Devoted Wife to Ultimate Fucktoy Pt. 02

(Chapters 6 - 9 of 'Devoted Wife to Ultimate Fucktoy'. Recap of where we are in the story: Gina had been married to Matt for over two decades when he confessed that he had been having an affair with another woman. To deal with the devastation of her husband's infidelity, Gina turned to her best friend Kim for support, as well as to her personal trainer Orlando. Orlando is gay and is in a serious relationship, but he cares deeply for Gina and helps train her in many additional ways beyond mere gym training. He helps prepare her for her first affair with another man, including preparing her for anal sex, which she has never experienced. Gina and Orlando have become comfortable enough together for her to be naked around him during her home gym workouts. He is also keen to introduce her to the right guy that would help her to move on from her husband's infidelity.)
7
Right at the time Orlando was helping Gina to plan her first extra-marital date, Matt officially moved out of the house into an apartment. Even though Matt's infidelity had led to this day, Gina couldn't help feeling devastated and heartbroken all over again. With Orlando and Kim's help, she had managed to temporarily shield herself from the pain of it all, but seeing Matt downstairs in their sitting-room with his bags packed made it horribly real. Part of Gina was thinking she should give their marriage another try. She just didn't want to give up on their marriage after all these years. But everything was much more complicated now. Not only would she have to live with knowing that Matt had fucked another woman. She had also recently been secretly enjoying the prospect of having sex with another man. One thing she was certain of was that she needed space to think to about it, which is why she reluctantly insisted that this separation was necessary -- for a few months at least.
Before leaving, Matt asked her if she had met another man yet.
'No,' Gina said.
'Good,' Matt said, visibly relieved. 'While we're still at this point, I want to ask you not to do this. Please. I will move out for as long as it takes, but please don't have sex with another guy. I know I've no right to insist on this after my affair with Amber, but I couldn't handle you fucking someone else. I don't see our marriage surviving.'
Gina didn't give him any assurances because she was still conflicted. She merely gave him a hug and they each said 'I love you' with tears in their eyes. Before Matt left, they agreed that they needed to tell their daughter Lily about what was happening. Gina told Matt she would travel up to her university at the weekend to tell her.
In the meantime, Gina kept herself busy by putting in longer hours at her office job and working out every single day, either on her own or with Orlando. She also continued her program of anal training, using the dildos and butt-plugs every evening after her workouts. And on the evenings when Orlando came over to her house, which was usually three times a week, he always helped her like he did on that first day. He was there to oversee Gina transitioning from the small purple dildo to the medium sized white dildo. She felt a great sense of achievement the first time Orlando expertly eased the entire white dildo into her ass. And it was also very exciting when he switched back to the small dildo and she felt how easy it was to take it now that her ass had been opened and stretched.
These experiences with Orlando, with Gina completely naked on her bed while he knelt behind her moving different sized dildos in and out of her ass, were always incredibly sexual. But she viewed them as a continuation of her regular training with Orlando. The fact that his boyfriend Craig knew about it and had no problem with it made it seem less illicit or forbidden, even though it would have been unthinkable only a few months earlier. When they were all out together, they joked about it and talked about it in a light-hearted and open way. Craig even requested that Orlando tell him when Gina had successfully taken the largest of the three dildos in her ass.
'I appreciate you all taking so much interest in my anal training!' Gina joked.
'Well, it's not every day we meet an anal virgin!' Craig responded and they laughed. 'How could I not be intrigued by your progress!'
Despite the fun they were having, there was a sense in which Gina was merely allowing herself to engage in a very enjoyable fantasy. She liked the idea of being the ultimate fuck, of being married and forbidden for other men to have sex with, but then to give herself to one really hot guy -- even for one night and to give herself to him fully, to let him fuck her in every way imaginable, including deep in her ass. Orlando was helping her explore that fantasy and to be prepared if it were ever to become a reality. In truth, though, she wasn't mentally ready to go there yet with another man. But she was having a lot of fun acting as if she were ready. When Matt moved out, she felt more confused and conflicted than ever.
