by E. B. Wood
Once we landed I had Jason go to the bathroom and remove the cage before we cleared customs and immigration. I made sure he carried the cage in his hand-luggage so if we were searched it would be him who had the embarrassing explaining to do. Personally I planned to pretend I knew nothing about it.
As it turned out we sailed through and after picking up our hire car it was only a short time before we were checking into our hotel. Jason took a shower to wash off the travel and when he’d finished I had one as well. When I finished I wrapped my hair in a towel and, donning one of the hotel’s bathrobes, went out to our room to find Jason lying back on the bed watching the TV. He was dressed in the other white bathrobe and I knelt astride his legs, dropping down so he could feel my damp pussy against his legs. I instantly had his full attention and he muted the TV as I ran my hands up under his robe to his crotch.
I hadn’t made Jason put his cage back on and I smiled as I felt his cock start to swell. ‘Mmm, what’s this?’ I teased pushing back his robe to expose his stiffening dick.
Jason moaned softly and I bent forward so I could take him in my mouth. I took my time sucking and licking his cock while Jason groaned and purred in delight at his first real stimulation in months. I’ve been playing denial games with Jason long enough to know exactly how far I can push him and I brought him to the edge several times, backing off just enough so he wouldn’t come.
I’d made myself comfortable while I blew Jason, lying down between his legs and enjoying watching his face as I teased him. I brought him right to the edge again and watched as a small stream of pre-cum leaked down his shaft. ‘So,’ I asked looking up at him. ‘Do you want to cum?’
Jason groaned and pushed his hips up, trying vainly to find the friction he needed to push him over the edge. ‘Yes. Oh god yes, please!’
I always like to ask Jason if he wants to cum even though, in reality, his answer makes no difference at all. If I want him to cum – which is seldom – I’ll make him cum. More usually I’ve already decided that he’s not going to but I do enjoy hearing him beg for release before denying him. This time however I was genuinely going to leave the decision up to him.
‘Okay,’ I said. ‘I’ll let you cum. And I mean really cum. No ruined orgasm, no tricks, just a proper orgasm. Sound good?’
‘Oh, yes. Please, it’s been so long.’
He was almost whimpering and I knew it would be the work of moments to have him blow his load. I bent my head down and placed my mouth over his cock, but instead of sliding down his shaft I removed my mouth. ‘Or….’ I said as if something had just occurred to me.
‘Or?’ moaned Jason desperately.
‘Or I don’t let you cum and I see if I can find another man to make me cum instead.’
‘What?’
‘It’s simple. You get to cum right now, in fact you get to cum whenever you like all holiday; or I look around and, if I find someone I fancy, they get to cum with me instead.’ I licked his cock head softly. ‘Your call.’
I watched Jason’s face as he was torn between the twin desires of his own overdue release and the opportunity to be cuckolded again. As delightful as it is having a husband in chastity, and believe me the benefits are astonishing, there are drawbacks, the chief one of which is missing out on a good fucking. Okay, so we’d mitigated that to a degree through Jason’s strap-on but, no matter how good it was, a rubber cock just can’t compensate for missing the real thing. As the pain from breaking up with Steve faded I was able to look back on our relationship dispassionately and slowly came to appreciate once again the positive aspects to having a lover on the side. The more I thought about and replayed some of the trysts Steve and I had enjoyed the more I felt the desire to experience that sexual freedom again. Although I didn’t said anything to Jason I’d began to indulge in some solo play with his strap-on while imagining it was another man inside me.
The only thing that had prevented me from actually broaching the subject with Jason was my own fear of becoming too emotionally involved again. I had no desire to put myself or Jason through that pain again.
Then Jason suggested a holiday and I thought, hell, that’s the perfect opportunity! Assuming I found someone I clicked with I could enjoy a bit of fun without having to worry about ever seeing the guy again. So while Jason booked flights and arranged hotels I mentally prepared myself to enjoy a little sexual vacation of my own.
