Chapter 7

I was finally able to pull my head out from between Fiona’s legs after she started to come down from her fourth orgasm. My mouth, nose, and chin were wet with her fragrant juices. My tongue had started to ache after her third orgasm but I knew I could get her there one more time.

“That was fantastic, baby,” she cooed and tried to catch her breath,” you really know how to work that tongue.”

“I’ve had a lot of practice since I met you,” I said, smiling.

I wiped my chin and nose with my hand and then licked it clean. I never wanted to waste a drop of her. She wasn’t a squirter as you see in some videos, but she got exceptionally wet when she was aroused.

“I need another shower but I don’t have time,” she said, “can you be a dear and get a washcloth and clean me up a bit? I don’t want everyone to be able to smell my cunt all day.”

“Of course,” I said, standing up, my knees aching from being on the hard floor for so long.

The movement brought back to my attention both the chastity cage that was locked around my cock and balls, and the new plug that was filling my ass. The chastity was the same custom-ordered 3D-printed model that I had been wearing for close to a month now. The plug was a SnugPlug size 5. It was a 2-inch diameter silicone plug with two weighted balls inside. At least it had a flat T-shaped base instead of the protruding ring that my last one had. I could now sit in relative comfort, but its girth and those damn balls rattling around made me squirm whenever I walked or moved around.

“Oh, look at your poor little cock trying to get out of its cage,” Fiona said with mock pity as it came into view. “Maybe I’ll let you cum soon if you continue to be such a good boy.”

I just smiled and nodded and put my hands together like I was praying or begging, and bowed slightly making her chuckle. I hadn’t been allowed to cum since the last time the cage was off. She had started controlling my orgasms soon after we started dating so I was used to giving her pleasure without expecting a release, but the time between my orgasms was getting longer and longer.

I walked to the bathroom, grabbed a washcloth from the basket beside the sink, and ran the water until it was hot before getting it wet and then wringing most of it out. I might have been tempted to wash my face while I was there, but I knew Fiona liked for me to keep her scent on me so I just checked myself in the mirror before I returned to the living room where Fiona was still slouched down on the sofa with her legs spread wide and her glistening pussy on display. God, she was gorgeous!

She had picked up her phone from the side table while I was gone and was typing. It had chimed in the middle of her second orgasm so she was probably checking her messages now.

“Carson is going to be stopping by later to drop off the straps for your chastity,” Fiona said absently as I knelt once again between her long shapely legs.

It had been a little over a week since we visited Carson and Brandy when he had taken the measurements and discussed various options with Fiona. It had also been my first time leaving the apartment completely nude! The experience had been both thrilling and mortifying, to say the least.

“Okay, is there anything I need to do before he gets here?” I asked, knowing that “put on clothes” would not be one of those things.

I gently pressed the warm wet cloth between her legs, making her sigh. I let her get used to it before I started gently cleaning her beautiful smooth pussy.

“No ... ooh, god ... ahh ... I’ll be at the gallery when he comes so just be a good boy and do whatever Carson tells you,” Fiona said as I made her squirm.

I ran a cloth-covered finger down between her ass cheeks, making her purr. She had made me start off licking her asshole, which she loved, but that would never make her cum. Once her juices started flowing, it trickled down and I used it as lubrication to slip a finger into her ass while I licked her pussy and clit. That’s how I got her to her first orgasm so quickly.

“Yes, ma’am,” I said, smiling, as I finished off by wiping the last of it from her thighs.

I moved back a little and she scooted her ass back onto the cushion so she was sitting upright, then stood up shakily. I was still on my knees in front of her, so her beautiful slit was right there in front of my face and I couldn’t resist giving it one more kiss.

“Stop that or I will never get to work,” she said, tousling my hair before stepping around me. She pushed her skirt down from where it was bunched up above her waist, twisted it around so the front was actually in the front, and then tried to smooth it out as best as she could. The hemline fell about halfway down her thighs. Just enough to keep anyone from knowing that she wasn’t wearing panties – as long as there wasn’t an updraft.

It was just a little after noon when the buzzer from the front door of the building sounded. I walked over to the intercom beside the door. It had a small screen that showed a grainy black-and-white video feed showing the front entrance of the building. I could see it was Carson, as expected.

I pressed the talk button. “Hey, Carson, come on up,” I said, then buzzed him in.

The display went dark and I waited there by the door, fidgeting. I realized I could still smell Fiona. Was it just from my face or did the room smell like her sex? I wondered if Carson would notice. Well, there was nothing I could have done about it at that point regardless.

