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.
No matter how many times I proofread the stories, I always find a few typos after they’ve been published. And inevitably there are plot holes, thank you to all that point them out, I’ll try to do better.
Also, you may notice I switch between our names and our roles (Mistress/sub of husband/wife). That’s to indicate the frame of mind we’re in at the time.
Chapter 5 has Mistress increasing the level of humiliation, and I’m fucked by a real cock for the first time.
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After lounging in bed for a while in the morning, Hope and I hopped in the shower, got dressed (only as much as required for me to go to the dining room), grabbed breakfast and returned to the room. We hung out, relaxing for a bit, watching a little TV and chatting. We ordered lunch to be delivered, Hope went and got it (it was against the rules for any level of nudity in the lobby). As we ate, Hope told me how handsome the delivery man was, how well built and strong looking. Hearing her talk like this had me straining against my cage once again. Hope continued on, wondering out loud if I would like to watch him fuck her. As I started to answer she shushed me.
Hope continued to narrate how the afternoon could unfold. Instead of tipping him and sending him on his way she could have asked for help bringing the food up to the room. Once there she would step into the other room to grab her wallet, quickly undressing, and waking back out with only money to pay. She would offer the man the chance to fuck her in front of me. Naturally, in her dialog, the man would jump at the opportunity. Hope would transform into Mistress mode and order me to sit in the chair in the bedroom. She would tell me that I wasn’t going to be tied up, but if I got out of the chair or tried to participate in any way, including verbally, the rest of her planned activities for the trip would not happen. I would go sit in the chair. Mistress would slowly undress the man, telling him how much stronger he was than me, how she couldn’t wait to get his cock in her. By now I was so hard in my cage and wondering if she was describing a fantasy she wouldn’t admit before, or just teasing me again. It didn’t matter either way, she was having the intended effect.
Mistress then described how she would pull his boxers down, how his cock was so much bigger than mine, how she’d drop to her knees and take him in her mouth to get him hard. She’d then lean over me in the chair, put her hands on the armrests and tell him to fuck her. He’d quickly get behind her and slowly slide his cock into her. Mistress telling me how good he felt, how he stretched her in ways I couldn’t. She’d then tell him to fuck her hard. As he pounded her from behind her tits would sway, bouncing into me. She’d be moaning as she looked in my eyes, that it wouldn’t take her long to cum, causing him to cum in her pussy. She’d then turn around and bend over at the waist and take his softening cock in her mouth to clean it off. I’d have a view of her stretched pussy leaking his cum.
By now I was leaking precum in my cage. Hope told me how hot the story made her, that we needed to go to the pool for a dip to cool off. And we did. I’d love to say by now that I was less self conscious of being naked except the cage, but I really wasn’t. Especially still being rock hard in the cage and leaking precum as we walked. Hope held my hand as we strolled and asked if I liked her story. Of course I did!
After a couple hours at the pool, alternating between dipping in the pool and laying on the loungers we headed back to our room. Hope told me to hop in the shower first to get the chlorine off. While in the shower I thought I heard the door but despite my strained listening I didn’t hear anyone. I figured I had imagined it. Hope slipped into the shower with me and washed up. Hope had me dry her off then got dressed and slipped out of the bathroom, telling me to get dried off quickly and come out.
As I exited the bathroom I heard Hope talking to someone, and heard a man’s and woman’s voice. I hesitated in the bedroom, not wanting to step out to the other room. “Don’t be shy, come out here John,” I was instructed. I complied.
I took in the man and woman. He was a little taller than me, not ripped, but clearly in shape with short, dark hair; he looked to be in his early to mid-thirties. She was shorter than I was by a couple inches with strawberry blonde hair, a little heavier of a build, and what I would guess are c cup breasts. Hope introduced them to me as Ezra and Ellie, husband and wife. I know I was blushing and instinctively Ankara escort I had my hands in front of my caged cock. Ezra reached out to shake my hand. I had no choice but to move one of mine and shake his. I kept my left hand in front of me.
Ellie chuckled and told me not to be so shy, they’d already seen me multiple times around the resort, and yesterday in our room. So this was the couple. I blushed even more, now having to see the couple that I serviced with my mouth. It’s much easier to be blindfolded and not know who it is, to not have to look at them. That comfort level was stripped from me. I offered a weak hello, still as red as I could be.