At the weekend, istanbul travesti she went up as promised to visit Lily in her dormitory at her university. She brought her out for lunch and told Lily that she and her father were on a trial separation. Up until that point, Gina and Lily had been getting on very well, and Lily even complimented her mother a few times on how great she was looking. Gina told her about how she had been working out a lot with a personal trainer. But when Gina told her about the separation, Lily got very upset.
'So, what, are you having sex with your personal trainer now?' she said angrily.
'Of course not, Lily. Anyway, he's gay. Listen, I still love your father deeply and hopefully we can work through this. It's complicated. But I don't want it to affect your studies -- but I felt you should know what's going on.'
Gina and Lily walked back through the campus together after lunch, and Gina did her best to reassure her. As they were walking, they ran into a friend of Lily's named Suzanna, who was walking towards them with four male friends. Suzanna was skimpily dressed in a short skirt and tight white t-shirt that showed off her bust, and Gina figured that Suzanna enjoyed the male attention from her friends. Lily introduced Gina to them, and Gina couldn't help eyeing up the guys, even though they were all in their early twenties. She noticed a couple of them checking her out too. Suzanna told Lily about a party that was happening later, and Lily said she would try to make it, before she and Gina continued walking.
On her drive back home alone, Gina couldn't stop herself fantasizing about the guys she had briefly met and imagining what it would be like to be passed around by them. This was another sign that Gina's sexual side was awakening like never before because until recently, she would've stopped herself from exploring the fantasy. But now, driving along the highway, she blissfully visualized being in the middle of a gangbang and sampling four big juicy cocks all at once. When she arrived back at the house, she went straight upstairs to her bedroom, stripped naked and reached for the medium sized dildo. She used the lube and eased it the entire way into her ass. And while it was still inside her, she brought herself to climax three times while imagining guy after guy fucking her.
8
The next evening, Gina met up with her best friend Kim for a few drinks at her house. Kim was married with two teenage kids, and despite being faithful to her husband Ben she loved talking about other guys she was attracted to. She enjoyed fantasizing about other men and talking in confidence with Gina about men in her life that she was curious about having sex with. And now that Gina was separated from Matt, temporarily at least, and Gina was considering hooking up with a new guy, Kim loved talking through all the possibilities.
'So, any news on the dating front?' Kim asked when they were sitting on the sofa in her sitting-room and drinking wine. They were alone now and could talk freely without Ben or their kids overhearing.
'Orlando said he wants to introduce me to a friend of his,' Gina said, who felt much more awkward talking about it.
'Interesting,' Kim said, wide-eyed with curiosity. 'Tell me more!'
'Well... his name is Josh and he's just coming out of a long relationship. Orlando actually sent me a photo of him.'
'Oh, can I see?'
'Sure,' Gina said reaching for her phone and scrolling through her photos. 'Here it is,' she said and held it up for Kim to see. It was a group photo from a night out, and Orlando was standing next to Josh and a few other guys.
'He looks hot!' Kim said. 'Great body too.'
'That's what Orlando told me. He said that Josh is a lawyer but he's really into fitness and weight-training. He's about 6'4", big frame, and...' Gina paused and smiled before continuing, 'Orlando said he has it on good authority that Josh is very well hung! Craig plays rugby with Josh and he's seen him lots of times in the showers afterwards and couldn't help noticing what he described as an extremely impressive cock!'
'An extremely impressive cock!' Kim repeated, transfixed and imagining it in her mind. 'Just how impressive are we talking?'
'Well, let me put it this way... Craig and Orlando felt obliged to warn me about how huge his cock is before they recommended him as someone for me to go on a date with. They wanted to make sure I don't have a problem with a guy with a really huge cock.'
'And do you?'
'Of course, not -- that would be discrimination!' Gina said and they both laughed loudly.
Gina and Kim both looked around to make sure nobody was nearby to hear them.
'Wow, Josh sounds kind of perfect! Sounds like my type too!' Kim joked. 'But you haven't met him yet?'
'No -- but there's a group going out next Saturday and Orlando told me that Josh will be there. I'll probably meet him then. I was hoping you would come out too.'
'Of course, I want to be there for you,' Kim travesti istanbul said. 'And if I'm being honest, I'm curious to meet this guy myself. If you don't fuck him, I just might!'
'Kim, you mustn't say that!' Gina said smiling.