I didn’t think I would ever get used to answering the door naked, and this would be the first time I would be alone with Carson. Even though I had gotten to know him a little (including an intimate session with his cock), I was still nervous and had this desperate need for his approval. He had been one of Fiona’s mentors, but it was more than that. I felt like, in some way, he might be a role model for me. He had also been his wife’s submissive at the beginning of their relationship and maybe he still was and always would be, though they seemed to be more like equal partners when we visited them.

The knock at the door startled me from my thoughts. I steeled myself, tried to smile and not look nervous, then opened the door.

“Brian!” Carson said as he stepped in, and put his hand out.

“Carson,” I said, taking his hand, both of us delivering a firm manly handshake as if we were just two guys and one of us wasn’t naked and wearing a cage on his cock and a plug in his ass.

Carson had a handful of narrow leather straps.

“Thanks for bringing those by,” I said, closing the door behind him.

“I think they turned out pretty well,” Carson said.

“They look great!” I said, admiring them. “I love that burgundy color.”

“Yes, Fiona has excellent taste. I cleaned them as much as I could after I stained the leather but they still might bleed a little onto your skin for a while,” Carson explained. “It’s a plant-based dye so it won’t hurt you and it should wash off with a little soap and water.”

“Okay, that shouldn’t be a problem,” I said.

“If you have any problems with them, just let me know,” he said. “Shall we try them on?”

“Sure,” I said, trying not to sound as embarrassed as I felt knowing that he was going to be handling my cage again momentarily, “where do you want me?”

Carson scanned the open loft for a moment, looking for a good spot.

“How about over there by that chair,” he said, suggesting my desk chair.

We walked over and he placed the straps on the desk then sat in the chair and motioned for me to stand in front of him. He reached down the side of the chair and found the handle that would lower the seat until he was at eye-level with my crotch. After going so long without an orgasm, a gentle breeze would keep my cock filling the tiny cage. As he grasped my balls with one hand and started examining the cage more closely, my cock began to try and squeeze through all the small openings and I inhaled sharply. I hated being so close to the edge already. I would be mortified if I couldn’t hold back, plus Fiona would kill me.

“You seem to be on a hair trigger today,” he said, smiling. He knew I wasn’t allowed to cum without Fiona’s permission but he had noticed my reaction and decided to test my resolve by nonchalantly rolling my scrotum around in his hand.

I wasn’t expecting to be teased like this and held my breath, fidgeting a little, but let him continue – as if I had a choice.

“That really is a nice cage. Fiona sent me the info on where she had it made. I need to order one for the new guy.” he said as if chastity cages were just a normal topic of conversation. Maybe they were while you were actively fondling another guy.

“Oh, are you and Brandy taking on a new sub?” I asked, my voice sounding a little husky.

“That submissive couple we were telling you about the other day,” Carson said, switching to more of a gentle kneading, “They are coming over tomorrow for their first session.”

“Nice!” I squeaked, not knowing what else to say. Does Hallmark make cards that say ‘congrats on your new subs’ I wondered trying to distract myself with a little humor.

I closed my eyes and tried to think of something other than his skillful manipulation of my anatomy. I knew better than to try and pull away or ask him to stop. Fiona might have sounded cute when she told me to be a good boy, but she meant it. My behavior reflected on her and the training she had given me. I didn’t want to let her down.

“Let’s get these cords off,” Carson said, finally releasing me from the pleasant torment.

I started to reach for the knot on my left hip, but he was already there, pulling on the end that would set them free. I decided to just keep out of his way and I put my hands up behind my head.

“This was pretty inventive as a temporary solution,” he complimented.

“Thanks, I was a boy scout when I was younger. I still remember a few things,” I explained, starting to regain my composure.

“That will come in handy if you get into rope bondage later,” he said, letting the two ends drop so they just dangled down along each thigh.

Carson worked the cords loose from the base ring on one side and pulled the end through the loop and then out from under the ring, then repeated the same process on the other side.

“These straps will work pretty much the same way as your cords, but they loop around the ring and have these snaps to hold them in place,” he explained.

Carson showed me how they worked before attaching them to either side of the ring. There was a row of snaps on each end to adjust the length so it would fit snugly around my waist. He adjusted them until they fit the way he wanted.

“Remember that, you should be able to use the same ones every time, but the leather might stretch a little as you break it in. Kinda like your ass,” he said tapping on the base of my plug.

I jumped a little, surprised by the little tremor it sent through my stretched sphincter.

“Is that a new plug?” He asked. “You had a steel one in when you came to the house.”

“Yes, Sir. Fiona just got it for me a few days ago,” I replied.

“Looks like a pretty good size. How’s it feel?” he asked, now rubbing his finger across the base.

