It had been a long time since Adventurer and I had met with “Sir” in person. Five months to be exact!
COVID was partially to blame as provincial lockdowns came back into effect in January. But we had also all been busy. There were times when even our virtual play sessions had been postponed for one reason or another.
While I understood that life has many more priorities than sex play, it did make me worry if Sir was still interested in playing with me. I posted some of that angst here in December and again in January. In my gut, I still believed that Sir was a good guy who enjoyed our connection. He was just busy.
My handsome husband also reminded me that I had canceled video play sessions with Sir because of work or other commitments several times, so it wasn’t just Sir who was busy.
“True. I just don’t want to be annoying,” was my argument. “If he’s moved on or lost interest, I don’t want to keep bugging him.”
“I’ll give you a hint. Men don’t think it is annoying when beautiful women want to send them naked photos or ask them to play with their bodies,” Adventurer pointed out. I had to agree that his logic made sense
To help make sure, though, I decided to force the issue a bit. I picked a day on the calendar and asked Sir if he’d want to meet up in person. That date didn’t work, but he suggested an alternative and the plan was in motion. I was still 80% sure that he’d cancel at the last minute, but if he did, then I’d know that this wasn’t meant to be any longer.
In my hot wife life, I prefer to focus my attention on just a couple of people. If Sir is going to be one of them, then it has to actually work for us to get together. If our schedules can’t align, then I need to wish him well and move on.
When the day came, I was really nervous. I had played in-person with Sir twice before and had really enjoyed both times, but this time I really didn’t know what to expect. Unlike previous play dates, we hadn’t talked about a lot of details. I was going into it a bit blind. It was exciting, but also nerve wracking.
I decided to wear some BDSM-themed lingerie for the occasion. It was something that I bought for Adventurer for Valentine’s day – a black, strappy, body suit that covered absolutely nothing. There was a choker collar and then a thin strap that led down, between my breasts, to the straps near my waist. My breasts, butt, and pussy were all exposed. The entire effect really just showcased my body and communicated submission. I thought both the men would enjoy it.
I threw jeans and a t-shirt over top. The collar and center strap were clearly visible above the v-neck, and my nipples were poking prominently through the t-shirt fabric. Adventurer suggested that we stop and buy a bottle of wine on our way to the BDSM space. Having me walk in public in that outfit would be very arousing. I rolled my eyes at him, but agreed.
Fortunately, we didn’t see anyone we knew at the store. We made our purchase and went back to the car. My heart was pounding and I fidgeted nervously with my hands. Adventurer chuckled as he reached over to calm me. “You are going to have a lot of fun,” he reminded me as he gave my hand a squeeze.
We arrived at the BDSM space we had rented and went inside. Adventurer told me to undress. He put the wine in the fridge and we received a text that Sir had arrived. Adventurer instructed me to stand in the middle of the room with my hands behind my head. He’d let Sir in.
I did as I was told. When Sir arrived, Adventurer said, “Doesn’t the wench look sexy today?”
Sir agreed that I did. He came up behind me and began to grope my breasts and tug on my nipples. I leaned back against him and rubbed my ass against his crotch a bit as he rolled my nipples between his fingers. I may have also moaned a bit. Sir reached his hand down.
“Shall we check how wet you are?” he asked as he began to finger me. “That’s what I thought. The wench is sopping. And look how hard this nub is. Do you like it when I rub it like this?”
My nerves were gone. I was suddenly focused solely on how my body was feeling in the moment. I could feel my arousal building quickly.
“Please may I cum?” I asked both men. They had a brief discussion and agreed that I could. It took only seconds after that for my first orgasm to wash over me.
“Thank you sir,” I said, lowering my hands from my head. “Sorry for jumping right in. Welcome. How are you doing?”
I had taken a step towards the couch in the middle of the room. Sir took me by the hand and then gently pushed my shoulders down.
“I’m doing well, but how about if we give the wench a bit of a reward?” he said.
He took his cock out of his pants and guided it to my mouth. I smiled as I felt it hit the back of my throat. I love sucking cock, but this was more than that. I have limited experience with BDSM (at least with other people) and I know that some Dom’s never have actual sex with their subs. Thus far, Sir seemed to fall into that camp.
I was ok with that in theory, but sometimes I’d get in my head and wonder what, if anything, Sir got out of our interactions. I want him to be enjoying himself as much as I was enjoying it. His hard cock thrusting into my mouth was evidence that he was enjoying it very much.
