Locktober Haircut Surprise

It was day 15 of Locktober, Emerson’s and Arya’s first year of celebrating it, and Emerson had settled into his chastity cage, having mostly become accustomed to the feeling of it. The idea of trying it had been mutual; he had been exploring male chastity a bit, and when he mentioned it in passing to Arya, she thought it sounded like fun. She had been extra flirty since he had started the challenge, and enjoyed torturing him a bit by turning him on. He enjoyed her extra flirtatiousness as well until his cock swelled too much and began to get increasingly uncomfortable.

He knew that today would be even more of a challenge than normal. Arya had announced yesterday that she had booked a haircut for today at 1:30. His hope with her haircuts was always to go with and watch, but that hadn’t happened in a while. He still enjoyed daydreaming in the lead-up to the cut, as well as during, about what might transpire at the salon. Her cuts were rarely big transformations, but hope springs eternal, and he would imagine her hair hitting the floor as the stylist chopped it off. Even just a small trim still excited him, and he enjoyed having his wife return with freshly styled hair.

Emerson tried not to hover at the door but saw Arya off, kissing her before watching her long brunette locks make their way out the front door. He did his best to concentrate on work, but these salon visits were always tough to focus through. He got a text from Arya saying she had made it safely, and he pictured her walking into the salon, imagining what must be happening at the time and wondering whether she had already been covered with a cape or was still in the waiting area.

As he daydreamed, he looked through pictures from before and after prior visits, as well as a few shots from during the cuts. The ones from mid-haircut were always fun but were a limited number in his collection. One of his favorites from when they had gone to the same stylist while traveling had Arya caped in the chair; she had gotten a few inches off, and her hair littered the floor under her. That had been a favorite visit and cut for him; she had left with hair a bit above her shoulders, and he had gotten a great cut out of it as well.

Emerson’s messages dinged, and he was excited to see it was Arya. It dinged again before he could open the messages, and when he did, he saw he had received a text with a link to a YouTube video. The video wasn’t showing a preview, but he read Arya’s note, “Hi my dear heart, I’m heading home. I suggest you watch this link on the big screen while I’m on my way, love you lots.”

Intrigued, Emerson went into the living room and opened up the video, casting it to the TV. It opened to his surprise on Arya seated in the salon chair, her hair hanging loose down the back. He realized it was from today’s visit based on the shirt she was wearing.

Getting a video from a cut was a first, and he sat in rapt attention, his cock quickly filling its cage. Stephanie, Arya’s stylist, came into the frame and covered her with a black cape, draping it over her shoulders. Stephanie moved her long hair to the side before securing the cape and pulling the hair to hang freely down the back once more. After a few brush-throughs, Emerson was very surprised to see Stephanie form the hair into two low pigtails, tie them off, and then braid each side. His eyes were seeing what was happening, but his brain wasn’t believing them; there was only one logical course of action, but Arya would never.

That “would never” became a “happening now” as Stephanie used guardless clippers to cut off first the left braid and then the right. Stephanie calmly set the braids on the counter as Emerson excitedly watched the screen.

Stephanie was jumping right in and was pinning up the section on the top of Arya’s head, leaving a ring of hair hanging around the circumference. Emerson felt the pain in his cage as his dick reacted to the clippers, now with a guard, making a repeat appearance. Stephanie placed them at Arya’s right temple, slowly guiding them up into her hair; they peeled off a lock, sending it to the cape below. Stephanie was efficient with the clippers and continued moving around Arya’s head, buzzing it to a quarter inch. As Stephanie reached the back, Emerson watched his wife tuck her chin down to her chest as the clippers took her nape down to short fuzz; he thought he saw a little smile as the vibrations played across it.