Hope told me that Ezra and Ellie were there for me. I didn’t know what she meant, and told her so. She switched into Mistress mode. “Yes you do, you know that you want to suck a cock and to be fucked in the ass,” she responded. “Of course, one of those has already been checked off your list, twice in fact,” with glee in her voice. “Ezra has been kind enough to help you with the other part of your fantasy. Only this time you won’t be tied up, you won’t be blindfolded. You won’t be able to pretend that I am forcing you. You have to own what you want.”
Mistress could see I was clearly confused. She continued, “Today, you are going to ask Ezra to make your fantasy come true, or it won’t happen. You have to own your desires.” I didn’t know what to say, and I was sure I was 12 shades redder than I was before. I could feel the heat from my flushed skin all over my body. “I don’t understand,” was all I could answer, subconsciously buying time to think. My mind was going a million miles an hour. Could I do this? Do I really want it this way, or do I want to be forced? How would this work? While I was overthinking the situation, Mistress continued, “It’s simple, you either want this or you don’t, it is completely your choice. You either invite Ezra into the bedroom or you ask them to leave.” My mind still reeling, I thought as quickly and clearly as I could, which was not at all. I knew I really did want this, but could I do it this way? Could I make myself an active participant, asking for it? Or could I only do it if I was restrained and ‘forced’ the way I always fantasized? I also recognized this might be my only chance, if I backed out now Mistress may never give me the chance again, figuring I didn’t REALLY want it. I started to try to speak but my mouth was dry. I went to the fridge and grabbed a bottle of water, fully aware that all eyes were on me.
After a couple slow sips of water to both wet my mouth and have a minute to think I asked Mistress what I needed to do. She told me again that if I wanted this I was to invite Ezra into the bedroom. I hesitated another minute, taking a couple sips of water. I didn’t think I could stall much longer. Looking towards Ezra, really more down at his feet, I asked, “Do you want to go in the bedroom with me?” Mistress was not letting me off the hook that easily. “Is that how you talk to someone, looking down at their cock?” I wanted to protest that I wasn’t looking at his cock but Mistress continued, “Look him in the eye and ask him what you want.”
Looking Ezra in the eye, “Do you want to come into the bedroom with me?” I presume it was planned that none of them were going to let me off the hook easily. Ezra replied, “To do what? We can sit out here and talk, no need to go to the bedroom for that.” I was so torn, I badly wanted to fulfill this fantasy, but I didn’t know if I could bring myself to say it out loud. Mistress cleared her throat and gave me a look, I knew what it meant.
Still looking at Ezra, “To have sex,” I hoarsely got out. “What did you have in mind,” Ezra asked. Again I questioned if I could do this. Mistress again reminded me I had to ask him exactly what I wanted. I don’t remember making a decision, but I do remember hearing myself say, “I want to suck your cock, and I want you to fuck me.” With my humiliation thick in the air I immediately broke eye contact and hung my head, looking at the floor. Everyone let that hang.
“I don’t know if Ellie would like that. You need to ask her if it’s OK.” Are you kidding me?!? I had all I could do to say it out loud, to ask him. Now I had to ask his wife. I can’t do this, I thought. This fantasy just wasn’t going to come to fruition. Mistress sensed my uneasiness and moved behind me and whispered in my ear, “I’m so proud of you so far, but if you want this you have to ask her.”
Without thinking any further, “Ellie, is it OK if Ezra and I go into the bedroom and have sex?” Again the question hung before Ellie, with a twinkle in her eye, told me she was OK with it, but didn’t know if Mistress would be. I also needed to ask her. After forcing myself to ask Ezra and Ellie, and having shared so much with Mistress, this was the easiest part. “Mistress, may I take Ezra into the bedroom and have sex?” Mistress pretended to think it over, though I had no doubt this was all planned, before answering, “I think Ellie and I will be more comfortable if we watch Escort Ankara what’s going on. We want to make sure neither of you are uncomfortable. Is that OK with you?”