'But you've gotten me so curious now! One of us needs to at least see this famous big cock! Perhaps I could just give him a blowjob, but stop at that because I'm a married woman! What would be so bad about that?'
'Kim, you're so naughty...'
'You know I'm only joking -- I would never cheat on Ben,' she said and winked because Gina was aware of how fond Kim was of flirting with other men, especially when she was drinking. However, she was right that she had never crossed the line with any of the guys she had flirted with. 'Besides,' she added, 'I would never steal a guy away from you!'
'Well, thank you, Kim. Just one of the many reasons for you not to fuck Josh... or to even suck his cock! In all seriousness, though, I'm not sure if I can actually hook up with another man,' Gina said. 'With Matt moved out and seeing how upset Lily was yesterday, it brought it home that I have so much to lose.'
'My advice, Gina, is to not overthink it. Just fuck Josh. Just go home with him and fuck his brains out. Nobody could blame you or judge you for doing it. Not even Matt. He's worried because he knows you have every right to go out there and do it. I'd say, get it out of your system. There doesn't have to be a big meaningful connection between you and Josh. Just spend a night with someone else to see how it feels. Better yet, spend a whole weekend with Josh and his gigantic cock! Put a limit on it, say six?'
'Six?'
'Yeah -- fuck him six times over the weekend and return to work a new woman on Monday morning! Then you can figure out where your marriage stands!'
Although Kim was being provocative, Gina knew that she was being honest about her opinion too. She was adamant that Gina needed to do this for her own self-respect.
'I understand where you're coming from and how you feel,' Kim continued. 'Just promise me you'll go out on Saturday and at least meet Josh.'
'I suppose I could do that,' Gina said. 'I am curious about meeting him. It doesn't have to lead anywhere if I'm not comfortable.'
'Exactly. Let's just go out and have some fun!' Kim said and they toasted the agreement with their wine glasses.
9
In the week leading up to the night out when Gina would meet Josh for the first time, Gina worked out even harder and more intensely than usual. She was already in the greatest shape of her life and she felt very sexy and confident, but she wanted to keep pushing herself. It turned her on to think about the possibility of being naked with a guy like Josh in the same way as she was often naked around Orlando. It was an enjoyable fantasy to explore even though the reality of giving herself fully to another man terrified her. Nevertheless, she was happy to use the possibility as additional motivation when working out.
Orlando also continued coming over to her house to assist with her training. At the end of each session, they were spending increasingly more time in her bedroom as Orlando helped prepare her for anal sex.
'I think it's time we moved on to the largest dildo,' he said on the Monday evening.
'Do you really think I'm ready?' Gina was already on the bed, completely naked except for a pair of very sexy black stiletto high heels. She had lately started wearing the high heels during her anal training because this is what she imagined she would wear if she were with a man who was going to fuck her in the ass for real.
'Absolutely, you're ready,' Orlando said. He sat on the bed close to Gina and picked up the largest of the three dildos, which was black. 'It is huge,' he admitted, 'but you've been taking the other two dildos for weeks now without much difficulty. I've observed your progress closely and I wouldn't suggest you take this third dildo unless I was sure you could handle it.'
'Okay, then, let's do it!' Gina said and smiled with a mixture of nervousness and excitement.
She lay on the bed on her front, as she always did when preparing to take a dildo in her ass, and Orlando knelt behind her stroking and massaging her naked body for a few minutes before applying the lube to her ass. It was remarkable and thrilling for Gina how accustomed she had become to feeling Orlando touching her ass and inserting his fingers and thumb deep into it. She blissfully spread her legs as wide as she could for him and gave him all the access he needed while she lost herself in some hardcore fantasy.
The time finally came when Orlando got the large black dildo ready and pressed the tip gently against the entrance to Gina's ass. But for the first time since she began her anal training, Gina felt her ass resisting being penetrated.
'Wait, Orlando, please,' she said. 'I need a minute.'
'What's the matter?'
'I'm just not fully relaxed yet.'
Gina turned onto her back for istanbul travestileri a moment to talk to Orlando.
'If you want, we can return to the medium sized dildo and keep going with that,' he said, holding the black dildo. 'I can understand if you're daunted by this.'
