was an instant turn on and my little cock got hard as we spoke. The promise was to warm me up with an ass whipping with his belt before he 'planted his seed'.
“Mmmmm, yes Sir,” I breathed into the phone. “My ass is going to be naughty tonight, so make it hurt tomorrow.”
That night, in a watchman’s shack with the two horny night watchmen who had responded to my ad, I was just wild due to anticipation of my meeting with Joe. They were both nicely hung with good-sized balls.
They were happily surprised when I suggested they fuck me with no lube. When asked if that wouldn't hurt, I assured them their pleasure was more important than my pain. They laid me on my back on a desk. I spread and raised my legs up and back and grabbed my ankles, to give them maximum access to my tight anus.
Without lube, my ass felt like it was burning when the first guy pushed his rock hard cock into me. I moaned, “give it to me,” pushing back just as hard. The agony was exquisite and I flexed my sphincter, gripping and releasing his cock.
They took turns, one fucking my eager butt while the other fucked my throat. They had taken some Viagra and kept up the heavenly assault for a couple of hours. When each of them ejaculated into my bowels, the feeling of fullness there was wonderful.
I tried to keep their spunk inside me but there was so much a little leaked out. I caught it with my fingers and eagerly sucked it off.
I fondled their balls and licked and sucked their bulging perineum and then plunged my tongue as far into their ass holes as I could. They soon were hard again and the fucking continued for most of the night.
I agreed to meet those two again on the condition, they would invite a horny friend. Exhausted and sore I went home to take a short nap, eat and clean up for my date with Joe.
Chapter 2:
The drive to Sacramento would normally take about three hours. I left at noon, intending to service as many men as I could on the way there. Charging $5 each, I thought salaciously.
Without being told, I had the impression that Joe had very little money. His demand that I pay for the motel room and his willingness to whore me out were clues. His lack of funds would be no impediment to our (hopefully) master/slave relationship.
I had a good income from the small business I had started and still owned a nice chunk of. I also had no objection at all to being used as a whore. Just the opposite, the thought of being sold to strangers and forced to do their bidding excited me.
So, not as rested as I should have been but clean inside and out, freshly shaven, oiled and perfumed, I set out. As instructed, my only attire was that little floral apron covering my genitals, elastic lace top pink thigh-high stockings, and those ridiculously tall stiletto heels that made my firm round butt protrude invitingly.
I took it as a good omen when I turned onto the freeway on-ramp, a large young man was hitchhiking there. I stopped and let down the passenger window to give him a good look at me and was gratified to see his pants were already bulging when he opened the door to get in.
Without a word, he grabbed my right breast and gave it a good hard squeeze. At the same time, I was doing the same to his hardening cock. I steered the car onto the freeway with one hand while my other hand unbuckled his belt and unzipped his fly.
He raised his hips and lowered his pants and underpants to reveal an impressive nine or ten inches of hard cock with some large veins bulging its length. The sight made me salivate with desire.
I cupped his equally large testicles, loving the feeling of those egg-sized balls moving in their sac. I would have sucked him for free, or even paid for the privilege. But reminded myself that, even though I hadn't met Joe yet, I had agreed to be his five-dollar whore.
I explained apologetically to the young hitchhiker that I was a sex slave and while my owner allowed me to suck cock, he insisted I charge $5. A $5 bill was instantly produced and I pulled off the freeway at the next exit and parked in the first parking place I saw.
So turned on, I was oblivious to passing cars and pedestrians, I licked those lovely balls and cock. I teased the opening with the tip of my tongue until I could taste drops of pre-cum and then sucked the entire length of the shaft into my throat.
The man released his grip on my breasts and grabbed my head. He fucked my face furiously as I teased his sensitive anus with my finger. He came when I inserted my middle finger into his rectum. Swallowing as fast as I could, his load was so plentiful it almost overwhelmed me.
What a delightful way to start the day. And to start my new relationship of servitude. Continuing the drive with my young hitchhiker again fondling my breasts I exited the freeway at a truck stop. In the restaurant parking lot, I gave him a farewell blow job. Instead of charging him, I added a $5 bill of my own to Joe's money.
At the self-service gas pumps, I had to get out of the car. What a rush! Two gas station attendants and a half dozen truckers were giving me their full attention as I strutted around the car to the gas pump. I inserted a plastic credit card into the card reader and took the hose to the car.
Bending over to insert the hose I shimmied my ass invitingly to my audience. What a turn on! My exhibitionist tendencies were in full bloom.
At the truck stop, I earned $25 more to add to Joe's growing sheaf of five-dollar bills. The two attendants and three of the truckers added to my high protein, liquid diet.