“That’s enough now. Just a taste for you,” Sir said, taking his cock back with a chuckle.
I pouted and got to my feet. Adventurer was sitting on the couch and suggested that maybe I should put on a show for them. Sir agreed and pulled a cylindrical toy out of his bag. It was a cone-shaped dildo that started off narrower and spread in increasingly thicker rings.
“Let’s see how much of this you can take,” he suggested setting it down on the coffee table. I squatted over it and began to ride.
Adventurer wondered if I could take more of it in my ass or in my pussy. “Obviously my pussy,” I responded. Adventurer thought that I should try both, “just to make sure.” Ha ha ha.
“Or maybe we do a before and after. See how far it can go in my pussy now at the start of our time together, and how far it can go later after we’ve played for a few hours,” I suggested instead.
“Science!” Sir agreed.
I took it as deep as I could and counted the rings that remained. We noted it for the future. As I got up, Adventurer said it was time for me to get in the cage.
The coffee table that I had just been squatting over was also designed to serve as a cage for a person to be locked in as they lay down. Adventurer had joked with me about it on the ride over – that maybe today would be a day for me to be locked up, while he and Sir discussed their plans for what to do with me. I thought he had been joking, but he now lifted the lid.
I shook my head and rolled my eyes at him, but stepped inside. Sir suggested that I have some entertainment in the cage with me. He handed me a magic wand and told me to insert it in my pussy before I got down. I added some lube and began to get to work. It had been something I have been practicing with Sir during our virtual play sessions, so I knew I could get it inside with a bit of effort. Once it was in, I lay down and Adventurer closed the lid and turned the key in the lock.
Sir grabbed the plug from the magic wand and attached it to an extension cord. Then he came over and flipped the switch. I let out a small squeal as the vibration started inside me.
Sir suggested that maybe I needed a distraction from the magic wand. He went to the wall of toys and came back with two sets of clover nipple clamps. He reached through the bars and attached one to my left nipple. Then he circled the chain around the bars and attached the second clamp to my breast. He walked to the other side of the cage and did the same thing with my right breast.
Held in place by my breasts, I was very focused on how my body was feeling. I could feel my arousal building as the wand continued to vibrate. Sir reached through the bars and began to play with my clit. He also slid a finger into me beside the wand. I came hard. He didn’t let up. He continued to stimulate my body as I strained against the cage. My nipples were pulled every time my back arched. Sometimes Adventurer or Sir would give a tug on the clamp chain as well. Over and over again, I climaxed as fingers and wand stimulated my pussy. My body was flushed and sweaty.
Eventually, I needed to tap out. I used my safe word and they turned off the vibrator. As Sir helped me undo the clamps, Adventurer joked about losing the key to let me out of the cage. I did not think it was very funny
When the cage was finally opened, I got up, my legs shaking a bit. I slowly tugged the wand out of my pussy and noticed how creamy and wet it was. I had a glass of water, while Adventurer went to grab a collar from the wall of toys. It was a thick posture collar that was uncomfortable around my neck.
Sir guided me to my knees and with his hands in my hair encouraged me to suck his cock again. I struggled to open my mouth with the collar pressing on my jaw. Eventually, they took the collar off, Sir sat back on the couch and my mouth took him deeply. I drooled a lot as he face fucked me. Sometimes I gagged a little. I often gasped for breath as he pulled me up off his cock and then pushed me down again.
“You look so happy,” Adventurer said admiringly.
“I am happy,” I responded as soon as my mouth was empty. Sir told me it was Adventurer’s turn. I crawled over to where he was sitting on the couch. He leaned down to kiss me instead of taking his cock out.
“I love you,” he said with a smile. “And I love how happy you are from sucking his cock.”
It was time to move on to something new. Adventurer helped me to my feet and then went to the toy wall to pick out a gag. While he was away, Sir told me to kneel on the coffee table. I got on all fours and he slid the cylinder toy inside me.
“Fuck,” I said in pleasure.
Adventurer came back with a black gag that consisted of a small dildo that would be held in my mouth. He strapped it around my head as Sir continued to use the toy on me. I heard the sound of a package being opened and caught a glimpse of a condom in Sir’s hand. I “mmmmphed” around the gag in consent.
The coffee table wasn’t the best angle, so Sir guided me to my feet and pushed me onto the edge of the couch. His cock was soon inside my ass. He fucked me slowly, but hard. I looked up at Adventurer and smiled as best I could with the gag in my mouth. Drool was dripping down around the gat, onto my hair, hands and the couch. I was a bit of a mess, but I didn’t care.
