The Gigolo Page 9

  He carried on pinching her nipples, watching her react., enjoying the dominance he had over her. Trudy wasn’t enjoying the pain yet, but she was accepting it, more and more, knowing it was pleasing him.

  Paul stopped squeezing her nipples and started to suck on one of them instead, flicking his tongue up and down, up and down, licking it slowly with his tongue, then sucking again, making her feel both relieved and aroused, in complete contrast to her painful pinches.

  He slowly moved his hands down across her stomach, to her fanny. He started to stroke it softly, up and down, gently. She tried to open her legs more, sensing her reward. Paul pulled up the hood of her clitoris and started to masturbate Trudy, slowly at first, around and around, sometimes quickly rubbing up and down, up and down, then back to around and around.

  “This is your reward for being an obedient slave and pleasing me,” Paul whispered.

  “Oh yes, I want to please you, I’m trying to please you…” Trudy pleaded.

  She was starting to come and Paul knelt down and pushed a finger into her wet and very eager pussy, then two, then three, then four, pushing them in hard, letting his thumb run over her clitoris.

  He was pushing them in as hard as he could, ramming them up her, all the way to his knuckles, keeping the thumb rubbing over her clitoris.

  The orgasm was coming, slowly at first, but building up speed with the hard and persistent fisting she was getting, but with no pain, just pleasure. This was going to be a big one.

  “Yes… Yes… Please… Let me come… Let me come,” she gasped.

  “You can come now, my little slave. This is your reward for pleasing me,” Paul said.

  He was getting up speed now, pushing in and out faster and faster, rubbing the clitoris all the time, pushing his forefinger upwards, so it would rub the area where she peed from. Faster and faster, pushing and rubbing until… Trudy had her orgasm…

  “Ohhhhh… fuck… yes… fuckkk… ohhhh,” she cried out.

  Trudy exploded; she came big and when she had her orgasm, she gushed at the same time, spraying Paul’s chest and face and soaking his favourite shirt.

  Her head drooped to her chest, the inside of her legs were dripping wet – she was exhausted. She suffered pain all evening, but it was all worth it and she pleased her boss too, guaranteeing more to come. She was a very happy girl now.

  Paul went to the bathroom for a towel to wipe the gush from Trudy’s legs.

  He untied her and walked her to the bed; he let her lay there while he undressed.

  He walked to the head of the bed and tied Trudy’s wrists and blindfolded her.

  “Did I please you? Did I please you sir?” Trudy said coyly…

  “Yes you did, you’re coming on well,” Paul said, truthfully… “Now open your mouth for me.”

  Paul pushed his hard cock into Trudy’s mouth and she willingly took it in, glad of the chance to please him again.

  She sucked and sucked for all she was worth, greedily and desperate to please, trying to think of different ways to heighten his pleasure, trying to prove her worth.

  He pushed it hard, to the back of her throat, holding her head, so she couldn’t move. She was gagging, choking and struggling to breathe; he let her head go and pulled out his cock. She was breathing hard, gagging, spittle dripping down her chin, then he pushed back in, right to the back again, trying to fuck her throat. She choked and gagged again, fighting for breath. He pulled out again; she gasped and caught her breath again, spitting out, then back in, throat fucking until she gagged, then out again, then in again, then out again, a vicious and hard throat fucking that was choking her, but pleasing him.

  He stopped throat fucking her and let her suck his cock for a while. She was happy with this change and that it pleased her boss and showed it in her submissive, and slavering demeanour.

  “Am I pleasing you, ‘boss’…? Am I pleasing you, sir?” Trudy spluttered the question out, between the long and loving sucks, she was enjoying.

  “Yes, I’m very pleased with you, you’ve given me a lot of pleasure tonight,” Paul said to her almost fondly.

  He pulled out and moved down to her legs. He lifted and tied them in the whore’s position, up and wide, and tied them to the bedstead.

  While they were aloft he could see her ass and fanny, she had a lovely body and he’d enjoyed abusing it, but he felt that to a point, she had to be beaten into submission, so a little more whipping, or spanking was in order.