Emerson was surprised at how well whoever was holding the camera was doing with the filming; he never once lost sight of the cutting as Stephanie reduced his wife’s hair to almost nothing all around her head. The clippers were shut off, and Stephanie used the blow dryer to dust off all the clippings before asking her to get up and head to the shampoo stations. The video showed his wife getting up still wearing the cape and starting over toward the side of the salon. He was pleasantly surprised when it resumed at the shampoo station; he hadn’t seen shampoo stations like this before, and they looked super futuristic and also very comfortable. The chair was more of a bed, and the video showed Arya relaxing while lying out with her head in the basin.

Emerson always enjoyed a good shampoo video, and having it be his wife was even better. When Stephanie wet what was left of the longer layers, he could see the buzzed hair beneath very clearly, and he watched as Stephanie started lathering up what was left of Arya’s hair, his wife clearly enjoying the sensations as she lay there with a blissful expression. He watched mesmerized as the water bit into the suds, washing the foam down the drain. Stephanie ran some conditioner through what was left, continuing the massage a bit as she let it sit. After a bit more massaging, she gave a final rinse and wrapped a towel around her head.

The video resumed back at the chair where Stephanie was removing the towel, releasing the wet hair in a messy pile. She combed out the tangles and then picked up her scissors and a comb. Emerson watched as she combed up a section of hair, dark from the water, and lopped it off a few inches from the scalp. Releasing that section to stick out at an angle, Stephanie grabbed the next and sent another few clumped lengths thumping to the cape. The ponytail had been a shock and the clippers a very fun and unexpected surprise, but the almost clinical efficiency of lopping off hair made Emerson’s repressed erection even more noticeable. As Stephanie finished the last of the bulk cutting, the camera operator, bless them, panned down to the floor to highlight the haphazard lengths strewn around the chair.

For the final cuts, Stephanie went in with a razor, cutting a bit here and there as she ruffled through the intentionally messy lengths with her fingers. Then he watched as she massaged a bit of product in and then, using her diffuser, dried it into a deliberately messy pile of riotous curls and waves his wife wore best.

As Stephanie was removing the cape from Arya on the screen, sending the last bits of hair clippings to the floor, Emerson heard the front door unlock, and Arya come inside. He wasn’t sure what to say as he heard her come upstairs; his stomach did a little flip, and his jaw dropped as she rounded the landing and came into view. Sure enough, where she had left with feet of hair, she now had the hottest messy pixie he had seen and looked amazing with it.

“So you like it, I take it?”

“I love it on you so much, you’re so fucking hot”

“How’s that cage feeling?”

“It is so tight right now, but at this point I don’t care, you’re amazing.”

Arya walked over to Emerson’s lap and sat down on him, leaning into him with her legs going off to the side.

“Yeah? Do you want to hear about it from me? I want to tell you the full story now that I’m home.”

“You do know how to torture a man, don’t you?”

“Is that a yes?”

“Yes, my dear, please tell me all about it.”

“Ok, well first I have a proposition to make. You have a very hard penis; I can feel the whole cage pushing against me. I don’t actually want to cause you harm, so I think we need to do something about that.”

“You’re removing the cage?” Emerson wasn’t sure if this was a good thing or a bad thing; his instant gratification said it was a good thing, but his commitment to the arrangement wasn’t ready to give it up.

“Oh no, not doing that. But it is about time I tried pegging you; I’m sure we can help you find release that way.”

Emerson nodded, smiling a bit; this had been another fantasy of his which was now coming to fruition.

“Be a good boy for me and go down to our bedroom and get ready. I want you fully naked, kneeling at the foot of the bed for me. Leave me a side table with the lube on it. You should place the cushion under the blanket and ensure the blanket extends from the floor to the bed. I don’t want to have a difficult clean up once I’m done with you.”

“Yes, ma’am”

“Oh, and one more thing, you are to remain looking straight ahead; if you look back at me at any time, we are stopping.”

