📚 jen's holiday as a hot wife Part 3 of 5
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Jens Holiday As A Hot Wife Pt 03

Jens Holiday As A Hot Wife Pt 03

by talentedt0ngue
17 min read
4.35 (7100 views)
adultfiction

Part 1 was the introduction and Jens liberation to be a Hotwife on her holiday as I agreed to be caged.

Part 2 saw Jen having several guys in some mile high fun while I spend my first full day in chastity. I was given a couple of challenges to complete after reading her email detailing her fun.

Part 3 continues the fantasy story but focussing more on me, my challenges and no hotwifing!

Involves toys and self exploration.

All characters are over the age of 18!

I hardly slept at all that night. Jen's email describing her taking so many cocks on the plane. The challenges that I've been set. This cage wrapped around my cock and balls. So much going through my head. Those thoughts, the images, the tightness. I was so horny but couldn't do anything about it. How did I really feel about Jen and what she was doing with my agreement or was it insistence?

I gave up trying to sleep and grabbed my phone going straight to that email. Source of both my inner turmoil and my horniness. My cock trying to grow and smash the bars of the cage it was in. Futile I know but with every word and sentence read it tried a little harder.

What had I unleashed in Jen? What freedom had I given her while caging myself? Was this email a true reflection of Jen's inner slut and I had been naive to think I was enough for her? She said I was all she wanted and needed. We had had the talk about previous partners and Jen admitted to several more than me, a couple of one night stands while away with work in her single days. I was tame and still in single figures for previous partners. My mind tripping back to that conversation and the rampant sex afterwards. Hot and horny talk about how big they were, what she did and how many cocks in one week really got her juices flowing.

I'm not the biggest cock she has had but I'm not small either. About 8inches erect with a slight curve to the right that I hate, but seems to add something. Jen always say I fill her pussy enough but I wonder how she felt when she was filled and filled properly. When her cunt was stretched and pounded by those cocks.

Finishing the email for the fourth or fifth time since I got it did nothing for my aching leaking cock. Oh god she wants me to eat my own cum. Not just taste the leakage but full on shoot the load cum! Fuck. How do I even manage that while still in the cage.

I change to text and see a message has been waiting. "When you get this it will be morning in the UK. Me and Emma had a quiet one tonight. Meal a few drinks then back to our room. Don't think I will last long before I'm asleep. Night my love. I love you. Xxx"

I reply with I hope the pleading begging sentiment in the text that I wanted. "Hi darling. Hope you slept well and wake refreshed. Can we talk about your challenges please. I mean like pretty please? Really pretty please???

The first bit is making myself cum in the cage? I mean how? Then the act of eating and swallowing my own cum? Yuck.

And finally the only dildo I can find of yours is HUGE! It must be 10inches at least and as thick as my fist. Can't I buy a smaller one and show you how I take that?

You're loving Mick. Xx"

Message sent I then went online and ordered a much smaller dildo with express delivery. I only had 2 days so paying the extra would be worth it. Even if she said no, I could use it to practice until I could take the monster cock. Then I started researching chastity and orgasms. (Note to self - should have done this before agreeing to be caged but too late now.)

The research really got me thinking. Why was this was my fantasy? I've always been a bit out there when it comes to sex, especially in my head. Over the years the fantasies had come and gone but this had always been there reading those liberated porn magazines in my teens about female chastity and wondering on male chastity. Having someone force something onto you and control you. That was my thing. Losing the control. Being told what to do, how to do it, when to do it. Wondering how far I could be pushed outside of "normal" behaviour. Being locked up and Jen pushing out boundaries of "normal" societal rules and expectations was totally about me. This was my fantasy. These were my dirty kinky needs. She was feeding them and growing in herself, liberating her slutty self to fulfil my fantasy. And oh she totally blew that out of the water with that email and her actions.

More focus and more research later - along with frustrations and a very leaky cock - I had found a few ways to make myself cum while in the cage.

The over riding consensus on the internet was to use a vibrator on the caged cock and just keep there. Ruined orgasms and anal orgasms would be later plans when this holiday had finished I had decided.

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So now to find which of Jen's vibrators would be best to use, then set myself up for that video, make myself cum, shoot my jizz into my hand and then. Of all the things we had discussed over our naughty sessions this was never brought up. Eating my own cum. I'd never said no to it. Didn't have the chance. Now I had found a way that a caged cock could cum, I had the dilemma of could I swallow my own cum? I couldn't fake a video or just tell her I had. I had to actually do it. Maybe she thought since I am more than happy pleasing her cunt at any time - before and after I've emptied my seed into her - that I could do this easily.

Confession time and I think I need to confess this to Jen too. I never actually licked her cum filled pussy before. I love pleasing her with my tongue. Her pussy, her clit and her ass. BUT once I've emptied myself into her, my tongue stays firmly on the clit. I get the aroma of her cum filled pussy. I just couldn't make myself do it. Having her force me to do that by sitting on my face now that would have been hot. No control that way so hot for me.

If I want to know more of her sexploits then I need to get over myself, cum in my hand and eat it all on video and send to her. Hoping she won't show Emma but know fine well she will.