“It ... it ... keeps me very full,” I stuttered, trying to focus despite the sensation, “And it has a couple of weighted balls inside that rattle around when I move.”

“Oh, very nice!” Carson exclaimed.

I could feel the precum leaking from my compressed penis. He was going to make me cum if he continued to tease me like this. I wanted him to, but I would be in so much trouble. Finally, in a brief moment of clarity, I decided to try and shift his focus back to the straps.

“I assume I need to take them off when I shower,” I said, then added, “I took the cords off, even though I probably didn’t have to.”

My plan worked, he stopped fiddling with my plug and picked up one of the straps from the desk.

“You might want to,” he explained, “I used some beeswax to polish them so they should be somewhat water-repellant but if they get soaked, you should press as much water out as you can with a towel and then let them dry flat. If they dry on your body, they might curl or twist.

“And they will absorb sweat and oils from your skin over time,” Carson continued, “You will need to clean them occasionally with some good leather cleaner and then polish them with some wax again. If I had thought of it, I would have brought some, but I’ll just send Fiona a message with the brand I recommend.”

“Sounds good,” I said

“I think that’s it. They should hold that cage in place with no problem, especially since it’s so light,” he said with a little tug on the cage, making me flinch. “I usually prefer a steel cage for my subs but they are so much heavier. You could probably run a marathon in that thing and forget it was even there.”

“Well, I don’t know about forgetting it’s there, but I do like the way it feels compared to any of the others we tried,” I said.

“There are a few other straps here that you guys can use as needed. One is more of a jock-strap configuration that will go across each cheek and connect to the ring behind your balls. And there are two back straps. This slender one,” he picked it up to show me, “that will just slip between your cheeks like a thong, and this one that has the panel for holding a dildo.”

I knew Fiona was looking forward to trying the one with a dildo. I wasn’t so enthusiastic.

“Thanks. So, what do we owe you?” I said

Carson pulled the handle on the side of the chair again and let it rise back up to its full height.

“I don’t want any money, but I will take another one of those blowjobs,” he said looking up at me with a half grin.

I almost did a double-take! I didn’t expect that response. It never even crossed my mind, though, In hindsight, it probably should have. His was the only cock I had ever sucked ‘willingly’, so to speak. For all my other cock sucking experiences, I had been blindfolded and bound to a chair while my friends essentially fucked my mouth. After a while, I became more complacent (some might say eager) about sucking their cocks and I did my best to improve my technique as much as I could, but I was still mostly a passive participant. This arrangement continued, in large part, because I still wasn’t allowed to know which of my three friends was using me as a cumdump.

When we last visited Carson, Fiona had been bragging about my skills, and Brandy had suggested a little demonstration. With Fiona’s approval, I crawled across the floor to get between Carson’s legs and actively suck his cock. So, the precedent had been set. But that was still with Fiona’s approval and with both her and Brandy’s supervision. It still felt like something that I wasn’t choosing to do. This time it would be all on me – well, mostly. Fiona had told me to do whatever Carson wanted...

Carson noticed my hesitation and got a thoughtful look on his face before speaking.

“Brian, have you ever filled out one of those online profiles where it asks for your sexual preference?”, Carson asked

“Yes, of course,” I said, a little confused as to where this question had come from. “Fiona and I have accounts on a few different sites. Why?”

“Brandy and I do too,” Carson said. “And what do you think I put on my profile?”

“Umm, well,” I stammered. I wasn’t sure what to say. Would he be offended if I got it wrong?

“Don’t worry, you probably won’t guess anyway,” he chuckled, “most sites don’t even have a good option for me to choose from. But what do you pick?”

“Oh, well, I think they all say ‘straight’ right now because I haven’t updated them in a while,” I said, trying to remember. “I suppose I should change them to ‘bisexual’ now.”

“You could. And I’m not telling you who or what you should be, that’s for you to decide,” he said, “but let me ask you – are you attracted to guys, Brian?”

I was a little shocked for him to ask that question. I had wondered about that myself recently. There was a time when I would have flatly answered ‘no’. But it wasn’t so simple now. I sucked cock regularly and had even taken multiple cocks up the ass as well as Fiona’s strap-on. I didn’t choose to do this in the beginning but I also didn’t say no, and lately, I had even asked for it a few times. But while I loved Fiona and women in general and enjoyed looking at their bodies, I only craved the feel and taste of cock and semen in a needy sexual way. So would that make me bi?

“Well, sort of, I guess,” I said hesitantly, “but not the same way as women. It’s like...”