I was the furthest thing from comfortable right now, of course I would be uncomfortable. I mumbled my answer, “I guess.” Again, no easy way out for me. Mistress told me I had to ask them both if they’d come watch me suck Ezra’s cock and then fuck me in the ass. I was so humiliated. I summoned up the last bit of resolve I had left and asked, “Mistress and Ellie, will you come into the bedroom so I can have sex with Ezra?” “That wasn’t so hard, was it? Certainly not as hard as your cock is right now.” Mistress replied. Ellie answered that she’d love to watch Ezra bury his cock in my ass. There was nothing else I could do, I simply turned and walked into the bedroom.
Mistress and Ellie came in, Ellie carrying a chair from the other room. She set it next to the other chair in the room and both women took a seat. I don’t know why it took this long to hit me, but as I saw them sitting next to each other I realized this is the woman that Mistress had her first lesbian encounter with yesterday, and Ezra was the narrator. My mind briefly wandered, imagining what Ellie looked like naked (other than her pussy, which I had a close up view of), how it looked with Mistress’ head buried between her legs. Ezra stepped into the room.
I didn’t know how to proceed. I wasn’t interested in kissing another guy, in all my fantasies of being with a man there was never any kissing. In fact, there was never even a head on the man’s shoulders, I never thought of anything above the nipples, it was all about cock. Ezra, sensing my hesitation, told me that if I wanted to suck his cock he would need to be naked, that I should get on my knees and take his pants and underwear off. Without thinking I dropped to my knees and unbuttoned his jeans and slipped the zipper down. My hands were shaking so bad. Thinking back I am not sure why I was nervous. I had already sucked a cock earlier in the trip, had been fully exposed with a prostate massager in my ass in front of strangers (though I later learned the two women were in on the scenario), had fucklicked a woman and licked a man’s cum up. I guess the only difference was now I was not blindfolded and having to take an active part. I couldn’t pretend that I was being ‘forced’ to do any of this. It was all my free will, and I was asking for it to happen.
As I was undoing his pants, Ezra slipped his shirt over his head. I didn’t even look up, I didn’t want to see him, just wanted to think about him from the nipples down. As I lowered Ezra’s pants and underwear his semi-hard cock started to stand up, right in my face. It didn’t look much different that what I imagined another man’s cock would. Probably because they all more or less look like a few different versions. He was circumcised, about six and a half inches in his current state, and not much thicker than me. Of course, my estimates could be off, I am a man.
Ezra stepped out of his pants and underwear and kicked them off to the side. I stared at his cock some more. Thankfully Ezra took the lead. “If you want to suck my cock, you need to look me in the eyes and ask.” Did I say thankfully? Well, if I did I certainly wasn’t thankful now. As I said before, there was never anything above the nipples in my fantasies. After all the embarrassment and humiliation so far I wasn’t going to back out now, and honestly, I wanted this. Looking Ezra in the eye, as confidently as I could I asked, “Please may I suck your cock?” I heard Mistress say to Ellie, “I told you he’d do it, he wants to be a true cocksucker.” Ellie chuckled and agreed, she said she could tell from my face that I wanted it.
I didn’t break eye contact with Ezra. Not because I didn’t want to, but I wanted less to have to look at the women. Ezra told me I could suck him to get him hard, but not to make him cum, he was saving that for my ass. At this point I was as close to autopilot as one can get, my submissiveness fully raging, just like my cock was trying to do.
I reached up and wrapped my thumb and pointer finger around the base of his cock and used the rest of my fingers to cradle his balls. I know how much I love it when Mistress takes my semi-hard cock in her mouth. She has a strong gag reflex and cannot take more than about half of my cock when it’s hard, so it’s the only chance I get to feel it all in her mouth. I presumed Ezra would like that too, so instead of licking his head and shaft to get him hard I took his whole cock in my mouth and gently sucked on it. I swirled my tongue around the underside of his head. His cock grew quickly; I guess he did like it. As it grew I could feel the head towards the back of my mouth. Not wanting to gag (I know where my gag reflex is from sucking Mistress’ strapon so often), I slowly slid my mouth back, dragging my tongue along the bottom of his shaft. Stopping with the head still inside my mouth I licked around the entire head before slowly starting back down his shaft, Escort Bayan taking his cock just to just before my gag reflex. I slowly slid back off to his head, repeating the pattern before speeding up. I never broke eye contact with Ezra which intensified the feeling of submission I was experiencing. Even Mistress did not make me look her in the eyes when I sucked her strap on.
