A Midnight Adventure for My Caged Prince

It was a warm midsummer evening and Chrissy and I were lounging on the garden recliners enjoying a bottle of wine and reminiscing about old times and having a laugh. Eventually, drinking our third glass, my Princess started talking about some of the saucy things we used get up to when we younger, before she placed me in chastity. We remembered the naughty games we played at home as well as the best and repeated sex sessions we had. As she hadn’t allowed me an orgasm for almost 4 months in my current chastity period and helped by the wine, I really got horny and frustrated as my cock strained against the bars of the cage. Chrissy could see that she had got me going and continued to tease by talking about the times that we’d made love in a bus shelter and in a pub door entrance late at night. We once had hot sex on a secluded beach on the Greek Island of Zakinthos where we realised later that we had been watched by couple we didn’t see on the other side of the small bay. We were totally embarrassed when the other couple applauded us as we left the beach. Even more embarrassed when the couple recognised us that night as they walked into the Taverna where we were dining and gave us a smile and “thumbs up”. All the talk got me really going and reminded me what I can no longer get up to since being caged. Chrissy smiled at me knowing full well what she was doing. She then turned to me and said “You know what? We’ve never done it in the English countryside, or better still, in the woods.” I thought about it and said “I WISH!”. We giggled and sipped our wine in the silence of the darkening night. After what seemed a long time with both of us in deep thought, me being totally dirty in my mind, my Princess said “You’ve been denied for some months now, how about I let you have a romp in woods somewhere?”. You can guess my reply, “Oh yes please Princess! Let’s have a one off naughty naked romp in the woods”. She smiled at me and said ” Alright then, for old times sake, just for you!” adding “Give me a day or two to find a suitable venue and we’ll organise it one night next week while the weather is warm at nights”. With that she sank the remainder of the wine in her glass and said “Well come on, let’s get to bed, the thought of your romp has turned me on and I want you to see to my needs now”. Given that promise of an ‘al fresco’ romp, I certainly saw to her needs that night. Chrissy spent the weekend going out in the car, telling me she was looking around for somewhere suitable for my romp. On Sunday she came back home and told me that she’d found somewhere suitable. When I asked her where it was she told me it was a secret. On holiday that week we sat in the garden sunshine most of Monday and my Princess seemed deep in thought all day. After our evening meal, she said “We’ll do that romp tonight, so let’s go and have a few of hours sleep because we should start on our way at midnight when we can be sure no-one’s around!”. I eagerly agreed and the weather being so warm, it didn’t take us long to drift off to sleep. I was still sound asleep when Chrissy shook my shoulder and woke me up at 10 to midnight. She was already dressed in a loose summer dress and showed me that she had no underwear on. She told me to get washed and come back to the bedroom. When I came back I was surprised to see my trench coat lying on the bed with the pair of handcuffs and bondage collar on top. I asked her what all that was for and she explained to me that although she had her clothes on for safety in case the car broke down and we needed to find assistance, she had decided that it would be better to have me undressed ready for action. She went on to say that the collar and cuffs were merely to ensure that she felt in control and the trench coat was simply to hide my modesty on the journey. It sounded just like her style to me and she put the collar on and securely cuffed my wrists to it. Putting the trench coat over my shoulders, she buttoned up the front and gave me a pair of my slip-on sandals to wear for the journey. Before we left the house, Chrissy went out and unlocked the car and checked that our neighbours were not around. She led me to the car, opening the door and fastening my seat belt. Getting into the driver’s seat, she turned towards me, unfastened a coat button on my lap, took hold of my caged manhood which was already fighting the cage, and said “Oh GOSH! You ARE looking forward to your romp in the woods AREN’T you!”. As she played with me she reached into the door pocket and removed something with her other hand. She stopped playing and took, what turned out to be a cloth sports bag, and pulled it over my head, pulling the drawstring sufficiently that I couldn’t shake off. Shocked, I said “What’s THAT for?”. She answered “I just want it to be a surprise where we are going, that’s all!”. Being in no position to argue, I decided just to accept it. As we pulled off our drive I tried to work out where we were going by the direction of each turn. I soon lost track as she kept talking dirty to me to distract me, besides I think she knew what I was trying to do, because I’m sure she did a few U-turns. The journey seemed to go on for ages although, being hooded, I had no idea of speed, distance or time. The last few minutes of the journey must have been on a dirt track as she drive slowly and the car lurched in all directions. Finally, she stopped the car and switched off the engine saying “We’re here honey, we’ve just got a little walk to make”. Opening the car door and unfastening the seat belt, she asked me to get out of the car. Locking the doors, she led me forward over what felt like very soft, rough and grassy ground. Losing my slip-ons more than once, we walked for at least five minutes and my ankles were being scratched by twigs and were itching with nettle stings. Quite frankly, I was going off the whole idea a bit. She stopped pulling my arm and said “That’s it! This will do!”. She turned me around several times, probably to disorientate me and pushed me backwards until I felt the bark of a tree against my spine. She then loosened the bag string a little on my head and placed my mobile phone in my hand and said “THIS is what happens! You will stay very still and wait until I ring you on your phone and I will tell you what happens next, OK?”. I was confused and waited for more. She repeated in an annoyed tone “DO YOU UNDERSTAND?”. I replied “Of course Princess!”. “Good, then DO IT!” she said. I heard her scurry off at a pace and her footsteps faded and disappeared in seconds. Being alone and silent I started to feel the chill of the night and waited. What seemed to be a long time after, my phone rang and I fumbled and found the answer key. She shouted “Take the hood off and talk to me”, I pulled the hood off and was faced with a dark image of trees, long grasses and little else. I shivered and said “Ok!”. She continued “Right! The truth is your ‘romp in the woods’ is not what your filthy mind thought. I’m already on my way home now and your “ROMP” is to find your own way home without being seen or caught”. I was stunned and immediately said “But where am I, how far is home?, I’m in my cage, no clothes or shoes and am still cuffed to my collar! Have you thought this through properly? What if I get seen and arrested? What…”, she stopped me abruptly and said “That’s YOUR problem! You always liked posing in front of the young women on our holiday’s. NOW you have your chance to do it properly!” She howled laughing! I repeated “How FAR am I away from home and are you sure I can get back without being seen?”. She answered “How far? … well it’s about 12.30 am now and I would expect you should get home before sunrise at 3.30 am … that’s if you get your skates on. As far as being seen … you’ll have to be cute to get past some places without being seen. Anyway, you’ll have to get moving! You have your phone If you get into real trouble and I might even ring yo