Searching through her drawers I find a few vibrators that could do the trick and maybe even help with the other problem of taking her monster dildo balls deep in my ass. She has a big purple beast of a vibrator that we both love using on her. Such powerful vibrations that are likely to make me cum so quickly. I turn it on in my hands and holding it tightly move it down to my cage. God that is nice. I could enjoy this if I didn't have to do that afterwards. It seems like seconds before I feel the urge to cum pounce on me. I want to explode and my cock is straining in the cage. Painful but oh the pleasure is growing. Got to setup my phone to record this and do that final deed.

I get my phone setup balancing on books to record my (hopefully) one and only video of me cumming and eating it from my hand. Even writing it gives me the yuck. I set the phone to record and go to action, talking to Jen about how naughty I feel doing this. How little control I am in, but how horny she is making me.

Her purple vibrator on my cage making such a noise. But oh what a feeling. Those vibrations really setting me going. I moan as my cock strains in the cage. The sensations boiling in my balls. The feeling of wanting to explode growing. Every inch of my body wants the release and I have my other hand close to the end of my cage as I don't want to cum and miss it.

I can't wait any longer. This is so intense. I struggle to stand upright as I explode everywhere. FUUUCCCCKKKK I scream out as I fill my hand with cum. It seems to never end as I spurt over and over again. I show my hand to the camera and then wrap my mouth around it sucking it all in. Not what I was expecting as it hits my tongue. But not sure what I expected.

I stop and hold my tongue out with it all nestled there. Showing what is in my mouth. She didn't ask for that but a bit of showmanship for her. I swallow and then stop the video. I send a quick text "hope you enjoy watching this and don't mind I used your purple vibrator. Can't wait to speak later. I love you. Xxx"

Hours later I get my first text of the morning. "Morning my cumslut. That was a delicious way to wake up today. Hope you enjoyed it as much as we both did. That show of the cum on your tongue really turned me on. Bonus points.

You are turning me on so much right now. I can't wait to do that to you when I'm home. Can you wait that long in your cage? I'm so horny. My fingers are playing. Mmmmmm.

You are free to cum as much as you want but only if you swallow it all. Don't forget the second challenge. Wonder how you will feel with my monster dildo in your ass?

Not much planned today other than shopping. I love you so much. Xxx"

I read and reread that message. I was turned on by her calling me that name. Cumslut was a new one. But could I do it again?

I was turning her on with my chastity and eating my own cum. That was churning my stomach. Would I get that horny and frustrated enough that I would do it again? And do it again without the instruction to do so? I replied "glad you enjoyed but think once and done for me. I love you. Xxxx"

The rest of the day for me a blur as my cock and balls demanded extra attention. Jumping in the bath and soaking them giving me no relief.

After our video call that night I headed off to bed.

Two hours of tossing and turning later I give up. I want the relief. I don't just want to cum I NEED to cum again. Even if I have to swallow it down. So without the video I grab the toy and get to work on my cage. My mind going places to further my pleasure. Jen here now holding the toy sucking on my balls as the contract and empty themselves into my hand. Jen sucking my cage as she takes it in her mouth til I explode, to then kiss me swapping the cum from her mouth to mine. That is my final thought as I once more cum in my hand. Rope after rope of sticky seed pooling in my hand waiting for my mouth to suck it down.

I do that bit quickly. Doing as I'm told to do but really I think I would do that anyway. Am I being turned into a cumslut?

I send a text "couldn't sleep. Hope you having nice evening out. Swallowed my second load today! Xxxx"

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Reply in seconds. "Blast you Mick. We had bets on when you would and I said tomorrow but Emma wins with tonight! The prize was first orgasm. That's all I'm saying so don't ask until I get that pic. Go to sleep now. Night. Xxxx"

I didn't ask just sent back "night xxxx" and turned my phone onto silent and this time dozed off.

My dreams that night were so strange. Being chased by exploding caged cocks covering me in cum, drowning in it.

I woke the next morning with an attempt at morning wood hampered by the cage, but as normal horny as ever. I checked my phone but no text, other than Jen saying good night and she was off to sleep, and no email. I was so intrigued as to what had happened yesterday. Was I the only one to be naughty?

I was struck by a thought - I grabbed Jen's monster dildo and her purple vibrator. Almost tempted to turn it on and make myself cum again but I resisted. The vibrator was thinner and more pointed at its tip, with plenty of lube this could be the starting point. Sticking point - no lube in the house right now. It was on the order coming today but no good right now. What could I use? We had plenty of massage oils and for a one off surely I could use them.

Coating my fingers, first one to probe my ass. Different, but not terrible. Could get used to that sensation. Then a second. More oil. My fingers stretching my ass. Widening my sphincter til I think I could use that purple vibrator. I cover it in oil and slide it in. Definitely thicker than my fingers and what would it feel like turned on? Oh fuck. That was NICE. I could feel that from my ass clamped around it and all the way up my body. I press the button. Faster and harder vibrations. My cock straining at its cage. Leaking pre cum. I wish I could wrap my hands around my cock as the toy works it magic in my ass. I push the vibrator deeper almost all way in. The feelings intensify. I don't want to stop this. I want to cum from what's happening in my ass. I wrap my hand around the cage as once more I cum in the cage. Three times in less than 24 hours. I am getting addicted to this. I swallow it without a second thought. I quickly take out the purple vibrator cover her dildo in the oil and guide it to my ass.

