For my 50th birthday, my wife and Mistress decide to bring some fantasies to reality. This series is also still fantasy (well, the actual activities are, what’s described are my true fantasies); you will read about chastity, unsafe sex practices, nudity that probably violates law, ‘forced’ bisexuality and humiliation, and descriptions of places that may not be accurate. Let your mind wander with mine.

Though stories may make sense standalone, it is recommended you read the series in order.

Chapter 3 starts with me giving my first blow job, then some public nudity while exploring the resort, then checking in with each other at the end of the day.

___________________________

The morning was relatively normal. We got up, showered, got ready for the day, and headed down to the hotel breakfast for a quick bite. As we were seated in the breakfast area I noticed two women enter; Mistress caught me checking them out and turned around. The women grabbed their breakfast, looked around and noticed me looking at them, smiled at me, then left. We finished eating and were getting ready to put our stuff away when Mistress said, “Do you wonder if they were the two from last night?” The reality is that I did, and secretly hoped they were.

As we finished dinner Mistress took an envelope from her bag and handed it to me. I noticed it was addressed to, and had a return address of our house. “What’s this,” I asked. “It’s the key to your cage, I changed my mind about me mailing it back home… you’re going to drop it in the mail before we go back upstairs.” Uh, what? “You have a spare with you, right,” I asked. Her reply, “Nope, that’s the only one I brought.” My mind was spinning, what if I needed to get our, if there was an emergency, or if she decided she wanted me to fuck her or something. Naturally I asked her those questions. “You’ll just have to be careful and not get into an emergency situation. I told you the cage was staying on for the rest of our trip. This will ensure neither one of us caves to any ‘pressure’ to release you.” I guess she was keeping her ‘promise’ from the other day. I was hoping that she’d just said that to make me nervous (it worked).

So, on the way back to our room I went by the mailbox (you know, the blue ones that you see around on the streets). I opened the drop shute and put the letter on it. I hesitated for a moment, not really sure I could do this. From where she was waiting for me, about 20 feet away, Mistress said, “Just drop the key to your chastity cage in the mail and let’s get going.” Of course, she said it loudly enough for anyone around to hear. I quickly closed the door and looked around to see if anyone heard. I was already red in the face, but got even more so when I saw a couple of people looking at me. Not only was I embarrassed, I was beyond knowing what to think about the situation. I walked away as quickly as possible.

We got back to the room and Mistress told me to pack everything up as we were checking out today. No matter how I asked or pried, she refused to tell me where we were going. So, after lugging everything out to the car we hopped in. I tried one more tactic, telling Mistress that I couldn’t drive us to where we were going if I didn’t know. No worries, she reassured me, I’ll tell you where to go, and pulled up an address on her phone. No amount of sneaky glances gave me any more insight. When we finally arrived, I couldn’t believe my eyes.

As we drove there were signs for destinations and hotels. I made comments on some of them, and Mistress just jokingly agreed to every place I said we must be going to. I noticed Secrets Resort on our left and jokingly noted that she must have finally relented and we were going there. We’d talked about it in the past while talking about our fantasies and what we wanted to experience. She just rolled her eyes at me with the same, ‘yeah, whatever’ answer of yes, that’s it. We continued down the road for a couple miles before Mistress said we must have missed it, to turn around and go back. I did. Mistress continued to look out the window like she was watching for our hotel. As we approached Secrets again I joked that must be the place, turns out I wasn’t wrong. Just before the entrance, Mistress told me to pull in there. Yet another surprise on this trip.

Mistress handled the check-in while I grabbed our bags, then she led us to our room. The room was nice, and normal – not one of the ‘theme’ rooms I knew were available from looking at their website when trying to persuade Mistress. When we got inside I decided we needed to have a conversation. I needed to know what was going on in her mind, that she was really OK with staying here. Mistress reassured me that she had things under control, had been planning this for months, and was more than OK with what was happening. She reminded me that she was in charge, so she wouldn’t have to do anything she was not comfortable with, and if she was doing something and got uncomfortable she could stop. escort bayan She did tell me that this was one of the few places she could carry out her plan without us getting arrested. I joked about her being worried about that now, after what happened at the hotel. This is when I got a glimpse into the level of planning Mistress had put into this.