When he had had enough, Sir pulled out and told me to kneel on the floor. He removed the gag, pulled the condom off and told me to take him back in my mouth. I eagerly followed his instructions.
Adventurer thought it was about time for me to be tied up. He brought me wrist and ankle cuffs and told me to put them on. Then he asked me to climb onto the large bench in the center of the room. He attached the ankle cuffs to o-rings on either end, so that I was spread as wide as I could go. He attached my wrists wide as well.
It took a bit of trial and error to figure out the right clasps and chains to get me rigged correctly. To help make me more comfortable, Sir also connected a chain to both ends of the bench and wrapped it around my chest. That way I could lean back against it and have some support.
Once I was fully immobilized, Adventurer went to find the largest dildos he could while Sir picked up the magic wand.
“Let’s see if I can get this in there,” he said with a smile. I was a bit nervous about having someone else do the insertion, but Sir handled it expertly and soon it was inside me. He turned it on.
The next part was a bit of a blur. I know that I came a lot. There was the wand and then some very large dildos. Hands groped and slapped my breasts. Both men rubbed my clit at points. With every orgasm, my body would pull against the chains. After 10, maybe 15, I was spent. I used my safe word to request a break. They asked if I could take two more. I agreed.
Two orgasms later, Sir came behind me so that I could lean back on him as they undid the chains and cuffs. Once free, I shifted forward and caught my breath. My legs were shaky, my hair was a mess, I had impressions from the chains across my chest, and I smelled like sex. Adventurer told me that I was beautiful. I laughed at that. I was a sweaty mess, but I appreciated him thinking so. I got to my feet and went to get a glass of water.
We decided to all take a break and have a glass of wine on the couch. We talked about sports and work, but also about my favorite moments so far. In time, my breathing returned to normal and my hands stopped shaking. When I finished my wine, Adventurer said it was time for his favorite – spanking.
He asked me to climb back up on the bench, this time with my head and hands in the stockade. If I knelt in a modified child’s pose, it worked well. Sir grabbed a large butt plug and slid it into my ass while Adventurer locked the stockade closed. Then Adventurer selected a few spanking implements.
I couldn’t see what Adventurer was using, and I couldn’t squirm very far away as each made contact. To distract me, Sir applied clamps to my nipples. Then he hung a weight on the chain. I held very still so as not to make the clamps move.
Sir also teased me. He climbed on a chair and brought his cock near my face. But it was always just out of reach of my mouth despite my best attempts.
It was time, now for e-stim. They let me out of the stockade and we all went to the medical suite. I climbed on the exam table and put my feet in the stirrups. Sir got out the estim machine and a couple of probes.
Looking around the room, Adventurer noticed a stainless steel toy that we hadn’t used before. It was a large butt plug that opened like a flower when a button was pushed. Sir said it was called a “pear of anguish’ or some such terrifying name. Adventurer thought it probably ought to be used. He put it inside me and pushed the button. Let me just say that I am not a fan of this particular toy. I spread me really wide. I eventually had to use my safe word to get them to remove it, but they were proud of me for lasting as long as I did.
Then it was time for dual e-stim probing. Adventurer attached me to the table with handcuffs so that I wouldn’t interfere with what was happening. Sir worked the controls with a smaller probe in my butt and a larger one in my pussy. They tried adding a magic wand on my clit as well, but it was too much stimulation. As it was, my body was pushed to its limits. There were light, gentle waves of stimulation followed by intense increases. I orgasmed over and over again.
Sometimes Sir stimulated my clit. Frequently, Adventurer stroked my hair and kissed me. Sometimes my eyes would tear. Adventurer would wipe them for me. I tried to make eye contact with both of them and they’d smile at me as I orgasmed yet again.
Eventually, I reached a point where I simply couldn’t take any more. My legs were shaking uncontrollably and my emotions were right at the surface. Even when Sir turned the estim machine off, my legs kept twitching. Adventurer kissed me and told me how well I had done. They uncuffed me and we began to clean up.
All in all, I’d say that it was a great day. I no longer worry about Sir losing interest. He was fabulous. And I was excited about the areas where I had improved since our last play time together, and some of the new things we had tried.
After we had cleaned everything up and gotten dressed, I hugged Sir goodbye and kissed him on the cheek.
Then I went home and took a very long nap