  Whack! Out of the blue he slapped her ass. Trudy cried out and flinched, but didn’t struggle. Whack! Again. Whack! Whack! Whack! It continued.

  She took it and somehow her mind was excited; she was deep in the zone so the pain seemed less, seemed more sexy now and a turn-on.

  She knew after this spanking, if Paul was pleased, then she would get her reward. The more pain, the more orgasms she would have. Yes, she thought. Bring it on.

  She cried out but it wasn’t pain, it was acceptance and anticipation of the orgasm to come.

  Whack! Whack! Whack! She wasn’t protesting much at all now, just taking her beating because she was pleasing her man in doing so, like a good, time-served slave.

  Paul stopped the spanking and picked up the clamps again.

  He waited, letting her grow anxious, then he opened and closed the clamps quickly, to let her hear, let her know what was coming. He clamped one nipple and she gasped out, but no cry and no gag, she’d come a long way in a short time.

  The pain was there, but it didn’t seem the same. Instead of the pain being a bad, foreboding thing, it was now sexy and it represented Paul’s pleasure and inevitably her pleasure.

  He put the second clamp on her other nipple and sat down to watch her; she was like a still-life painting, lying there on his bed, like a sex puppet.

  She was breathing hard, fighting the pain, but not letting it beat her.

  Paul looked at her differently too, he started to admire her strength and her beautiful body, her willingness to be his slave was almost touching.

  He started to get aroused again and decided it was time to fuck her and fuck her hard.

  He put the head of the vibrator by her clitoris and taped it to her thigh ready.

  Trudy was still panting, but now knew what was coming next, a hard fuck with an orgasm at the end of it and a vibrator in between. She liked this game now, pain and pleasure, pain and pleasure, pain and pleasure, continuously, until they both blurred into one another.

  He lifted the hood on her clitoris, pulled it tight and ever so slowly started to lick it.

  Slowly up and down, up and down, tasting her juices with every lick, up and down, running his tongue around the opening of her pussy, pushing it in and out, in and out quickly, then around and around the opening, almost lovingly, which surprised him.

  He could feel Trudy respond, pushing her pussy into his face, lifting her ass off the bed.

  Then flicking her clitoris, side to side, quickly, with a rigid tongue, flicking hard and fast, moving her forward towards her orgasm.

  He was enjoying licking her fanny and her clitoris; he didn’t think he would, but somehow the dynamics between them had changed.

  Paul lifted himself up and unclamped her nipples, he placed the vibrator on her clitoris and taped it there. He knelt back down and pushed his cock into her, all the way to his balls.

  Pulling it out slowly, then ramming it back in, slowly pulling it out, ramming it back in, slowly pulling it out, ramming it back in, as hard as he could, keeping up a steady pace; slowly out, then ramming it in.

  Then a change of rhythm, faster and shorter strokes, faster and faster, quickly pushing in, pulling out, pushing in, pulling out, quicker and quicker, speeding up the pace.

  He heard Trudy moaning softly, then a little louder; she was coming little by little. She was riding back at him, trying to mount his speeding cock.

  He switched on the vibrator and Trudy showed her feelings by groaning out aloud.

  “Oh… yes…”
A small orgasm… “Fuck…” A second small orgasm… “Me… fuck me hard…” A third small orgasm… “Fuck me harder… harder… Ohhh… ohhh… ohh…”

  She was coming to the big orgasm now, she could feel his cock ramming her pussy as hard as he could; she could feel the pain of the clamps on her nipples, reminding her she had to please her boss, and she could feel the vibrator buzzing away, to please her. She was deep in the zone now, feeling like the whore she was, the sex slave she’d become.

  “Ohhhhhhh gorr… Fucking hell…” was the result – a big fourth orgasm, that made her legs shake and spasm, her stomach muscles tighten and twist and one of the clamps fly off.

  Paul switched off the vibrator and moved up the bed, towards her.