‘Well?’ I prompted.
‘I don’t know!’
‘Okay, just imagine your poor swollen cock bursting in my mouth. All your cum just running down my throat and dripping from my lips.’ Jason moaned and his cock twitched, aching for release. ‘Now imagine me on my back with my legs spread wide for a stranger’s cock, while your little one is all locked up again. Which of those sounds more fun?’
‘You’re really serious about fucking someone?’
‘Oh yes, but only if I find someone I fancy. No promises. And here’s the rub, if I don’t find anyone then that doesn’t mean you get to cum by default. If you turn down my offer to cum now I might not make another one for a long, long time…’
Jason still hesitated and although I was pretty sure which side he’d come down on I decided it wouldn’t hurt to stack the deck a little in my favour. I reached down and tickled his balls. ‘Mmm, just imagine a biiiig cock sliding in and out of me while you watch unable to do anything about it…’
‘Ah fuck...’ Jason sagged in defeat and I knew I’d won.
‘Good call,’ I smiled jumping off the bed. I opened my luggage and retrieving the pouch with his steel chastity cage in, tossed it on the bed next to him. ‘C’mon then, put that on, get dressed and let’s go cock hunting.’
‘What, right now?’
‘Yes right now. Time’s short and I’ve got an inch deep inside my pussy that you just can’t scratch.’
Jason
There were a number of late night clubs in the area and we worked our way slowly through most of them. Bea set the tone for the evening when she took my arm at the entrance to the first club and said, ‘As soon as we’re inside I want to split up. It’s unlikely enough that I’ll find someone I fancy at all but probably pretty impossible with my husband in tow.’
‘So what do I do?’
‘Get a drink, sit at the bar, make a friend…’
‘...Watch you.’
She laughed. ‘Sure, if you like, but discreetly okay. I don’t want to have to explain why there’s a creepy guy in the corner staring at me all night.’
I pretended to be hurt. ‘Are you saying you think I’m creepy?’
Bea turned and gave me a peck on the cheek. ‘No, honey, I think you’re wonderful, but I need some room to move, okay?’
‘Sure,’ I shrugged. In truth I was quite looking forward to just standing back and watching my wife on the hunt for her next lover. Just the thought made my cock shift uncomfortably in my cage.
As it turned out the reality of sitting back and observing Bea was even more erotic than I had expected. I do love to watch Bea fuck but it’s the small intimacies which twist the cuckold knife into my psyche the most. The soft post-orgasmic kisses, the shared whispers and small giggles are the true banquet on which my need for sexual exclusion feeds. So watching Bea as she mingled, chatted, flirted, drank and danced with a number of different men, all with the express purpose of fucking one of them; was like the most protracted session of foreplay ever for me.
Respecting both her request for privacy and discretion on my part was hard as I didn’t want to miss a minute of seeing my wife on the prowl. I’d get caught up in watching the progress of her most recent contact and suddenly realize that I was in fact staring in a way that to an outside observer must appear like I was an obsessed stalker or an overly-jealous husband (which was so far wide of the mark as to be laughable). When I found myself staring too long I would have to physically drag my eyes away and try desperately to find something else to do to occupy my mind while I counted down the seconds until I
figured it was okay to look back again.
As a consequence there were times when I lost sight of Bea completely. She’d be talking to some guy, I’d look away and when I turned back they’d be gone. Inevitably I’d soon sight them again, either on the dance floor or at the bar, but until then I couldn’t help my heart skipping and the familiar sick feeling in my stomach as I wondered where she was and what she was doing. For those few amazing moments when I lost her my mind would flood with possibilities and fantasies. Had she already left with him? Would I soon get a text telling me to go home alone and she’d see me tomorrow? Perhaps he’d dragged her into the men’s room and she was already fucking him in one of the stalls? As impractical and unlikely as these scenarios were they nonetheless sent regular surges of adrenalin flooding through me and ensured my cock was always pressed firmly against the confines of my cage.