'No, I want to use the biggest one,' Gina said. 'I guess I'm just a bit nervous and I'm finding it hard to stay focused on my fantasies.'
'I see -- well, is there anything that would help you to focus?'
'I don't know... maybe some extra visual stimulation?'
'Like what?'
'Well...' Gina began, then hesitated. 'Please don't take this the wrong way, but I know I'd enjoy seeing more of your body. It's purely as friends, but you do have a great body and it would turn me on to see more of it.'
'You should've told me before!' Orlando said, smiling, and immediately beginning to undress. He got off the bed for a moment and took off his tight black t-shirt first, revealing his muscular and extremely toned upper body.
'Wow, nice abs!' Gina said, watching his every move closely.
'Thanks,' he said and lowered his gym shorts and took them off, leaving him standing next to the bed wearing only his boxers. He then placed his thumbs under the elasticated strap and said: 'On or off?'
Gina stared at the bulge in his underwear for a moment, before snapping herself out of it to answer him. 'Are you sure this isn't weird for you, me asking you to take your clothes off?'
'Absolutely not,' Orlando said sincerely. 'I've seen you naked so many times. It's only right that you should get to see me naked, if you're comfortable with it. So, what do you think: boxers on or off?'
Gina smiled mischievously and said: 'Off!'
Orlando obliged her by swiftly lowering his boxers and taking them off, so that now he too was completely naked. Gina couldn't stop herself from staring at Orlando's cock and even though he was only semi-hard, she could see that it was huge.
'I'm actually trying to fight off getting a full-on boner,' he said when he saw her looking at his cock. 'I figured I should I try to remain somewhat professional, even though this isn't exactly a normal training situation.'
'You don't have to resist for my sake,' Gina said.
'You don't mind if I'm hard?'
'Of course, not. I'd prefer it, if I'm being completely honest! I just wasn't sure if this was arousing for you.'
'Oh but it is,' Orlando said, joining her on the bed once again. 'I may be gay but I can appreciate how beautiful and sexy you are. And this whole scenario here of being naked while I help prepare you for anal sex with another man is incredibly exciting and erotic for me too.'
Orlando's cock was growing by the second and it wasn't long before it was fully erect.
'You're body is incredible,' Gina said. She was still lying on her back with her legs parted. 'And your cock is fucking enormous!'
'Thank you,' Orlando said, clearly very comfortable being naked around Gina. 'So, is this the kind of visual stimulation you wanted?'
'This is the ultimate visual stimulation!' Gina said emphatically. 'You are literally only the second man I've ever seen naked. And just being naked around you and seeing your huge hard cock is making me so wet.' Gina was about to say that she would gladly let Orlando fuck her right now if he wanted, but she stopped herself. She had to remind herself that this had to remain just a friends thing. Yes, they were both naked on her bed. And yes, her pussy was dripping wet and his cock was rock hard, but he was still just her trainer and her friend. He was doing an incredible job of preparing her for her first ever affair with another man. She had to remember that.
'So, are you ready now to take this huge dildo in your ass?' Orlando said, picking up the black dildo again.
'Absolutely!' Gina said and turned onto her front again and opened her legs wide. Even though she was resisting telling Orlando that she would like him to fuck her, she let herself fantasize about fucking him. He fingered her asshole and this time Gina opened her eyes and looked over her shoulder at him while he did it, surveying his naked body and erect cock. He was bent over, leaning towards her, and it looked so much like he was getting ready to fuck her, which made her even more aroused. Gina kept her legs spread and would have gladly taken anything Orlando gave her in her pussy or her ass. This was such a revelation for Gina because it was the first moment that she knew for sure that she was ready to have sex with someone other than her husband. In the cold light of day, she was deeply conflicted because she still held out hope of saving her marriage. But in an extremely aroused state like this, she understood now that she would gladly and willingly let another man fuck her brains out.
Orlando, though, stuck closely to the job at hand and began easing the largest of the three dildos into Gina's ass. After only a few seconds, the big bulbous head of it passed beyond the entrance and into her ass.
'Ahhhh!' Gina moaned loudly with a mixture of pain and pleasure. Having even an inch of this gigantic dildo in her ass felt much different and more intense than either of the other two dildos, but she was so pleased at being able to finally take it.