The Journey... Chapter Six – Getting to grips with Submissiveness *ADULT CONTENT

We ended Chapter Five with Tom locking all my panties away. He left soon after he did that, leaving me horny as hell, and pondering many things. Where exactly had this relationship gone? Where was it going? And what would I have to do to earn my underwear back?

Although it had been a long time coming, the new layer of our relationship seemed all too sudden. We’d gone from flirty friends to something all the more serious, something that I didn’t have a clue how to describe back then, but something I can now describe quite clearly... I was his submissive!

The little panty-less challenge lasted for nearly two weeks. It started with me wearing a knee length skirt to Uni the following day, but the day after that wasn’t a Uni day, and Tom had told me to wear something extra short and slutty around the flat, so I could “feel the breeze on my pussy”. I did, and it wasn’t a very productive study day, it made me so constantly horny for the whole day, to the point where I spent a good few hours fucking myself crazy with my favourite vibrator. It was then the weekend, and I thought it would be a couple of days before I’d get to see Tom again, and he’d already asked me to be prepared to give him a detailed account of my day. But he called me on Saturday and we arranged to go for a drink that evening, adding that he thought I should wear something short, cute and sexy, but not too slutty. I did as he asked, putting on a cute red dress that was above the knee, but not too short. We had a few drinks and chatted about various things, it was mostly general chat but would occasionally hone in on the “us factor”, and as I fidgeted a little in my seat, letting my dress ride up a bit, showing some thigh, crossing and uncrossing my legs, he encouraged my actions with lots of smiles and telling me that he loved it when I teased him. It was a friendly hour or two, but very sexually charged.

We walked back to my flat where he’d left his car, and on the walk he quizzed me about what I’d done on Friday. I told him all about it, with embarrassed aplomb, as he delved for more detail with intimate questions. As we arrived back at my flat, he asked me a question “has it made you wet, telling me about how slutty you’ve been?” Still embarrassed by this tone of question and with the use of the word slut, I hung my head slightly, but said yes. He told me to show him, as he opened his car door for me. I got in, as did he, and he asked again. I lifted up my dress to show him how wet I had become, and he told me to touch myself. I did as I was asked, and touched myself until I came, right there in the passenger seat of his car. He watched me intently, not touching me, but still, it was our first proper sexual encounter.

The next Monday in class, I couldn’t help but glancing over at him on the next row across quite a bit, I was worried people would notice, or be able to read my thoughts and catch on to our “game”. And the day ended similar to how the Saturday had ended. Me revealing myself to him in his car, and touching myself until I came to a thundering orgasm.

A couple of more occasions like this and some sexy short skirts only just covering my panty-less ass-ets became a little too much for Tom to take I think. As on what would become the final day of my challenge, our relationship went one step further. Once again in his car, my skirt hiked around my waist as I pleasured myself, for the first time he undid his pants and took out his cock and started to gently stroke it. I was mesmerised by it, it was the first time I’d seen his cock, it was something I’d fantasised about countless times, but now I was seeing it for real, and I couldn’t take my eyes off it. I finally did break my gaze, and looked up at his face, then back at his cock, then back at his face. I was trying to send him a silent message, and he caught on to it. “Would you like to suck my cock?” he asked. I nodded and started moving my head toward his lap. He stopped me. “Ask nicely.” He said. I wasn’t sure what he meant, but he clarified it for me. “Ask me nicely if you can suck my cock, and I may allow you to.”

“Please may I suck your cock, I really want to suck it!” I replied, and he indicated that I could, so slowly I moved my head down to his lap, licking the head slowly, before licking up and down the shaft. I was so desperate to do a good job, to please him as best as I could, so I gave the best cock-sucking effort I’d ever given. Licking and sucking to my hearts content until he tensed up and I knew he was about to cum. He grabbed the back of my head so I wouldn’t pull away. Little did he know that I had no intention whatsoever of pulling away, I’d waited a long time for this, and I wasted going to waste any of it. I took as much of him into my mouth as I could and he thrusted gently into my mouth as I waited for my prize. He came hard, and I didn’t waste a drop.

As I sat up straight, he looked at me with a smile, he had an almost proud look on his face, and for some reason it made me so happy. “I guess you just earned your underwear back!” he stated and gave me back the key to the chest in my bedroom. And the end of my panty-less challenge had come.

It certainly wasn’t the last blow-job I gave him in the next month or so either. He got plenty. In his car, in my flat, in a dark store-room at Uni, and even behind some trees in the park. It went a bit further, to him playing with my breasts, and pleasuring me with his fingers in my pussy as well.

And the slutty clothing and activity challenges carried on too. He enjoyed improvising with everyday things where we didn’t have the right equipment. One such instance was the use of dental floss instead of nipple clamps/rings etc. He had me tie some dental floss around my nipples, and go braless under a tight top. My nipples would stand out like coat pegs, and he loved it... so did I. One time whilst I had dental floss tied around my nipples and a group of us were having lunch, when we’d finished he asked the group if anybody had any dental floss. He looked around as everyone said no, and then he redirected the question at me and only me. I could feel myself getting embarrassed, I really hope my face didn’t go too bright a shade of red!

Another daring clothing challenge had me wearing a very short flowy black skirt, a tight, revealing white strappy top, black high heels, a red bra and panties set, and a little red cardigan. He’d chosen the whole outfit for me, but part way through the day he sent me a text message asking how many items of clothing I had on. I knew something was up, because he certainly already knew, but I replied with the answer 5 anyway. He responded – “seems like 3 too many to me, I’ll trust you to fix that in the next 30 minutes”. I couldn’t believe he’d just asked me to do that, I’d be practically naked if I removed three items of clothing. But I did it anyway, he knew I would, I knew I would, there was never any question, it was all part of the fun of what we were doing.