“Don’t try to decide right now,” he said, cutting me off. “You don’t need to tell me at all unless you just want to talk about it with me. It just seems like this is something you might be struggling with so I wanted to give you some advice as someone who has been there before.

“I know I’m not really attracted to guys, but I learned (pretty much the same way you are) that they are fun to play with,” he said smiling and reached out to cup my balls again.

“Ooh, umm, makes sense,” I stammered as he started to fondle me. I didn’t think it was possible for me to get any bigger in my cage, but I was wrong.

Carson continued, “I know how embarrassing it is at first, to take a cock in your mouth and swallow some guy’s cum. But then you discover that it’s not so bad. You might even kinda like it, but then it’s even more humiliating that you are actually enjoying it, maybe even craving it.”

“Mmm hmmm,” was all I could manage. He knew just how to manipulate my testicles for maximum effect.

“You think about how it feels, how the cum tastes and you want to do it again but it’s humiliating to ask for it,” he continued as if he had read my mind. “And you just got fucked by a real cock for the first time recently, so you are probably thinking that at some point, you are going to be craving that feeling too. If Fiona has been pegging you regularly, you probably already do.”

I identified with everything he was saying and him knowing this about me was even more embarrassing. I felt like he was seeing right through me. He was watching my face closely as he continued to play with my balls.

“And I will bet you a blow job that you get off on all that humiliation even more than the act itself,” he said, seeing from my expression that he was right.

I was so completely mortified (and on the edge) I was almost shaking. He was right about everything, but I didn’t have words to respond. I realized it was time to stop hesitating. I knew from the moment he mentioned it that I was going to suck his cock. But somehow I felt better after talking to him.

“May I please suck your cock now, Sir,” I said in a low voice, looking down at the floor.

“I was starting to think you would never ask,” he chuckled.

He released my scrotum and allowed me to sink to my knees in front of him. The plug in my ass sent vibrations into my prostate to remind me it was still there.

He was wearing khaki shorts and a Hawaiian shirt again. Not the same as the first time we met, this was just his style, apparently. I lifted the clasp on the woven cloth belt he was wearing and pulled the end through, unfastened the button at his waist, and then lowered the zipper. He stood up so I could pull his shorts down to his feet, revealing his bulging package encased in tight blue silky underwear. I would have almost considered them panties but they were made with a pouch in the front for a man.

With my fingertips, I traced the outline of his cock and balls through the thin material for a moment and he began to breathe heavily. Then I reached up to the waistband on either side and peeled them down his legs on top of the shorts. His hardening member, released from its confinement, bobbed in front of my face. Just like the last time, his cock and balls were completely smooth and the rest was neatly trimmed. I remembered his scent from before as well. I couldn’t resist a little taste and I stuck out my tongue and licked the head.

Carson sighed, as he sat down in the chair before I could do any more and slid forward to give me better access. I pulled the shorts and underwear off of his feet and tossed them aside so he could spread his legs farther, making room for me between them. I crawled forward until my face was only inches away from his cock. I lifted the shaft with my fingers and guided just the head into my mouth. He wasn’t fully erect yet and I wanted to feel it grow. Still holding it with my fingers, I licked and sucked and teased as it became longer, thicker, and more rigid.

Satisfied with the results so far, I took it fully into my mouth, savoring the flavor of his precum. I sucked and flicked my tongue across it then started to bob my head up and down slowly. I took his balls in my hand and fondled him the way he had fondled me earlier. I could hear him moaning softly over my occasional slurps. I got into a rhythm and tried to give him the best blow job he had ever had, stopping only to catch my breath and swirl my tongue around the head, or to slowly take the whole length down my throat for a few moments, and then go back to my steady pace.

I got lost in my fervor to please him. I don’t know how long I continued but suddenly I could feel him squirm in the seat and get just a tiny bit larger. He was almost growling so I knew that he was going to cum soon. I decided to try and stretch him out a little longer and pulled his cock out of my mouth. He moaned in protest and reached for my head to put me back to work, but I ducked under his hand and started licking and sucking his tight smooth balls while I jacked his cock with my hand. He stopped trying to take control and just laid back and let me continue.

I worshiped his balls until I thought he would have come down from the edge before returning to his cock. Wrapping it tightly in my fist, I worked on just the head, sucking it and using my tongue to tickle the glans underneath and flick back and forth across the tip. This made him squirm again and make guttural noises which I took as my cue to plunge it down my throat until I could stick my tongue out and lick his balls. I kept it there as long as I could and swallowed, letting my throat muscles massage the head of his cock. When I finally pulled back, I had to cough but then returned to just teasing the head. I repeated this a few more times until I thought he had had enough and then went back to bobbing fast and deep.