Eventually Bea came over and said we were going home. I think we were both a bit disappointed that nothing had come of the evening but also realistic enough to accept that it was unlikely to on the first night. Given Bea’s remark about how she’d only play if she found someone she clicked with also gave me some doubts that anything would actually happen at all. However there was no mistaking the effect that a night’s flirting had had on Bea and no sooner were we in the room than she was in my arms, her tongue in my mouth and her hands frantically stripping off my clothes.
I was in a high state of arousal myself and needed no encouragement to join in and soon we were both naked on the bed. Bea moaned as my fingers found her cunt. ‘Oh, fuuuck, I’m horny,’ she moaned as she wrapped her hand painfully around my swollen and squashed balls. ‘Sometimes I wish you were just a normal guy who could just fuck me when I need it!’
I swallowed, her words hurt a bit but I was too inflamed to take much in the way of offense. ‘I know,’ I breathed into her ear while my fingers rubbed her clit. ‘But just think about all the new cocks you’d miss out on if I was ‘normal’.’
‘I know,’ she groaned. ‘And I want those other cocks honey, I really do…’ She held my face and looked deep into my eyes as she said this and my cock jumped and twitched in my cage in response. She pushed me back on the bed and moved up to straddle my face. ‘I want you to lick me while I think about all those big cocks I can have.’
I was more than happy to comply and set to licking and sucking her with all the finesse and talent I possessed. ‘Tell me what you’re thinking about,’ I begged.
‘I’m imagining your tongue is a big, fat cock and I’m just about to lower myself down on it.’ She gasped as I flicked her clit. ‘Oh god, it feels sooo good going in.’ I opened my eyes and enjoyed the fantastic view I had of Bea’s body above me. Her back was arched with her hands resting on my hips and her breasts jutted out magnificently as she pushed her pussy against my questing tongue.
‘Tell me you love his cock...’ I mumbled through the juices that were streaming into my eager mouth.
‘Oh I do honey…I love it so much,’ she shuddered. ‘He’s so deep, so much deeper than you.’
My cock was so hard I thought it would burst through the steel walls of its prison. I hadn’t cum in so long and was so desperate for release but couldn’t regret turning down my chance to cum for a second if the reward was having Bea back in hotwife mode. ‘Is he going to make you cum?’
‘Uh-huh,’ Bea panted and I could tell by the way she was moving that this part at least wasn’t just fantasy. ‘I’m going to cum for him.’ She shuddered again. ‘Tell me you want me to cum on his cock...’
It was my turn to moan in ecstasy. ‘Oh I do, I really, really want you to cum on his cock.’ I redoubled my efforts and was rewarded by the familiar sounds and feelings of Bea approaching orgasm. ‘Do it for me,’ I begged. ‘Cum all over his big cock and then let him cum inside you.’
‘Deep inside me?’
‘Oh, yes, so deep.’
‘Okay, I’ll do that for you. I’ll let him cum in me too.’
Bea’s movements had become more frantic and it was all I could do to keep up a steady rhythm on her clit while she ground and writhed on my face. Suddenly she gave a great sob and her body heaved as my mouth was flooded by her sweet juices.
Bea collapsed panting onto the bed beside me. Someone she clicks with be damned, I thought as I rolled her into arms, my throbbingly erect cock ignored by both of us. I knew right then that there was no way Bea was ending this holiday without taking another lover.
Bea
For the next few days I must have met and flirted with at least a dozen guys. Nothing serious just the normal kind of innuendo and gentle teasing contact that adults do when trying to sound out their compatibility. To my surprise I found I was really enjoying myself. It had been a long time since I’d enjoyed the attentions of other men and I loved knowing that if I wanted to I could take things as far as I liked. It helped that I’d spent some time in the gym and was feeling fit and slim as well. The same could be said for Jason who, since we started chastity seriously, was a lot more physically active and was looking very good for it.