One of the truckers wanted to fuck me and I was sorely tempted to let him but was even more fearful of a possible beating from Joe when he found out. It was sheer perversion on my part that made me want that trucker's cock in my ass.
He was dirty and obese. On my knees next to his truck, sucking his cock, his huge flabby stomach was resting on my head.
I would have loved spending a night with him, imagining being smothered between those monstrous thighs, my face buried in the fat folds of his pendulous buttocks. My tongue searching for and finding his stinking anus. Fantasizing, I almost came when he unloaded his jism down my throat.
His schedule brought him to that stop once a week. I gave him my phone number and promised to spend an entire night in his sleeper if he phoned next week.
It was now 3 in the afternoon and I wasn't even close to Sacramento yet. I headed back to the freeway and made good time for the next hour. I wanted to present Joe with more than the $35 I'd earned so far so I took the next exit ramp off the freeway.
Two military guys were standing on the on-ramp, hoping for a ride. I drove them to an abandoned tourist attraction named 'The Nut Tree'. There, on a picnic bench in the shade, I earned another $10.
Their destination was the college town of Davis where I left them off and picked up my last 'trick', a student heading for Sacramento. I had a little time to kill so I gave that student his five dollars worth of pleasure on the big back seat of the Lincoln.
I probed his puckered anal bud with my long tongue and fondled his cock until I sensed he was close to cumming. I quickly moved my mouth to envelope his cock as it began jerking. I loved swallowing the big wads of semen he produced.
Chapter 3:
I arrived at the motel at 7:30 and was faced with a dilemma. My owner expected me to be on my knees in the room when he arrived. I didn't have a key to the room and was nearly nude.
There was only one thing to do. Just march up to the desk and ask for my room key. I couldn't see any alternative. There was a couple in the lobby, signing in, so I impatiently waited for them to finish their business and leave.
At last, the lobby was empty except for the clerk behind his counter. My luck had been excellent all day so hopefully, it would continue, and getting the key would be no problem.
Boobs bouncing and ass shaking I strutted my stuff into the well-lit motel lobby. The clerk's eyes got big as I approached and I had to smile at my passing thought, that I hoped his eyes weren't the only part of him that got big.
He couldn't undress me with his eyes as I was already undressed. He must have been a 'leg man' because he was definitely focused on my long legs. I have to admit, in those tall shoes, my long shapely legs get their share of male attention.
I spun in a pirouette and gave my naked butt a little shimmy for his viewing pleasure. Then I gave him my name and asked for the key. He handed me a signature card to sign and gave me the key with no comment about my lack of clothes. This was going well, I thought when he asked how long I'd be staying.
I told him I honestly didn't know and he looked disappointed when I told him my 'Master' would tell me when I could leave. He perked up again when I said I'd be happy to see him before I left. He had a room there and gave me the number. I focused on his cock and licked my lips lasciviously and promised to visit before I left.
After that exchange, I must say my walk from the lobby to the car to pick up my bag of the things Joe told me to bring, through the parking lot and up a flight of stairs was enjoyable. Knowing the clerk was watching (and hoping some others were too) I took my time.
In the room, I had just enough time for a quick shower to rinse my body after the day's exertions so I would smell nice and fresh for Joe. With a little shudder of anticipation, I arranged the $5 bills, the alligator clamps, the giant dildo, and the bottle of champagne on a bedside table for Joe's convenience.
I blindfolded myself with a black elastic sweatband and assumed my position of worship, kneeling in the center of the room. Then as an afterthought, I got up and dimmed the lights and opened the window draperies.
I heard heavy boots on the walkway and hoped they belonged to Joe. The footsteps stopped as someone looked in the window for a few moments. I hoped whoever it was liked what he saw.
I felt the air move when the door swung open and then closed and suddenly there was what could only be a cock pressing my lips. My mouth dutifully opened as a velvety head entered and a stream of body temperature urine splashed the back of my throat.
Urine has very little taste straight out of the penis and at body temperature, it feels neither warm or cool. Just faintly salty. I've grown to love men's golden elixir as they empty their bladders into my receptive mouth. Nothing says 'submission' as much as kneeling to swallow a man's piss. The humiliation of being used as a public urinal by several men is profound.
Joe couldn't have picked a better way to make me his willing slave.
When the flow of piss ended I sucked out the last few drops and continued sucking as Joe's cock hardened and grew. His cock wasn't huge. If anything it was slightly smaller than average and when Joe took it out of my mouth and pulled me to my feet, I could tell he was shorter and smaller than I am. In fact, in those tall 'fuck me' shoes I towered over him.