Learning to Let Go is an 8 part continuous series; so if you were naughty and skipped ahead I urge you to start at the beginning or the following may make little sense.
Welcome to Part 2.
*****
2010
I heard Jen fitting the key into the Yale lock and felt my heartrate jump. Since she'd last texted I'd spent part of the time me considering what I was going to do to her, and the rest desperately trying to calm myself down. For this to work I had to be in control and master my own desires well before I got anywhere near hers. I knew it was going to be as much a challenge for me as it was for her.
She came into the living room somewhat hesitantly and just set her gym bag down next to her feet right in the middle of the floor. I really had no idea what sort of mood she was in; I'd never seen her so unsure of herself. I sat looking at her gathering what must've been courage to move this forward. Part of me wanted to make it easy for her; to take her by the hand and lead her down the path she wanted to try. But I wanted her to initiate this. This was her call and only afterwards would I assume control. Right now I needed to hear it from her and maybe see how much conviction was there. If she just liked the idea of a quick spanking then fair enough; if she was aiming to go further then she really would need to be sure.
She set her jaw as I'd seen her do countless times before doing a particularly hard floor set or vault. I knew she relished testing her will against her fear and that was why I was so keen to make this happen. She would love it once she learnt what the rules really were. The hard part was taking the first step.
"So... how does this work?" She said finally. I could see in her face she was fantastically aroused and as I looked closer I could see she was trembling slightly. I needed to relax as well, but I was acutely aware my cock was rock hard. Trying to resist the temptation of just fucking her there and then was rapidly looking less and less likely.
I should've cum before she got home
.
"Jen," I began "do you really want to try this sort of thing? There's a big difference between a little rough sex and what the girls in the photos were having done to them." Her eyes went big at this.
"You're going to hurt me
that
much?" And the panic was clear in her tone.
"I'm not going to hurt you at all. The difference is going to be mental. If you want your arse spanked that'll be a sensation, a physical one mainly but you will feel dominated. But what I want to do is beyond that. I want to get into your head Jen. It'll be much more intense - but it will also be that much harder for you to deal with."
"You want me to choose?"
"Yes" She looked away, not wanting to meet my eyes and then sharply back again.
"This is about trust isn't it?" I smiled but I can't say it was entirely genuine. This felt like a gamble. It's one thing to say you trust someone, to trust your partner. It's a little different when you ask them to prove it.
"This is about what you want me to do to you, and you trusting me that, no matter what, I have your desires as my key motivation." She blushed and in that moment I knew she had been thinking some very kinky things indeed. I stood and walked over to her and took her hands in mine. "This will be a huge turn on for me, Jen. I'm really going to enjoy you. But my pleasure is to please you - by pushing you to please me in ways that will be a challenge to you." She shook her head.
"That sounds complicated."
"It is and it isn't. Your whole life has been about control. You're one of the most disciplined people I've ever met; it's what I love about you and it's what turns me on about you. You're determined, you're in control, but you like the feeling of not having that because it feels dangerous. It feels risky, and you get off on that."
"I'm not sure that makes sense." She looked even less sure and obviously I didn't get that right. So I tried again.
"It's like being on a rollercoaster. You can't control it, it takes you wherever it will and you just have to go with it, and it's exhilarating. You have the choice to get on it, but once there you have no control."
"Ok, that's better." Then she said "But no matter what happens you know it's really safe and you won't get hurt?" I pulled her to me and kissed her on the top of her head.
"You have to trust that I'm safe even when it seems like I'm scary."
"And I'll enjoy the ride?" I laughed and she beamed up at me before pushing me away. "So what do you want me to do?" She'd already made up her mind.
"I want you to get ready to go into town" She did a double-take as if she had misheard me.
"We're going into town?"
"Yes."
"What the hell are you planning?"
"You'll see. But when you come back downstairs the scene will have started and you will behave like my sub. Do you think you know what I am expecting?" She swallowed.
"I guess. I have to do whatever you ask me to?"