“Do you really think I would put us in a position to get arrested? Peyton and Rikki were there for us. I knew there was no one in the hallway when I texted them to come down it, I was right outside our door, ready to shut it if anyone else came by. I met them online and they helped me with that part of my plan. I paid for the connecting room.”

Besides my mind being blown (yeah, I know I use that phrase a lot, I don’t know how else to explain it), there was something nagging at my subconscious that I couldn’t work out; maybe because my mind was reeling from what she revealed, trying to work out what could be the rest of her plan.

Once we were unpacked Mistress told me to get naked and sat me down on the bed, she wanted to go over the rules for the rest of our vacation. She also wanted to confirm our safe words (we used the tried and true red, yellow, green as well as physical signals if I was not able to talk), and that I was really ready for what she planned. I told her I didn’t know if I was ready or not because I didn’t know her plan, but assured her I was ready to try anything we’d previously discussed. “Ok,” Mistress replied with a twinkle in her eye, “the rules then.”

They were pretty simple. I still had to do everything she told me to do, without hesitation. I was to address her as Mistress while we were at the resort. And lastly, I was to remain naked the entire time we were there, unless there was a clothing mandatory place or event. In that case, I would wear the minimum to comply. At this point she handed me a pair of spandex shorts and told me to try them on. They were tight, the outline of the cock cage clearly visible, and the back pushing into my ass crack, like a permanent wedgie. I knew with those shorts on there’d be no doubt I was caged. Mistress reminded me that clothing wasn’t mandatory in our room, so… Off came the shorts.

Mistress took me by the hand and led me out on the balcony. Our view was of the ‘interior court’ of the resort where the cabanas are. We were on the second floor, visible to anyone that wanted to look. I felt incredibly self-conscious, but also very turned on. As the other night confirmed, I am a bit of an exhibitionist (and showed me I get off on humiliation, too), I’ve never been brave enough to act on it, also I didn’t have much opportunity because we live in a small town. We stood on the balcony for about five minutes, enjoying the sun and warmth before Mistress went back inside. I wasn’t sure if I was supposed to follow or not, so I waited on the balcony for a few more minutes. I was keenly aware that people could see me, and noticed several people looking at me as they walked by. Nervous as I was, it was thrilling! I decided it was time to go back in and see what Mistress was up to. When I went back in she was on her phone, I presumed Facebook or playing a game. I noticed she’d unpacked some of the toys she’d brought, including her steep on and two different dildos – the one I have to suck and the one she fucks my ass with.

Mistress told me that she was horny, and ordered me onto my knees. She then put wrist cuffs on me and secured my hands behind my back, then slipped the blindfold over my eyes. As soon as the blindfold was on there was a knock at the door. My first thought was who that could be, immediately followed by the thought, here we go again, exposed while bound and blindfolded. I dropped my chin to my chest, perhaps subconsciously trying to hide my face from whoever was at the door.

Mistress opened the voice to a male voice, “Just checking on how you’re settling in and if there’s anything you need.” Mistress told the guy we were all set for now and thanked him. I heard Mistress moving around the room, I was trying to figure out what she was doing by the sounds I heard. I couldn’t tell what she was doing, but didn’t have to wait long to find out. Mistress told me to tip my head up, when I did she put her tit in my face. “Suck my nipples,” she ordered. Gladly! Mistress switched between tits before pulling back. The next thing I felt was the tip of her strapon pressing against my lips. We’d done this a few times when talking about our fantasies. She’d wear the strapon and make me suck it, all while talking about how wet she’d get watching my mouth on a real cock. I knew what she wanted and immediately took the dildo into my mouth and started to give it a blow job. Mistress’ hips started rocking back and forth as she fucked my mouth. “You know you want a real cock, don’t you? I bet you’re wishing this were real.” Tell me I’m wrong.” I couldn’t tell her she was wrong, and not just because my mouth was full of ‘her cock.’