“What if I get curious about how far you’ve gone? Bye, honey!” She giggled once more and hung up before I could say anything else. I tried calling her back right away but she didn’t answer.

In a mild panic, I realized I just had to focus my mind and start moving. My eyes were adjusting to the dark, but all I could see were trees surrounding me. Which way? No paths were visible, so I kept walking forward, trying to stay in a straight line. After a few minutes, the trees thinned out and I reached a small stream. Looking around, there was an open field on the other side with a small hill beyond it that might offer me a view of my location. I crossed the stream, my feet sinking into slimy mud and my toes catching against rocks. I ran up the hill over the harvested cornfield; the stalks felt like sharp spikes under my soles. At the top, I moaned when I spotted some farm buildings about 800 yards away that I recognized, with a country road in front of them.

Doing the math, I realized I had roughly six miles to walk home. However, the route involved crossing several minor roads and a long, exposed bridge over a motorway where there was nowhere to hide, plus a village that was impossible to go around due to the motorway on one side and a river on the other.

I ran down toward the farm and road, deciding to stay inside the roadside hedge for cover until I reached a small fence. It was difficult because of my cuffs and nakedness; painfully straddling it with effort, I hurled myself over to the other side. My feet hit the ground but slipped out from under me before I realized I’d landed in fresh cow dung. I could have cried—my feet and lower legs were covered, and since my hands were restrained, there was nothing I could do about it.

I ran and walked for about an hour and a half, successfully crossing the small roads and the motorway bridge without being seen. It was around 2 am by then, and I felt well over halfway home when I reached that little village. Exhausted with tired legs and sore feet, I took a well-earned rest to regain my strength before facing the gauntlet of the village. The village was the final hurdle before I could run across the fields to my house.

After resting, I stood by the road and looked down the poorly lit street for places where I could seek cover if needed. There seemed to be only one spot halfway down: a bus shelter that would allow me to hide behind it. Taking a deep breath and ensuring no cars or people were visible up and down the road, I stepped onto the footpath and started jogging. About forty yards from the shelter, I noticed a shine of light at my feet and looked back. A distant car was heading toward me. I ran as fast as I could to the shelter and hid behind it, waiting for the car to pass. My heart nearly stopped when the vehicle pulled into the bus stop; I stood perfectly still and listened.