So about 10 minutes later I headed off to the bathroom and removed my bra and panties. That’s all I removed at that point, I still wore my cardigan to cover up my upper body, as my white top was so tight and revealing, and the slightest bit see-through under certain lights that it would be pretty obvious to all that there was nothing underneath. I was worried this might look strange as they must have been able to see a bit of my red bra before, whether it be seeing the colour underneath the white material of my top, or seeing a touch of the trim or strap that wasn’t covered by my top. But again, it was all part of the fun. I knew he’d set the time limit of 30 minutes, so I kept an eye on the clock, I wanted to tease him a little. At about 29 minutes and 50 seconds I removed my cardigan. The two guys that were sitting either side of me looked toward me and their eyes bulged slightly at the sight they were seeing... I’m not sure their eyes were the only things bulging either. I glanced across the room and saw a wry smile on Tom’s face too. I tried my best not to smile, I was trying to look calm and nonchalant to everybody, so nothing would seem out of the ordinary, despite the fact that my breasts were pretty much on display, and my short skirt only came to a few inches below my naked ass.

Another “challenge” that you may be interested in hearing about came several weeks later.

Tom gave me a sealed envelope and a wrapped present that Monday, I was very excited, I love getting gifts, and it was the first time he’d given me a proper wrapped present. He told me not to open them until I got home, which intrigued me even more as I wondered if it was perhaps a naughty present. I got home and unwrapped the package – before opening the envelope, as he’d instructed. There were four things in the package, one was a sexy, lacy black suspender (garter) belt. The other three were pairs of stockings – one pair of plain black stockings, one pair of black fishnet stockings, and one pair of black seamed stockings. I had a couple of pairs of stockings and a suspender belt already, all kept for bedroom use, but none of this quality, these ones looked particularly expensive and sexy. And I’d never had or worn a pair of seamed stockings before, these were my first pair.

I then opened the envelope, wondering what it would have inside, and found a short handwritten note, plus three tiny sealed envelopes with the words “fishnets”, “plain” and “seams” written on them. I actually still have that note to this day, so I can tell you what it said word for word:-

Blogslut (it never said that, he actually used my real name! lol)
I’ve enjoyed your exquisite blow jobs lately, and wondering if we should go any further keeps me up at night in more ways than one.
But I’ve decided to leave it up to fate – I have given you 3 pairs of stockings, and coincidentally you have 3 very fuckable holes. I have assigned each pair of stockings to your mouth, your pussy, or that tight little arse of yours, and have written them down and sealed them in the enclosed envelopes.
All you have to do is choose which pair to wear tomorrow morning, and we’ll see how I’ll be fucking you tomorrow afternoon – and no peeking.
Tom (he also didn’t say that, he used his real name! lol)

My heart jumped into my throat at this point. I was a little shocked, a little overwhelmed, and extremely excited. The thought of wearing stockings in public for the first time tomorrow, for him, and not knowing what the results would be, or what tomorrow afternoon would entail.

I almost immediately had to try on all three pairs to see how they felt and looked. I was still fairly shy back then though, and like I said, I’d never worn stockings out in public before, so although I was trying to stay open minded about which pair I’d choose to wear the next day, I knew in my heart of hearts that it definitely wouldn’t be the seamed stockings. I think Tom knew that as well.

The following morning I was getting ready – we didn’t have a Uni class but a group of 5 or 6 of us had agreed to get together at the Uni building to work on a few things for a piece of work we were doing – and I still hadn’t decided which pair of stockings I was going to wear. I had everything else picked out, I was going to wear a sexy black lace bra and thong combo, with the black suspender/garter belt Tom had bought me, with a short button-up little figure hugging dress, and I’d picked out a pair of my sexiest, and highest, heels, they were shiny black patent leather stilettos with 4” heels and an ankle strap.

I finally made my choice, and I went with the fishnets. It was the easy option really, fishnet hosiery were all the rage with girls of my age, so I wouldn’t look out of place in the slightest unless an eagle eyed viewer could tell they were stockings and not tights.

The day went by all too slowly, but finally at about 3pm we were back at my flat. We were there alone, my flatmate wasn’t home, so we sat at the kitchen table.

As I opened the “fishnets” envelope, my heart was pounding and my hand was shaking slightly from both nervousness and excitement. I got the envelope open and it contained a folded piece of paper, just to make me wait for the answer to my question those few seconds longer. I started to unfold the piece of paper, but just as I was about to unveil what was written on it, Tom stopped me by putting his hand over mine. “I don’t want to pressure you to do something you’re not totally comfortable with” he said. “We can stop right here with no hard feelings and I won’t hold it against you. You’ve done remarkably well up to now, and I’m very proud of you regardless.” I was very touched by his words, but I certainly didn’t feel pressured, I felt alive, more alive than I’d ever felt, and I told him just that – “you’re not getting off that lightly!” I joked.

He moved his hand away from mine and I opened up the piece of paper and read it to myself. He wrote it, he already knew what it said so he didn’t need me to narrate it.

You all want to know what it said too, don’t you? Well I’m going to keep you in suspense until next time, just because I’m mean like that. But my next blog will be posted within days, I promise.

Until next time, goodnight! :-)