Intrigued, Emerson agreed, and Arya got up from his lap to allow him to go downstairs, grabbing the couch end table from the living room and taking it into the bedroom with him. Not sure how long Arya would be, he moved quickly and efficiently, stripping off his clothes, then grabbing the cushion and blanket, and laying both out as instructed. He placed the side table off to the side, laid one towel over it, and set the lube and an extra towel on it. The act of preparing the scene of his defiling had turned him on further, and he slowly knelt down at the foot of the bed with one of the highest states of arousal he had experienced since puberty.

As Emerson knelt there, feeling the cool blanket against his bare skin and his still very tight cage squeezing his cock, he replayed everything that he had seen on the video, still in pleasant shock that he had just seen his wife of 10 years get a shorter haircut than he could have ever wished for. His thoughts were interrupted as he heard Arya enter the room behind him. He dutifully didn’t look back and listened to her movements. He heard what he assumed was the strap-on being set down, and then heard her undressing at a methodical pace. He heard her then pick up the strap-on, and after some sounds of her attaching straps, she stilled.

“Ok, my dear heart, I’m going to start loosening you up. Are you ready for that?”

“Yes, ma’am”

“You’re being such a good boy. I think it’s also time that I start telling you about this cut that you just witnessed; you’d enjoy that, wouldn’t you?”

“So much”

“So much what?”

“I’d enjoy that so much, ma’am,” Emerson was enjoying this routine with Arya and how much she seemed to be enjoying stepping into a Domme role for a change.

Arya inserted a lubed finger into his hole as she began; he did his best to relax as she slowly began moving her finger in and out. “I was a bit nervous today as I made my way to the salon. I had told Stephanie in advance that I wanted a big transformation, and she offered to have one of the juniors film it, which was very kind of her. I felt like that committed me to going for it, and made me not want to back out even though I was nervous. I parked in their lot and walked to the door; my stomach must have done a few flips as I approached and pulled the door open knowing that I’d be walking out with my hair in a bag.”

Emerson’s mind caught on this comment, and Arya could feel him twitch around her finger as she continued to work him. Hair in a bag meant that her hair had come home with her.

Arya pulled her fingers out and put more lube on before inserting and continuing, “Stephanie was waiting for me at the front when I walked in. I didn’t even have a chance to sit down before she whisked me off to her station. Probably for the best, but I felt like I was hurtling towards the fate I had picked for my hair. She got me seated, and her junior assistant came over and took my phone to record. We did a quick confirmation of plans, and then she was straight to business. I know how much you like seeing me caped, and I thought of you as she draped it over me; it was nice and cool against my bare arms. She draped my hair over my shoulder as she fastened the cape around my neck, and my hair looked so long and felt so heavy lying like that. The cape was a bit tight around my neck but reminded me of a collar, so I didn’t say anything. I have enjoyed being in charge, but it was a moment of submission which was oddly comforting for me. She wasted no time in brushing out a few tangles and then sectioning my hair into two low ponytails. I knew this was the last time in a while that my hair would be long enough for them and watched in the mirror as she first formed the two pigtails and then braided them.”

Arya paused and removed her fingers. Emerson could hear her squirting out more lube and then felt the tip of the dildo at his entrance as she slowly slid it into him. It was bigger than her fingers, but he was well lubed, and there was no pain as he stretched to accept her. She continued as she began some slow, languid thrusts. “I knew that you’d know what was happening with the braids, and it made me excited to think of you watching. Stephanie was so fast, though, that before I knew it, she was grabbing clippers. The clippers surprised me; we had discussed buzzing my nape, but I wasn’t expecting that until after she cut the bulk; I realized, though, what she was doing and watched with a bit of shock as she so quickly removed first one braid and then another. It felt so strange to have that weight gone, and I enjoyed shaking my head to feel the movement around my cheeks and neck. It was crazy to see the braids which had just been attached to my head sitting on the counter.”