  He sat astride her chest, looking at her happy, smiling face and kissed her.

  “You’ve really pleased me tonight, I’m very happy with you,” he said, honestly.

  “I tried my best, ‘boss’, I did everything I could to please you, sir,” she replied sincerely.

  With that, he opened her mouth and told her to suck and she did so, willingly and with a passion, moaning with excitement, becoming aroused again.

  Paul was fucking her face hard now, making sure her teeth didn’t catch his cock, rubbing his cock along her tongue, slowing down, letting her lick his cock, sucking the tip, doing her best to make him orgasm.

  He was starting to come; he could feel his orgasm building as he started to fuck her mouth again. Then it came, quickly, in a huge spray. He pulled out and the juice squirted all over her face.

  Her blindfold had ridden up so it went in her eyes then up her nose and Trudy tried to catch it with her tongue and mouth.

  Trudy, try as she might, she couldn’t catch it all and could only taste and savour the half of it, before she greedily swallowed what was left and licked her lips in delight.

  Paul looked at her face, it was as if it was covered in pearls.

  He rubbed the rest of the juices into the skin on her face, as if he was an animal, scenting his territory, or his property.

  He moved back beside her, to cradle her face. He untied her and kissed her on the mouth, stroking her hair.

  Trudy thought he seemed happy; she’d never seen him happy before and she thought that maybe she’d changed him a little.

  He was in a good mood, he didn’t know if it was because he’d beaten Trudy with a whip or the prospect of earning money, but he was glad and he was quietly singing a little song, the one he sang, in unguarded moments:

  I give my love to a stranger, to a stranger every day…

  I give my love to a stranger… that pays

  For the love of a whore…

  For the love of a whore…

  For the love of a whore…

  He broke off singing and they lay there for a while, in each other’s arms, like lovers do, until they both fell asleep.

  CHAPTER SEVEN

  The Proposition

  The next day came. Trudy was floating around her office on a cloud; she was the happiest she’d been in years. She had everything she wanted and worked hard to get and Paul was the final piece of the jigsaw.

  She’d got the man she’d dreamed of and she felt that with him at her side, she could achieve anything she wanted to, do anything she wanted to, and be anything she wanted to be. She felt complete.

  There was only one problem, only one little issue that needed to be dealt with – Paul’s other women. She couldn’t bear the thought of him touching and pleasing another woman, he was her boss, she was his slave. They may not be man and wife, but they were partners. Yes, the idea came to her instantly; she would make Paul her partner in the Summer Nights Agency.

  He could work here with her, in this office. He didn’t need to be with other women, he would have security with her – a career, money sex, and even love. What else could he want?

  Trudy was pleased with her bright idea and she just knew Paul would be too, she couldn’t wait to see him and to tell him what she had to offer him.

  She phoned Paul and asked him to visit her at her office; she’d told him she had some profiles she wanted to show him.

  Paul agreed, thinking he was going to be given another woman, to please.

  He walked through the door to the Summer Nights offices, drawing incredulous gasps from Clive and Karl. Paul winked at them and carried on walking.

  “I told you he’d be back,” said Clive to Karl. “He’s the bastard that did it.”

  “You’re right, Clive,” replied Karl. He’s definitely the one…”

  Paul knocked and entered Trudy’s office.

  “Hi Trudy,” he said.

  “Hi Paul,” and she greeted him with a kiss.

  They had a drink and swapped idle chit-chat for a while. It started to dawn on Paul that Trudy was beating about the bush, trying not to say something.

  “How about the profiles you wanted me to look at? Let’s take a look at them, shall we?” Paul said, getting to the point.

  “The thing is, Paul, I’ve had an idea that could help us both, to be together more,” she said. “Why don’t you come and work for me?” she added.

  “But I do work for you now… darling,” he said in a slightly patronising tone.

  “I mean work for me here in the office, running the agency with me. You wouldn’t have to see the women sexually, just deal with them as clients. We could be partners.”

  She was sitting by him as she told him what she had envisaged, holding his hands and hoping.