I bursa eskort bayan pulled my mouth off her strapon to answer her, slipping into ‘sub-mode,’ “Yes, Mistress. You know I wish this were a real cock.” She shoved her strapon back into my mouth and I resumed the blow job. “Maybe we’ll find you someone here,” she told me. I moaned around the strapon and my caged cock twitched. I still wasn’t sure I could go through with actually doing it, but my submissive fantasy mind was fully turned on.

After another couple minutes of sucking her strapon, Mistress told me to stop and pulled out of my mouth. “I need a chair,” she said. That was my hint I was going to be at this awhile. Some of our earlier blow job sessions were quick, others she took her time with my mouth while she taunted me. Mistress slid the chair close to me and sat down and told me to lean forward and open my mouth. Still nothing new, for longer sessions she’d often sit. Mistress put her hands on my head and guided my mouth to her strapon. As soon as it was in my mouth I realized it was not her strapon. The cock was too warm and soft. Well, it was hard, but more spongy than the strapon. Reacting instinctively I tried to pull my mouth off but her hand on the back of my head stopped me. “Now’s your chance, slaveboy (her name for me when I’m submissive), to show me that you are not all talk,” Mistress whispered in my ear. “Make me proud.” She knew that was a trigger for me, that I’m a people pleaser. Even more so when I’m in a submissive headspace.

The analytical part of my mind was racing. First, when did the guy get here? All I could think was that it was the person that knocked on the door. I wondered if staff were allowed to interact with guests this way. My next thought was, “Am I really going to do this?” Deep down I knew I would, I’d been fantasizing about it for so long. And, of course, when Mistress told me to make her proud, that sealed the deal.

Hesitantly I slid my tongue around the underside of the head. There was not much taste. From all the stories I’ve read I expected something, so I was a little surprised. I could smell the musky scent from the guy’s crotch. I slowly slid my mouth further down his cock, to the back of my throat, stopping before I knew I would gag – I knew this point from Mistress’ strapon. I started working my mouth up and down his shaft, alternating speeds and sometimes pausing to lick his head, or let his cock slip out of my mouth and licked up and down the shaft, then taking him back into my mouth. After a few minutes of working his cock the man said that I was doing OK, but definitely needed practice. I was deflated, I really wanted to make Mistress proud, and I didn’t think an ‘OK’ rating was going to do that. I redoubled my efforts trying to raise my ‘grade’. From behind me Mistress whispered in my ear, “That is so fucking hot!” I’m sure she knew the impact of his comment and was trying to reassure me.

As I continued to work the man’s cock with my mouth I felt Mistress spread some lube on my ass and slowly insert the prostate massager, turning it on once it was fully in. I couldn’t help but moan as the toy started its rhythmic pressing on my p-spot. Again, a soft whisper in my ear, “We don’t want your ass to feel forgotten while you suck that cock.”

After another couple of minutes the man started bucking his hips, thrusting his cock further into my mouth. Not wanting to gag I pulled my head back a little so he could fuck my mouth. The man said to Mistress, “let’s see if he likes cum.” Mistress answered him that I love it, I already eat my own cum from her pussy, and she sometimes makes me cum on her strapon and suck it off, so this would be no different. Reflecting back I should have been mortified that she was sharing that detail with yet another stranger; I wasn’t. To tell the truth, I felt proud I was actually doing this. That I was living out one of my fantasies, that we both had the courage to go through with it. Besides, how could that mortify me when I had his cock in my mouth?

I felt his cock begin to twitch, he slid back until just the head was in my mouth. I knew he was getting ready to flood my mouth with his cum. Wanting to give the best blow job I could, and knowing what I like, I swirled my tongue around his head, causing him to twitch even more. I felt his hand on the back of my head as the first blast of cum hit my mouth. I quickly swallowed it, not knowing how much he would cum, and I didn’t want to choke. Then he really let loose and quickly filled my mouth with blast after blast. I swallowed again, not really having a chance to taste it yet. I kept running my tongue around his head and started sucking on his tip. A couple smaller blasts of cum told me he was just about done, at least if he cums like I do. This time I didn’t swallow as quickly, I wanted to savor the taste, to see if it was different from mine. It was pretty similar, a little salty and bitter. I swallowed the last of his escort bursa cum. The man took his hand off the back of my head and slipped his cock out of my mouth.

