I sighed content with my Sunday. Getting the perfect view of the walking goddess herself as I lay in her lap, Diane. I've been terrified of dating purely because I have zero social skills when it comes to the opposite sex, and have been labeled as too timid by many people. I met Diane working at a mini gold place, and from her first gaze, I felt like I was under her spell. She said I was pretty, and that was that. She told me to give her my number. Being slimmer, with decent muscle definition, and being 6'0 she made me feel like I was so small and helpless just from her gaze. Very Gothic alternative vibe. Her pale skin, traditionally dark clothing, and black hair that usually was a glossy curtain around her shoulders was in a messy bun that still looked amazing. Her styled outfits were replaced with a long black shirt and nothing else, which was a constant thought running in my head, as I rested on her soft bare thighs. Looking up at her critical gaze as she scrolled on her phone I couldn't help but glance at the mounds of her large chest, and despite my desires, I was still fully content.
She introduced me to BDSM slowly and I loved every second of it. She says she'll start pushing my boundaries when I discover them. The first thing that was established was her influence on my day-to-day life. She decided what I wear, what I eat, and what I do outside of work hours. Having her decide things for me has not only made me happy but strangely vulnerable and clingy. I was lying my head on Diane's lap as she ran her fingers through my hair. She had me dressed in a white tank top with gray running shorts. Our morning has been peaceful and relaxing. She gently stroked my cheek as she scrolled on her phone while I colored with pencils. Her fingers went from my cheek to my chest, softly rubbing it. The feeling was soft and sensual. I tried to subtly turn my head to see if I could get a peek under her long shirt, but couldn't make anything out without being more obvious. I felt the stir between my legs and sighed. The past few days have been relatively quiet but Mistress has started training me on self-control. One way to do that is to not get too fully excited. So grinding against me without warning, random palming between my legs wherever she pleased, and licking my neck when I wasn't expecting her. Her response is always that I should control my body to her instruction. If she tells me to not get hard, I shouldn't be. Simple as that.
As I took another breath to keep myself from growing. Without warning, I felt Mistress' hand reach out and cup between my legs and firmly start massaging deeply for a few seconds before Just as quickly releasing her grip and going back to rubbing my chest. I audibly gasped as I felt her hand between my legs, and not so subtly shook as she released me. I looked at her but she seemed intent on her phone as if she didn't just mold me like putty in her hands. "Mistress... what was that?"
"Huh, sweety?" She said absentmindedly, barely glancing at me.
"Mistress... you just gra-" and before I could finish that sentence she reached out and started fondling me just as eagerly this time I moaned loudly as my slowly growing cock went from semi-hard to fully hard. Self-control was one thing I'd be dead to not be fully hard for her groping me like this. She stopped again typing something on her phone. I whined from her lack of touch before a few seconds her hand fully gripped my cock, her thumb fiddling with my head. She didn't fully start jerking me off, but more rhythmically squeezing my dick as she flicked my head causing my head to get even more swollen and for my entire length to throb. She did that for about 20 seconds before slowly squeezing, and squeezing firmer each time until it was almost painful before suddenly releasing me entirely.
"Mistress!" I cried out officially having no shame and frustration at my peak.
"You wanna see something amazing, Mikey?" She said coyly with a small smirk. Thrown off by her reaction I only nodded.
She turned her phone screen to me, and I realized she was recording the whole time! She started recording right before she initially groped me. Because I looked at myself relaxing and immediately changed to shock, embarrassment, and lust as I felt her first touch. From frustration and discomfort to her first release to seeing my own eyes go cross-eyed with pleasure when she restarted and the pitiful whines. When it went to the part of her fully gripping my cock I saw that the head of my dick was heavily leaking precum into my shorts creating a dark gray gluey stain with the tightness of her grip. Despite her hand being slightly smaller it looked like she could so easily break my cock with how tight her grip is. It was so humiliating but despite that, I couldn't stop watching my own face.
It was then that I felt in real time her again rubbing me. I looked down to see the stain grow with her groping. "Hey Mikey" she whispered softly, " does my good little kitten enjoy this type of touch?" I nodded eagerly, afraid she'd stop if I didn't.
The phone dropped from my hands and I looked up and found my face pressed into her chest as she hummed seemingly satisfied with the adjustment. She spoke softly but still full of heavy meaning "it's a shame I'm gonna stop right before you cum"
I was panting heavily with the way her hand was fully controlling me, but I still felt shocked by her words. "Mistress... please don't! I can't stop" she nodded with mock pity, "yeah but I'm definitely gonna stop... unless... nah never mind definitely gonna stop."
"Unless what?!?! I'll do anything!" She smirked before picking up her phone and showing me a photo and my mouth dropped.
"You want me to... do that," she smiled with a mischievous glint "nothing too serious, but ever since I've been thinking of this."
She suddenly stopped her stroking and I immediately tried to reach to give my own relief but Mistress firmly grabbed my wrists and she spoke firmly. "I didn't give you permission, next time you'll be punished."
My entire body trembled both from desire and her words. "I'm sorry, I'll do it! But please don't stop!" She patted my cheek and pushed me into her breasts again.
My cock leaked even more, I still felt comforted. She kissed my temple "Let's go to the bedroom and I can show you how to set it up... Then I'll stroke that cute lil cock until you cry out my name." I felt myself blush at her words, despite my eagerness.
She swatted my ass as I got up and ran to her bedroom which caused my already hard dick to twitch. She pointed to her closet and I opened the door to see many shelves and drawers I scanned the shelves until I saw the properly labeled drawer. "Um... which ones?" I asked staring at all the different colors, her hands slid between my arm and ribs and she pointed at the ones she wanted. I quickly grabbed them and stared at the bed.
I was too eager to think so I hopped on the bed and immediately took the metal stainless steel cuffs and enclosed them around the posts and quickly cuffed my ankles before wiggling up to the end of the bed before I realized the issue. "Mistress... can you help with these?" I bound my lower body and couldn't reach the upper bed to set up the cuffs.
I looked over and she rolled her eyes playfully "so you want me to bind you RIGHT NOW?" she smiled like she was amused by my behavior.