I heard the car doors open and several people getting out. They were women’s voices, obviously having just been on a girly night out in town because they were loud and giggly. What must have been a taxi drove away while the women stayed at the bus stand chatting about their evening plans for tomorrow. After a few minutes, they began saying goodbye. One of them spoke up: “Okay Debs; Carol and I will see you at 10 o’clock tomo…” [ring, ring]. My damn phone was ringing! Of all times, Chrissy had chosen now! I quickly fumbled for the cancel button, but the phone rang twice before I managed it. I slowly sank to my knees and buried my head in my hands, thinking I was about to get caught and arrested. I just prayed I would wake up from this nightmare.

The woman asked, “Whose phone is that?” followed by a succession of replies: “Not mine!” I cringed at the thought of what came next.

I heard stiletto heels walking toward me and stopping. The woman called out loudly, “Oh look what I’ve found girls!” She grabbed my left earlobe and pulled hard until I was on my feet, dragging me out from behind the shelter. Pinching hard, she spun me around in front of the other women. Seeing my phone, she snatched it from my hands.

They looked at me with total disgust but then started laughing. One woman said, “What’s that THING he’s got on his dick?” Another replied, “I’ve seen something like it in a bondage film I once watched; it’s a chastity cage to stop him playing with himself and things.” A third added, “I wouldn’t worry about that given the size of his tiny dick. I’d be surprised if he could even find it!”

They all burst out laughing again. I looked down at myself and saw that due to my shock, total embarrassment, and now-penetrating cool breeze, I had shrunk in my cage like never before.

Just then, my phone rang again. The woman holding my ear passed the phone over, saying, “Answer this Debs and find out who this disgusting LITTLE pervert is.” I closed my eyes and prayed that Chrissy could get me out of this mess. This Debs walked away from the group to speak, though I couldn’t make out what was being said because the others were sniggering at me and mocking my body. Then I heard Debs laughing; she turned and looked at me.

Still talking on the phone, she slowly walked back to the group, who were now showing interest in her. Debs laughed again, staring into my eyes as she spoke to Chrissy: “Don’t worry honey, we’re all lesbians, not interested in men at all, but I do like the sound of the way you have your man.” She paused, listening to the phone, and continued with another laugh: “I’m SURE my friends would be delighted to help me do that for you. Bye!”

This Debs looked at me and said, “Your Princess has asked us to give you a good slapping for allowing yourself to get caught, then send you back on your way home! You up for it girls?” She got a unanimous yes response. I tried to pull away, but the woman gripped my ear more fiercely, immediately stopping my escape attempts. The women closed in around me; the one holding my ear slapped my backside hard, signaling the others to start. Between them, they repeatedly slapped my backside and the front and backs of my legs, with one taking great delight in slapping my cage. It seemed to go on for ages. When it finished, I was exhausted and my skin was reddened as they tired of their task.

Debs grabbed hold of my wrists and pulled my face close to hers: “That should do it. Now get yourself home and DON’T get caught again you dirty little man!” With that, she lifted her knee sharply, striking me hard on the nuts, pushed me back over onto the ground where I curled up in pain. She kicked me sharply on the butt and told me to get up and run or face more slaps.

I struggled to my feet and started running. The women cheered noisily, which made me run faster in case they drew attention from other villagers. When I was out of sight from the village, I stopped for a short rest.

I couldn’t wait to get home to wash, warm up, go to bed, and bury my face to hide my embarrassment. I quickly shot across the fields, which took about 45 minutes to reach my back garden gate. I was exhausted when I reached my back door; the sun was just beginning to rise as I knocked on it to get out of sight.

Chrissy opened the door, let me in, gave me a good look over and said, “You took your time. What have you been doing… making friends?” She laughed and added, “You’re filthy and you STINK!” Unfastening my cuffs she finished by saying, “Get straight into the shower and go to bed for a rest because I need you to look after me later.” All I wanted was a cuddle, but she pointed toward the shower so I went.

Later that day, I thoroughly satisfied her ‘needs’, and she asked whether I would like last night’s experience again. I told her I couldn’t stand the embarrassment and humiliation.

“So stop acting like such a pampered prisoner while we’re on vacation, you naughty one,” she said. “Otherwise, we’ll definitely do it again just to tease you. And remember my warning: if I say yes next time, the challenge will be much tougher for you!”

I replied that I adored her more than anything else in this world and promised myself to behave better going forward. We spent hours cuddling before drifting off together.

Note to any of those lovely ladies who spotted me on that night: rest assured, it won’t happen again! Cheers!