"Yes"
"Everything"
"Yes"
"Being sodomised. And it won't be once, or just one man."
"Yes"
"Very well. We will build up one thing at a time. I will get him round again. This time, no ball gag so you can use your mouth and swallow his cum. But you will still wear the blindfold. I won't tell him about the beatings yet, which I shall give you again when you pay me for sex next. I will have my lawyer draw up a contract you will sign. Once you've lost your anal virginity, he will want your arse too. Welcome to the prostitution business."
"Thank you Mistress. I shall do all I can to be the sissy submissive spanked slut you want me to be."
THE BOSS
My husband kept his day job, even when he'd been right royally rogered in the rear for hours. A few weeks later I was his nominal wife at a company function. The owner danced with me, pinched my bum, looked down my dress - designed to show off plenty of cleavage. Briefly I rubbed his cock through his trousers. It was growing. "I don't play hard to get. I like the feel of your cock and I do play doctors and nurses. In a bedroom, not in public. Here's my business card. Call me when you're horny but not drunk. Book a hotel room. Oh, and that little trollop in accounts over there. Get rid of her first."
I spent the rest of the evening talking to his wife. I held her hand when we went to the ladies, touched her arm. Whispered in her ear. Lightly kissed her on the lips when we parted. My many lesbian lessons with the cutie redhead were coming into their own.
We'd arranged to have coffee two days later. Then lunch with a bottle of fine wine, which triggered much girly giggling. We touched each other rather more than necessary, I pushed her hair back. She started sharing small personal details. Helped her with her wrap, brushing her breast. We touched lips again when we parted. I whispered in her ear "Lovely Lydia." She giggled, and looked back as she got into a cab - showing off her legs. Now all I had to do was get her into bed - free of charge.
Her husband had called me the morning after the function and fucked me that afternoon. He had a reasonable sized cock, which gave me some pleasure, and after he'd cum I took off the condom and licked his balls and shaft. First I'd explained that I did this for money, so he only had to ask for "specials" above and beyond fucking me missionary - but no buggery. As he'd sacked the trollop he had a vacancy on the payroll. He put me on it with a rise to guarantee a sex session a week with me. Extras charged through E-RAMS. Shortly after, a promotion. I did some work on his desk and on my knees under his desk, rarely at a desk of my own. I still had my own business to run.
After a month I told him he should take me on a business weekend so he could fuck me all he wanted in two of my three holes. He did. He had very much liked my finger in his arse when he came, so I'd bought a glow-in-the-dark penis shaped vibrator - about the same size as my husband's cock. We used it a lot on both of us, especially when we ran out of condoms. He also wanted to put his cock up my arse "That's a treat for another day."
In the car going, I grilled him on the business. I was on his arm at events within the conference. Dressed in business-sexy dresses he'd bought for me. I was introduced as a business colleague. I saw a lot of lust in men's eyes. And I could recognise female desire too. As I had a new business card, I handed out a lot, always with a smile that might have been an invitation. I collected a lot in return - and later marked those who'd shown indications of wanting to make a pass.
On the way back. "You should do more of these. There's business to be had, especially if I sleep with the best prospects - male or female."
"You'd want extra pay?"
"Depends how big their cocks are or how sweet their pussies. But yes, I will be negotiating further compensation. I could do with your cock inside me again if you can find a hotel when we're half an hour away from home. In the mean time, tell me more about your market development aspirations."
He was very ardent. He bundled me into a room, had us both naked in double quick time, with my heels around my ears. I realised we had no condoms and tried to stop him fucking me. Then his cock stabbed at my arse without success. He pushed and shoved and entered my vagina even though I wasn't very wet. I suppose you could say he put the rape into Debbi Draper, my working name on my back. He pounded me long and hard and deep, and gushed sperm inside me, even though I'd drained his balls so much over the weekend. It was primeval. He was taking his woman as if she was on heat. He even snarled at one point. Like his bitch, I lay there and took it. The room was cheap and the shower didn't work. I oozed his cum until I got home. I was quiet for the rest of the drive, reflecting if this was my fertile time.
Instead of dropping me off, I had him drive me to my home. I'd texted the cuck-sub from the car, so invited him in and immediately took him upstairs, my finger on his lips. "Say nothing, whatever happens."
He was in his room, dressed as a sissy slut, handcuffed and blind folded ready but no ball gag. "If any arse will do for you to sodomise, you can have this one. I'll help you." As I pushed down his trousers, I could see his cock hardening again. He was quickly naked and eager.
