Enter the Bad Boy (Sweet Surrender)

by Coolomon, Matt

  “Would you two like some privacy now?” Ash asked. “I could use the spare room if you want to sleep together.”

  “Nah, man. I’m drained for tonight. Need some time to refill.” He cupped his package and winked.

  He got up and led Catherine toward the front door. He lifted her chin and kissed her. “I’ll look forward to seeing what colour bra and panties tomorrow,” he said.

  “Okay….”

  When he had gone, Catherine went to bed and slipped under the bedclothes. She felt Ash getting into bed a little later. She was still wearing her lover’s shirt. Her husband cuddled up to her.

  “That was amazing, sweetheart – I couldn’t see your pussy, just those huge balls pressed against you and pulsing.”

  “You could actually see them pulsing when he was ejaculating in me?” Catherine asked softly.

  “Yeah – I think he kind of held still deliberately so I could watch him make his deposit…. They pulsed about five or six times that I could clearly see. I can only imagine how much was being squirted into you with each one.”

  “Mmm – a lot,” Catherine teased back over her shoulder. “It’s not always possible to feel it, like with you and other guys, but I can with him. His ejaculation is really strong. There’d be an awful mess if it wasn’t going inside me.”

  ****

  The next night she allowed Jason to fuck her again. He wanted her on top, and she oiled his cock and slid down it with her work skirt again hiked up to her waist and her blouse and bra lying on the floor.

  She rode him through several orgasms before he lifted her and placed her on her hands and knees on the bed. He then got behind and claimed the bottle of oil.

  “Do you like it in the arse?” he whispered as he kissed her neck.

  Catherine swallowed hard. “My god – with that thing?”

  “Come on, let me try it,” he said, still kissing her neck and ear but also rubbing his oily hand between the cheeks of her bottom. “Just relax,” he went on, slipping a finger in and then working another in as well.

  Catherine tried to calm her breathing and relax the clenching of her anus around his fingers. Fortunately he went slow and worked her open with a third finger, then spent some time moving them in and out before she felt the head of his cock pressing there. She felt it opening her and the head seemed to slip in where his fingers had been. Then he poured more oil and started rocking back and forth, working some of his length in.

  It was painful for Catherine, but not as bad as she had expected. She could feel pressure so deep inside of her body and a burning sensation where she was being stretched open. Beyond that there was pleasure though, and with Jason’s fingers rubbing her clit there were sparks confusing everything.

  Finally she felt him pressed against her bottom with his cock fully inserted. He then started humping gently – just working her without withdrawing too much, and she could feel his balls slapping against her clit, keeping those sparks firing. Then he started withdrawing some of his length and sawing in and out of her, and that burning sensation melded into a warm tingle that swarmed through her belly and started lifting her toward another orgasm.

  Catherine’s head was soon being crammed against the bed-head and her body was being pounded. She kept her bum raised and available while she clung to a pillow and bit down on it.

  The orgasm that was building swamped her but he kept on fucking her through that and suddenly he convulsed and jammed his cock as deep in her arse as he possibly could. It then expanded and throbbed, and she could feel the spurts of cum gushing against her insides and flooding her.

  “Fuck yeah,” he groaned, and he thrust again and squirmed against her with his cock still throbbing and leaking semen.

  ****

  That night Catherine pretended to be sleeping when her husband got into bed, and she was relieved when he lay facing the other way and made no attempt to touch her.

  Then on the Thursday she satisfied Jason by sucking him off three times throughout the day, and on the Friday at lunch she again allowed him to fuck her.

  She took him home with her that evening and asked him wait in the car. But as she was about to get out he pulled her across and onto his lap. It was dark enough but she was expecting Ash to look out the window any minute so she submitted in the hope he would be quick at least.

  He had her straddling his lap and he stretched the crotch of her panties aside and started working the head of his cock between her pussy lips. She wasn’t very wet but as he firmed up he penetrated her.

  “Just quickly – before he comes out,” she breathed into his hair, and she clung to his head while he probed and forced half the length of his cock into her. She then watched the balcony door of her apartment while she was being fucked. And she was only just beginning to get wet when she felt the cock inside of her firm up and expand.

  “I want you to be nice and full when you tell him,” Jason whispered to her, and he pulled back until only the head of his cock was inserted. Then he started unloading.