I heard Mistress and the man whisper to each other, then the door open and close. She came over to me and took the prostate massager out took the blindfold off, and released my hands. As she sat on the bed she motioned for me to sit next to her. When I got up and sat, she snuggled up against me, pulling me down on the bed and laid her head on my chest. We stayed like that, me with my arm wrapped around her shoulders, for at least 10 minutes. I was using the time to think about what just happened, and what did it mean, did I really like it (I did!). Soon Hope (she was out of Mistress mode) stirred, sat up on her elbows and looked me in the eyes, “John, tell me what you’re feeling. How was that for you?”

Sometimes I just need to think out loud, this was one of them. I started my stream-of-conscious monologue, “Well, I really wasn’t expecting that. I realize we’ve already blown (pun intended) through several boundaries we’ve had in the past, into the fantasies that we agreed we wanted to try. While I’m still trying to figure out how I feel, I do know I loved it!” I continued, “I don’t know what else you have planned for this trip, but I’m definitely looking forward to it. Thank you for being willing to make some of our fantasies come true. I know this isn’t easy for you.” She replied simply, “We only turn 50 once.”

I still had some many questions, and needed to know how Hope felt. I was worried that her reality of the situation was not as good as mine. I asked how she felt about it.

“I wasn’t kidding when I told you it was hot. It may not seem like I thought about sex much for a while, but there were plenty of times that I fantasized about seeing you do that. The reality was so much more intense than I thought it would be. First, I had to see another guy’s cock since we’ve been married, then to see you put your mouth on it, OMG. I wanted to touch myself, but I wasn’t doing that in front of him. I need your tongue in my pussy now!.” I was happy to oblige and dove in, bringing her to orgasm in short order. I guess watching me suck cock really did work for her.

After I finished making her cum, Mistress informed me we were going to explore the resort. And that we did. I wasn’t allowed to put on the shorts, Mistress informed me that if we found any clothing required areas we’d come back and check them out later. Mistress took my hand and led me out the door. I continued to marvel at the situation, at Mistress really pushing us both. I didn’t realize how much more self-conscious the cage would make me feel, beyond being naked. When I wear it at home it’s pretty normal, the novelty, if you will, of it has worn off, it was pretty routine. Not so much here.

We found the dining area (we couldn’t go in, clothing required), the sauna, hot tubs (both indoor and out), and a couple of the theme rooms. I felt like everyone was staring at my caged cock. In reality, they were not – we didn’t even stand out as a couple, there were a lot of people walking around or lounging outside. Mistress didn’t let me off easy, though. A couple times she’d point someone out that was looking our way and ask if I thought they were looking at my cock in the tiny cage and trying not to laugh, or feeling bad for her. She wondered aloud if one of the guys would offer to help her out with their bigger cock. I knew that line of teasing was just that, she’s not interested in getting fucked by anyone else, no matter how much I begged her to.

After a couple of hours walking around I was a little more comfortable, but still not “at home.” Fortunately, Mistress led us back to our room. We ordered dinner through Uber Eats (she had to go get it, they don’t allow the drivers into the guest area). We had dinner, talked a lot more about the day, and got ready for bed. Mistress wanted to cum one more time, this time slow and easy. I took my time sucking her nipples, nibbling around her pussy lips, gently licking her outer lips before separating them and gently probing her pussy with my tongue. I’d like to think it was all my oral talents, but realize it was as much all of the other stimulation today that had her so wet. Slowly her orgasm built then crashed through her.

As we lay in bed I switched modes and asked Hope for her honest feelings about today. She reassured me that she was still OK. She did admit it took all her willpower to walk around with me being naked, but she felt so proud of herself for being able to do it. I told her that I was proud of her as well, and horny as hell! Switching to Mistress mode, she reminded me that the key was not on its way home, that I would not be getting hard or cumming for the rest of the trip. She also told me that we saw the man whose cock I sucked when we were walking around. Then she sweetly (or maybe not so much) told me to get some sleep, that tomorrow was yet another day.

Good luck with that, I thought. All I could do was relive the day, wonder which person we saw that knew I sucked his cock and I didn’t know who he was. And, of course, the pressure of my cock still trying to get hard in the cage. I hoped I’d be able to sleep.