"Please take off my pretty panties," said cuck-sub. "If you fondle my cock and balls, I'll get hard too. You can lick me if you like. And wank me. Do you like my little arse hole? Please use some lube before you put fingers or you hard cock in me. I don't know who you are, so you can bugger me as hard as you like and come in my bowels. I love the feeling of hot cum spurting into me. When you've used my arse, you can put your cock in my mouth and I'll clean it for you. I'm a sissy cum slut who love a strong man using me for his pleasure over and over again. Stuff my panties into my mouth so I can't cry out while you rape my rear. Thank you for coming here to fuck me."
I filmed the whole thing. As the boss had so recently rape-fucked me, he took a long time to come again. But judging by the amount of semen that came out, he was as turned on as he ever was with me even when I had used the dildo-vibrator on him in the conference hotel.
LLLL
When I saw his wife, my Lydia as I was already thinking of her as, for another alcoholic lunch a few days later, I mentioned in passing infidelities and commiserated on her childless state. Let the ideas germinate. She was slightly tearful, slightly clingy. We took a taxi back to mine "for coffee" and more wine. When she went to the loo, I whisked myself upstairs, grabbed a satin robe, threw my clothes into a corner and sashayed downstairs just in time to drape myself over the sofa where we'd been sitting. "Come and sit with me."
I embraced her and held her close, stroking her hair, praising my "Lovely Lydia", my hands down her back. My robe shifted, showing naked flesh. This spooked her.
Suddenly alarmed, she squealed and tried to bolt for the door into the hallway. But I'd partly unzipped her dress. She whisked past my fingers, just far enough to escape being seized but not enough to stop me grabbing the dress, pulling it off to reveal her bra and panties. At this crisis point I knew I had to force her into doing what she really wanted. My determination was bound to win against her uncertainty. I threw my arms around her and pulled her back onto the sofa.
As we rolled around, I managed to get one bra covered breast into my mouth. She hesitated. My greater size and strength prevailed. She was pinned beneath me. I was holding her down with one thigh pressing between between her spread legs. I forced her arms flat on either side of her head, pinioning them as I kissed her hard and probed her mouth with my tongue. Suddenly she relaxed as if she surrendered.
She was breathing heavily through her nostrils, a strange look on her face. Pressing my now naked tits against her, I could feel the stirring of hardening nipples. I ran my hand over her left one.
"I know what you need, lovely Lydia" I breathed into her ear. "You'll enjoy this so much, it will change your life. Let me make love to you."
"Oh, fuck it!!' she sighed. "I've been wanting to do this for weeks -- fuck, what the hell, why don't you take me now?' Releasing her wrists, I gripped her hair with my hand and leant downwards, pressing my lips against hers, kissing her with passion. Lydia slightly gasped, and the motion opened her lips enough for my tongue to enter again -- and to have an amazingly sexy effect. Her mouth opened further, not just offering no resistance but responding, at first it seemed almost on its own initiative.
Maintaining and deepening the kissing, my free hand tugged her breasts out of their bra cups, squeezing the nipples with a firmness that was clearly a prelude to fucking. She drew my naked tits to her mouth and started licking and nibbling them. At that moment I knew I had her.
With a strangled moan, I rolled off LL's body to lie on my back, hoping to be sucked and fucked, giving her back control, hoping she would recognise this is what she wanted, what she had been missing. Much later she told me she'd been seduced by a female teacher at a summer camp when she was a teenager, wondered about being bi-sexual, but she had never had the courage or the opportunity to explore this any further until I'd come along.
In retrospect it was almost as if to make up for lost time in this single encounter, she began to finger my pussy. I arched my back and spread my legs wide apart in response. Simultaneously with tentatively putting her index finger into my vagina, she started sucking like a vacuum cleaner on my tits, fondling and kneading them so hard that there would be bruises in the morning -- but I had no care about that now!
In turn, I ran a hand down inside her panties, where she was now sopping wet, and gently pushed one then two fingers into her. LL gave a deep moan of pleasure, rearing up and then riding down against them, thrusting her own pelvis up and down, and after a few divine seconds closed her eyes tight and shuddered into a milestone in our relationship - her first orgasm from me.
When she reopened them a few seconds later, she smiled down at me, and told me not to move. "Yes, miss!" as I drank her in through half-closed eyes. We kissed and sucked and fingered and probed and explored and experimented. Everything felt perfect.
Later from the small cabinet beside the bed, I took out the dildo-vibrator I'd previously used on her husband..