  Catherine held herself up while he flooded her. She could feel the powerful bursts of cum squirting just inside of her pussy. It was one of his larger loads, so she was glad she at least had panties on this time.

  When he finally finished he smoothed her panties back into place and let her go, and she could feel the warm fluid leaking out as she walked into the house.

  She confronted her husband in the kitchen cooking dinner. He met her with a huge smile. “I’ve done the booking for our vacation,” he announced proudly.

  Catherine could feel the cool air against the sopping crotch of her panties as she spoke.

  “I’ve just come to get some things,” she said, fighting back the quiver in her voice. “Jason’s waiting for me outside….”

  Her husband’s face paled. “But – what about – ”

  “I’m sorry, Ash. He asked me to move in with him….”

  ****

  One Tuesday night six months or so later, Catherine was lying on her and Jason’s bed with Jason slowly fucking her. She was on her back with her knees bent up. Jason was lying across the end of the bed doing her from behind her legs.

  Kneeling above Catherine in a 69 position was a girl from the upstairs apartment, Elisa. Elisa’s boyfriend was sitting in a chair across the room stroking his cock back to life.

  Catherine closed her eyes as she sliced her tongue through the lips of Elisa’s pussy. It was the first time she had tasted another woman, and she sucked gently on her labia and searched deeper into the wetness as she felt Elisa’s tongue massaging her clit and Jason’s cock sawing in and out.

  Inside of Elisa’s pussy was the familiar taste of cum, and as Catherine breathed the otherwise feminine scent, a thick glob of semen oozed out and seeped into her mouth.

  The boyfriend had only just finished fucking her a little while earlier so it was his load, and Catherine looked over at him as she swallowed his semen and accepted another thick creamy flow into her mouth.

  She then closed her eyes again and continued licking into the dripping folds, teasing the other woman’s clit and making her grind her hips.

  The speed of Jason’s thrusts were beginning to increase as he worked towards his climax and Catherine’s own orgasm was building. She started licking more urgently at the other woman’s clit and Jason started pounding her. Elisa sat up and simply ground her gash against Catherine’s lips and tongue. More semen was leaking out of her and Catherine swallowed again as it flooded her mouth.

  Her orgasm hit hard, and just as it thumped through her body she felt Jason ram home and start to unload, and just as he did that the woman straddling her face convulsed into orgasm as well and the boyfriend was suddenly standing there with his cock in his fist. He forced it into Elisa’s pussy and bucked immediately, and Catherine continued sucking on her clit while the shaft of the cock throbbed and more hot cum oozed out and into her mouth.

  The two men then retired to chairs across the room while Catherine and Eli
sa continued to lick each other out. Catherine ended up rolling on top for a while and when she sat up and looked down she could see Elisa’s mouth was covered in cum. Jason had cum in her twice and the second time he had deliberately pulled back.

  He and Elisa’s boyfriend were talking between themselves about how hot it looked to see the girls eating creampie. Catherine lowered to Elisa and kissed her, collecting Jason’s cum from her cheeks and chin and sharing it with her.

  She enjoyed the feel of the other woman’s breasts pressed against hers and the feel of her hot pussy open against her thigh. She liked the way she was being kissed so softly – so much more tenderly than she had been kissed by any man.

  She kissed her way down Elisa’s body and sucked on a nipple, and Elisa stroked her hair aside, and after a little while she guided Catherine to the other breast.

  And Catherine saw Jason stand up with his cock fully erect again so she lifted her bottom and presented herself to him.

  ****

  And a week after that Jason was gone. He had quit the real estate agency and cleared out his apartment while Catherine was away with their boss at a weekend conference.

  Catherine had nowhere to go. Ash had also skipped town a few months earlier and all she had left was some furniture in storage – so she spent a few nights at a hotel until she organized a lease on an apartment of her own and set it up with her things.

  The next year for Catherine was completely celibate. She didn’t date at all and simply avoided any advances from men. She had been putting all of her energy into her work instead, and had slowly formed a relationship with her boss, Len Pittman. He was a mature man – just on forty five years of age, twenty years Catherine’s elder. He was a kind, caring man and not at all like Ash or Jason. He was actually divorced five years with teenaged children and seemed really mellow and relaxed.

  Catherine just melted into his arms the first time he kissed her, and within a month of that they were exchanging marriage vows.

  And it would be another three years before something happened to make Len wonder what it would be like to show Catherine off to another man………

  End

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  Kind regards, Matt Coolomon

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