During the day we hung around the pool and at night we went out clubbing. Although I say ‘we’ the truth is that Jason hung back in both locations while I played the single girl. As much fun as I was having I was aware that Jason wasn’t getting much time with me on our vacation and felt bad about that. I tried to appease my guilt by reasoning that if he wanted me to find a lover then he had to allow me the space to hunt. Anyway he never complained about it and he was certainly reaping the benefits every night as I released all the pent-up lust of a day’s flirting to his fingers and tongue. As skilled as Jason had become at making me cum this way it still didn’t diminish my desire for a good old-fashioned fucking and I spent most of my time all too aware of the heavy emptiness in my nether regions.
The best bet I found to, er…fill the void, so to speak, was a cute guy called Mark who I’d met at the pool. I’d ‘accidentally’ bumped into him while swimming and while apologizing made sure he got a good eyeful of my boobs in my bikini. Soon enough we were chatting away animatedly and not long after sharing drinks poolside. Although there was no great spark, Mark seemed nice enough that I was willing to invest a little time seeing how things panned out and when he suggested I join him at a club later in the night I readily accepted.
While Mark and I had been chatting I was aware of Jason’s hungry eyes on me from his place across the pool and wondered what sort of cuckold angst he was experiencing watching me smiling, laughing and flirting with another man. I made a point of touching Mark when talking to him and knew that each little contact would be driving Jason mad. After Mark left I collected my towel and walked casually past Jason, tipping him a sly wink and discreet thumbs up. The look on his face was priceless.
That evening it felt strange to be showering and getting myself made up for another man. It was the first time since Steve that I’d gone through the pre-date preparations with the serious intent of having another man see me naked. The experience brought back some sad memories of Steve tempered with excitement of what the future might hold. Jason meanwhile was back in his normal conflicted state, his emotions swinging back and forth between desire and fear. Mostly he expressed this by pacing back and forth in the room, while I sat wrapped in a towel at the desk and tried to put on my makeup, until it was driving me nuts. I understood the cuckold in him well enough by now to know that, oddly, the thing that would calm him down the most was to seem keener than I was as opposed to trying to play down my excitement.
‘Are you ready for this?’ I asked applying mascara that I desperately hoped wasn’t just going to melt in the tropical heat.
Jason stopped pacing long enough to nod sharply.
‘We don’t have to do this, you know,’ I said. ‘We can just forget the whole thing. Maybe just the two of us go out to dinner instead?’
Jason hesitated and I could see the agonized conflict behind his eyes. A part of him, and even after all we’d been through it
was still a large part, wanted to take me up on my offer. Just grab me and keep me all to himself. I’d come to recognize that part was always strongest the closer I got to actually fucking another man. At this point Jason had to move from his fantasy into reality and that’s a hard thing for a man to do. It’s one thing to have vague, generalized desires for your wife to sleep with someone else and another thing entirely to suddenly have to confront the solid reality of the deed about to happen. The transition’s not easy for me either and I was dealing with my own nerves. I knew that if I decided to call it off Jason would be instantly relieved, but I also knew his relief would only be temporary and soon enough he’d be back to fantasizing about it all over again. It’s a double-edged sword the cuckold desire; when you get this close to it, it can cut you whether you do or whether you don’t.
I felt for Jason’s emotional turmoil but despite what he was going through right now I knew that there was really only one thing he wanted me to say. ‘The trouble is if we go out for dinner then at the end of it I won’t have a big cock to come back to, will I?’
Jason swallowed. ‘No.’
‘And you do want me to have a big cock tonight, don’t you?’
‘Yes.’ A pause then, in a rush, ‘More than anything.’
I smiled, ‘Good, me too.’ I stood and dropped my towel. I love how chastity makes Jason stare at my naked body like a drowning sailor at a lifebelt. Now however knowing that he was about to lose me his gaze was almost a physical thing. I took pity on him. ‘Do you want to help me dress?’