  He looked at her, then kindly and without malice and said, “But Trudy, I enjoy fucking women, that’s what I do. That’s what I’m good at and that’s what you hire me for.”

  “But you can’t go on forever being a gigolo, Paul. You can work here, helping me run the agency, and we could be together,” Trudy countered.

  “I like what I do. What I do makes me number one, king of the hill. If you can please and dominate a woman like I can, you don’t need to be rich, or powerful, or successful. You can have any woman you want. You know every woman you meet, will want you and only you,” he added, on a roll now. “If you had seen me working in an office, you wouldn’t have given me a second glance. It’s only because I’m a gigolo and the best fuck in town, that you want me.”

  He was right. If Trudy had employed him just to work in her office, she wouldn’t have looked twice at him; she would have laughed out loud if you suggested she would fall in love with him, let alone be beaten, abused, and humiliated by him, and then taken to her own personal and sexual heaven.

  The mood changed now, the honeymoon period was over already, without really starting.

  “I don’t want you sleeping with other women, I want our relationship exclusive,” Trudy said, raising her voice.

  “Then you have a problem, Trudy,” he said. “You’ve hired a whore, again, and you’re stopping him from whoring, again. You need to make your mind up. Do I come, or do I go?” he added.

  “You bastard, I’m offering you everything. All I want in return, is that you’re faithful to me,” Trudy shouted at him. “Is that too much to ask for?” she cried out.

  It had all gone wrong, it had all come out wrong and she was back to square one. She could have Paul, but only if he could have other women.

  It wasn’t that the price was too much to pay, it was that she couldn’t take the heartbreak – no woman could.

  Trudy didn’t know what to do, so she gave to way him, handing him his latest profile. She’d hoped so much that she could change him, she’d became the worst of clichés, a woman in love with a bad boy, hoping she could change him.

  That’s how a woman saw it, anyway. A man would say she hadn’t got the guts to dump an asshole.

  “Here, take the profile, do your job and enjoy yourself. Now get out,” she said finally.

  Paul left, bewildered at her outburst. He knew women, as soon as he was tamed by her, becoming her pet office boy, she would lose interest, discard him and start looking for ano
ther alpha male, that would strut, preen and turn her on and eventually be tamed also.

  The cycle never ended, that’s just how it was and how it always will be.

  When Paul walked out, Clive was watching. He’d been listening too; he walked up to Trudy’s office, knocked on the door and went in.

  “Is everything alright, boss?” he asked, knowing it wasn’t.

  “No, everything’s not alright, everything’s wrong, again,” Trudy said, holding her head in her hands.

  “What’s happened?” Clive said, pushing it.

  “It’s that bastard, that fucking bastard. Why does he do it to me? Why won’t he stop?” She was almost babbling now. “Why can’t I get rid of him for good?” she cried out, almost sobbing.

  It was an insignificant comment, the sort of thing anyone would say in temper and it meant nothing to anyone, except someone that just needed an excuse to hurt Paul.

  Clive put his arms around her and tried to console her. He wasn’t listening to anything else she was saying now, he’d heard the words he was hoping for… ‘get rid of him for good’… and he took it quite literally.

  He knew now what he was going to do; he would act upon this frantic and emotional outburst, with extreme prejudice.

  Paul had gone home and changed into his jeans, fleece, and pumps. He’d phoned the woman on the profile that Trudy had reluctantly given him and arranged to meet her the following night.

  After the call, he put a DVD into his television, poured a drink and settled down to watch an old film. All was well with him and the world – he was number one again, top dog.

  He went to bed after the film and slept through the night without stirring.

  Trudy on the other hand, was tossing and turning and still getting upset, thinking about him and other women.

  Clive was drinking and conspiring, well into the night, with Karl and his now ugly friend Geordie.

  He told them what Trudy had said and what he thought she meant, or what he wanted to believe she meant. They didn’t care, one way or another they were all convinced Paul had attacked Geordie; the bouncers had given them a good description of Paul as well.