“You really like sucking my cock, don’t you?” Ezra asked. “You’re doing an OK job, but you still need more practice.” A connection was made in my brain, I think Ezra was the guy whose cock I sucked when we first got here, he told me the same thing. It had the same result, I was deflated. Figuratively of course, since my caged cock couldn’t grow enough to deflate anyway. All I wanted was for Mistress to be proud of my skills, and here I was being ‘graded’ as OK again. After another couple minutes of sucking Ezra told me to stop and climb up on the bed.
When I got on the bed he told me to get on my hands and knees facing away from Mistress and Ellie. If my face wasn’t already red, it was now. I knew the position would leave me, more specifically my ass, exposed to them. Even though I had been through this with the other two women before we got to Secrets, it was still the most embarrassing thing for me. Still, I complied. Ezra instructed Ellie to lube and prepare my ass. I heard shuffling behind me, the snap of a lube bottle cap opening, then felt someone climb onto the bed next to my legs. The cool lube was dribbled into the crack of my ass, just above my asshole. A finger slowly massaged the lube over the outside of my hole, then slowly inserted into my ass. Gently slipping in and out, spreading lube along the way.
While Ellie was fingering my ass, Ezra said that his cock was starting to get soft. He asked me if I minded if Mistress sucked it to keep him hard. I didn’t know where this was going, and I didn’t think it was planned. Mistress has always been very clear that she has no interest in being with another man. Honestly, I was surprised she actually had sex with a woman. I knew she thought and fantasized about it, but I didn’t think she’d ever actually go through with it. I must have been in my head thinking about this too long, because Ezra said again a little more forcefully, “do you mind if Mistress sucks my cock to keep it ready for you?”
“No,” was all I could muster. “No, what,” Mistress followed up. “No, I don’t mind if you suck his cock to keep it hard for me.”
Ezra and Mistress moved to the other side of the bed from Ellie, right into my line of sight. Mistress sat with her back to me, Ezra stepped in front of her. The positioning blocked my view of Ezra’s cock. Mistress leaned forward slowly, then her upper body was rocking back and forth. I knew she was sucking Ezra’s cock, I couldn’t see it, but I could hear it. I don’t know if that was the plan or not, to tease me like she did the other day with who I now know is Ellie, but it was working. I had fantasized for so long about Mistress and another man and here it was not two feet in front of me. And I could actually see it!
At the same time, Ellie was continuing to finger my ass and started massaging my balls. Gently squeezing and rolling them around in her other hand. I knew I had to be leaking precum as excited as I was. That, and Ellie was now massaging my prostate with her finger. I thought I was going to cum right there. “He’s ready for you, Ezra,” Ellie stated. Mistress pulled her head back and stood up. When she stepped aside I could see Ezra’s cock glistening with her saliva. If I had any thought that she was just pretending to suck his cock to drive me crazy, that was now gone, not that I had that thought anyway.
Mistress went to the other side of the bed and sat in the chair next to Ellie, who had sat down after getting my ass ready. “Turn around,” Mistress instructed. “You are going to look me in the eyes when Ezra slides his cock into your ass. But first, you need to ask him if he will help fulfill this fantasy for you.” Probably because of everything that happened so far this week, watching from behind her as Mistress sucked Ezra’s cock, and Ellie fingering my ass and stroking my prostate, any reservation I had disappeared. I turned around and stayed on all fours with my knees on the edge of the bed, and lowered my shoulders down so my ass was sticking up a little more.
Looking Mistress in the eye I said to Ezra, “Please stick you cock in my ass and fuck me.”
Ezra stepped forward and rubbed his cock head against my ass. Between the lube that Ellie had spread on and in me and Mistress’ saliva on his cock, the head of his cock slipped easily into me. Ezra paused, presumably to allow me to adjust if needed. I continued looking Mistress in the eyes. Her gaze very briefly jumped to above my head before locking focus back on my eyes, Ezra must have signaled her that his cock was in my ass. “Now you can never say you have not had a cock in your ass. You can’t pretend your ass has never been fucked because it was just a dildo. When you’re hanging out with your friends and they talk about guys who take it in the ass, no matter what you say out loud, you’ll know that you’re hiding something from them, that you’re one of ‘those guys’ now. The same as you’ll know that you suck cock and swallow other mens cum, not just lick your cum from my pussy.”