The tip stretches my ass hole further than ever before. It feels like I'm being ripped apart. Need to relax more. If I can just get over that head then the rest will come. Slowly I push it further til my ass stretches to encompass the bulbous head of Jen's monstrous dildo. POP. How has she ever got this in her pussy? I stay there just getting used to it in my ass. Never mind pushing it balls deep into my anal cavity. At the moment it may as well be 3 foot long as I don't think I can go any further.

I'm still feeling the after glow of my third orgasm in 24 hours so push ahead slowly. Pushing the dildo further. Filling my ass with that rubber cock. The pain feels unbearable as I move. Glad I am using something to ease the beast in. I slide it in and out slowly getting to used to how it feels. The pain slowly easing as the weird feeling of being filled in my ass grows. Inch by inch I take more of that cock. My pleasure growing, along with my cock trying to grow. Oh god I am getting turned on by that cock in my ass. I can't be gay. I love pussy too much. I need pussy. I worship pussy.

But here I am with a huge phallus in my ass, after eating 3 cum dumps in 24 hours enjoying the feeling.

While this internal dialogue is going on my ass is swallowing more and more of that monster. It feels like it's hitting my rib cage at its deepest. Can I go all the way? Can I take all 10inches? Where is my phone if I do. Jen, and probably Emma want to see photo evidence of it deep in my ass. Scrambling around the bed my hand finally knocks it. I wouldn't have to stop, waddle around the bedroom with it in or worse take it out and start it all again. Although each has their demerits.

I wrap my hand around the girth of the dildo. My fingers not even closing around it and yet my ass is taking it. I have the width of my fingers to go til I am balls deep. I wriggle around, lifting my legs up and this seems to shift everything around. I push on more. My ass no longer screaming at me but pulsing as the cock is pulled and pushed backwards and forwards. The pleasure of being ass fucked by it growing. As I push it forwards each time my ass swallows more and more. Gaping wider and wider to take more. If I can do this I can do anything I tell myself. I won't send a one word text to stop this but with the picture they want probably four single letters in capitals. O M F G! And they will be huge capitals like this beast.

Eventually, after what feels like days but in reality just over 10minutes, I feel those rubbery balls touching my balls. I've done it. But I don't reach for my phone. I continue fucking myself over and over with the cock. Filling myself and then feeling the emptiness as I withdraw the cock. The fullness what I want. My cock straining at its cage, telling its own story of how much I'm enjoying this no matter the turmoil in my brain. My balls boiling and aching to release once more. Harder and faster I fuck myself pounding that dildo in. My ass taking every inch of it easily now. I feel invincible. I explode without warning shooting cum from my caged cock. Oh god. I stop my actions and leave the dildo in as I look down at the aftermath of my cock unexpectedly shooting all that cum. Not as much it seems as I have swallowed in each load from my hand but a bit of a mess.

What to do first? Photo or scoop up what I can and eat it. I decide to grab my phone, push the monster in as far as it goes and snap picture after picture, taking a few of the cum-plosion. Then I scoop up as much as I can, feeding it to myself. Already I am doing this without any guilt or internal dialogue over it. Just because I have been told and it's expected that I follow.

As I withdraw the monstrous dildo from my ass I take one more picture of my gaping hole. For my intrigue and Jen and Emma's amusement probably. The feeling of emptiness fills me. Surprisingly I enjoyed that and I have to stop myself from putting it straight back in.

I have a look through my pictures and selecting a few I send them onto Jen. Her dildo balls deep in my ass was the challenge and balls deep in my ass it was. I admit to cumming by that fucking and what I could I cleaned up and swallowed. And that was actually my 4th feeding frenzy. My plan was to keep the gaping picture til she replied.

I jump in the bath to soothe my aching ass more than anything. Will it ever return to normal? Will I want to be filled like that again? Will Jen want to see that live in action or be the fucker filling my ass?

I get my text hours later. "Cumslut and now ass whore! Surprised you completed both challenges so quickly. Since you did I will keep my end of the agreement and tell you more. Me and Emma loved your pics and they got us both so horny. Emma said she wants to fuck your ass when we are home. Will have a think and see what I decide. I may want your ass first. Do you want to be fucked by a girl cock?

Not sure when but check your emails later. Love you. Xxx"

I had a lot to consider with that text. Yes I wanted a threesome with a second woman but not in the way that Jen was saying. What would be in Jen's next email. Can't wait for her to come home so I can take this cage off and we can enjoy each others bodies.

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Part 4 will be Jen's and Emma's last days in Nashville until they move onto LA and then Vegas baby in future instalments. This part was a bit different but I hope you enjoyed it as much as I did with it sloshing around in my head.

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