Emerson started to moan a bit as the images of the cut and Arya’s slow thrusts started to turn him on further. His erection had slackened a bit as his body focused on the new pleasures, which he was grateful for as Arya continued, “I’d had my hair this short before, of course, but knew we were about to enter uncharted territory as she pinned the top section up. I watched as she attached a guard to the clippers, and then there she was with them at my temple, sliding them up into my hair. They felt a bit ticklish, but I didn’t mind them too much. I used them on you for years, but having them on my head was definitely a different experience, and Stephanie didn’t waste any time using them to cut my hair down to a quarter inch. My favorite part was at my nape; I could have sat there all day with them running up my nape and gently vibrating, but she was soon on to the other side. The amount of hair on the cape was crazy; I didn’t know I still had so much left to come off.”

Arya picked up her pace a bit, enjoying the sight of Emerson taking her fake cock. “Stephanie finished at my left side and then turned on the blow dryer and blew off all the hair. The air felt nice on my newly bared skin, and I was marveling at how much had been blown to the floor. She released the top section, and then we made our way over to the shampoo bowls. The longer hair tickling against my buzzed hair felt so weird, and the cape hung around me as the three of us made our procession over. A few people had seen the cut and congratulated me on my bravery. They just got these new lay-flat shampoo bowls there, and they were so comfortable. I was in heaven as Stephanie wet down what was left of my hair and started massaging the shampoo in. The water on my newly buzzed hair did feel a bit weird, but I like the sensation.”

Emerson had played with anal toys before, but taking Arya in his ass had him in the best near orgasm state for longer than he had ever experienced. He was struggling a bit to focus but wanted to hang on to every word of this story.

“The rest of the cut continued back at the chair. She made quick work of the remaining hair with her scissors, so much of it fell onto the cape as she chopped off the long locks. Drying it was quick as well; she put this amazing-smelling product in and just ruffled it up a bit while diffusing it. I was amazed at how quickly it was styled and dry.”

Arya could tell Emerson was close as his breathing changed. She decided to play her pièce de résistance and, with her clean hand, picked up the braid she had set on the table earlier. “I know you noticed when I mentioned bringing my hair home in a bag earlier, didn’t you?”

Emerson was able to grunt out a “yes ma’am”

“I brought it home for you to keep as a souvenir. You want them, don’t you?”

This time Emerson could barely get out the response but managed to grunt one out.

“Well, you can play with them later, but I figured you’d like a preview of it now.” With that, Arya slowly draped the braid across Emerson’s back so he could feel the full length of it. The second it started to touch his skin, he let out a long moan as he came, a slow dribble leaking out of his cock through the cage. Arya paused her thrusts and stayed still as Emerson’s orgasm finished washing over him. Once he had come down from it, she slowly withdrew the dildo and then picked up the braid from his back, letting the end trail a bit as she removed it.

“Ok, my love, stand up and straight into the shower with you”

Emerson went to the shower as directed, and Arya followed him into the ensuite. When he had gotten into the shower but before he closed the door, she grabbed the handheld and turned the water on, getting it to a nice warm temperature.

“Ok lover boy, hands on the wall.”

Emerson turned away from her, placing his hands on the wall, and then felt the water hit his ass. Arya made sure to spray as much as possible around his hole, rinsing all the lube away. She then had him turn around and gave an equally thorough spray down of his cock and its cage, the metal glinting in the light of the bathroom as she cleaned him off. Once she was satisfied, she directed him out and dried him off with a nice, fluffy towel. As he was dried, he got his best look at her cut and was starting to get turned on again by the drastic and very sexy change. She didn’t give him much time to think about it though when she declared him done and directed him to get dressed.

Emerson got dressed and then came out of the ensuite closet/bathroom to find Arya had pulled the blanket, and where it had been were her two braids and a note: “For my good boy.” Picking them up, he marveled at their length and weight, and, still a bit in shock, set them carefully on his nightstand. Stepping out of the bedroom to find where his lovely, enigmatic wife had gotten off to, he wanted to inspect this new look a bit more closely.