"Well done. Now get your arse upstairs. And while you're up there you'd better think of a safe word." She didn't move right away, the words still tumbling through her mind. Then she nodded her head - more to herself - and ran lightly up the stairs.
About half an hour later there was the distinct sound of Jen's high heels walking across the landing and I stood to welcome her downstairs. She was dressed very similarly to a secretary; black skirt and white blouse which was well fitted. Jen was always conscious of having small breasts, but I was crazy about them because they were so damn pert all the time. She could get away without wearing a bra if she wanted, but I had laid her favourite out on her bed along with the other clothes she was wearing. No, it wasn't the bra I had decided to miss out.
"I'm going to make an assumption that not choosing me any panties, and then hiding them all up means I'm not allowed to wear any?" She eyed me coolly, a little grimly, in fact. Dropping my gaze to her skirt I realised I'd accidentally picked a shorter one than I had intended; black skirts all look the same hanging up it turns out. I decided to just persevere because I didn't want to give her the message I'd back track on anything.
"I like knowing I can touch you whenever I choose." I stepped close and ran my hand up her leg very slowly. Her breath caught as I reached the top but I pulled my hand away before touching her intimately. She gave me a confused and disappointed look as I had never treated her this way before. "Patience, Jennifer." I said.
"
You know I hate that!
" She snapped back at me and it was true, I knew she hated my using her full name.
"I'm going to call you what the fuck I like. Now, because you're new to this, I'll let that slide, but next time you had better think before you speak or you
will
suffer the consequences." She almost stood to attention as I said it straight into her face. I gave her the serious deadpan tone I give to recruits when I want them to realise they are at the limit of my patience. She didn't make eye contact; it's funny how people automatically avert their gaze when you really get into their space. Still looking down at the floor she said in a quiet voice.
"What should I call you? Sir? Master?" I inwardly smiled. Having been through military training where the game is to avoid getting caught out; the first thing you learn is to never ask anything. It always gets used against you, and that's exactly what I did here.
"I was going to let you call me by my name as I didn't want this to be too hard on you - especially in public. But... seeing as you're so fucking keen to open your mouth and talk to me about it, I guess I'll let you call me Sir." Jen being a clever girl let this information settle even though I could tell she was desperate to ask me more questions. Showing restraint already was a very good sign indeed.
I let her get her handbag from the kitchen and noted just how well she moved. Jen didn't wear heels all that often because she was always in trainers, but she really could walk in them well - probably from years of having to point her toes. She always did that like it was second nature; walk on tip toe. It maybe wasn't too good for her bones or something, but it sure as hell looked hot.
"Jennifer wait." She stopped dead in her tracks. "Bend over and touch the floor." Her body language seemed to turn a little stubborn; hand on her hips, chin tilted upwards.
"Why?"
"That's five minutes you owe me. You should watch your mouth." Before she could process what I'd said she asked.
"Five minutes of what?"
"Five minutes of punishment - which is now ten minutes. You're lucky it's not fifteen for not calling me "Sir"." She remembered herself and tried to apologise but I cut her short. "Shut the fuck up and bend over." She did so instantly this time, palms easily pressing flat to the floor even in heels. I walked around her, admiring her flexibility and her strength. Idly I wondered how long I could keep her like this before her legs started to shake. I squatted down behind her and I could easily smell her arousal before I ducked my head a little lower to look at her pussy lips pressed tightly together. There was clearly a lot of moisture smeared around the tops of her thighs from walking around. It wouldn't take much to crack those lips open with a fingertip and watch her juices ooze down her leg. I really wanted to see that. My mind's eye kept replaying what it would be like, how sexy, how wanton but vulnerable she would be this way. But I didn't want to touch her yet, I didn't want to give her the sensation.
"How much would you like me to lick your pussy right now Jennifer?"
"Yes. Please. Sir."
"It looks
very
tasty Jennifer. It's making my cock ache just from looking at it." Then I said, on a whim. "Why don't you beg me to lick it?" I knew she wouldn't have a problem saying this. Some girls really don't like to beg but I think Jen enjoyed it. It was the next bit I would trip her up on.