The Journey - Chapter 8... the end of the beginning! *ADULT CONTENT*

This chapter takes us to the last several weeks of my first year at Uni. The most unique and life changing year of my life.

So once again, back to the stocking challenge, as we still have one pair – and one hole – remaining. ;-p

We did the third part of the challenge in private; we were heading to the outskirts of town, just the two of us, for a dinner date followed by an overnight stay in a hotel. It was the first time (and only time) we’d ever spend the whole night together. His wife was visiting family, so he didn’t have to get back home or anything.

I’d let Tom pack my clothes for me, I’d packed everything else, (as you just can’t leave all the important things up to a man can you?), and I left him alone in my room for five minutes to pick my outfit and pack it in my bag. So when we arrived at the hotel and were getting ready to go out to dinner, I opened my bag and there were no clothes in there, not even any shoes. I was confused. That is until he pulled a bag out of his case, which I thought was a pretty big case for an overnight stay – he’d bought me a brand new dress and a brand new pair of shoes. How sweet of him!

I opened up the gift box and it was a little black dress, with the emphasis on LITTLE! It was a mini dress with a plunging open neck line down to the naval, it plunged the same at the back as well, leaving my whole back exposed. And the shoes – they were stunning, patent red leather with a bow on, they had an ankle strap and an incredibly high heel. Upon measuring the heel they were 5 inches. That’s a full inch higher than anything I’d ever worn before.

We had some time to kill before our dinner reservation, so I thought I’d tease Tom a little before dinner. I sat him down and put some music on, and I stripped out of my current clothes and dressed in the new outfit, all whilst sexily dancing right in front of him.

Once dressed, I realised just how revealing the outfit was, the hemline only just covered the tops of the fully fashioned black seamed stockings that Tom had also got for me previously. As soon as I sat down, the dress rode up to reveal my entire stocking top and a touch of thigh. I had no underwear on, and the top half of the dress was perhaps even more revealing than the bottom half. Being quite a loose fitting dress, the entire sides of my breasts were exposed; looking from the right sideways angle you could easily see my nipples. And one wrong sudden movement and I knew my tits would be fully exposed to anybody who cared to look in my direction. A dress made to be worn with tit-tape, and Tom certainly didn’t think about packing that now, did he?!!

I told him straight – “There’s no way I can wear this! I just can’t!”

But I’m always the one to get talked into things just by a couple of compliments, and he told me I was the sexiest little slut in the world. I’d gotten used to the word slut by this time; it no longer caused me to gush with embarrassment. And that every pair of eyes tonight would be on me, and that is exactly the way things were supposed to be when it came to a gorgeous girl like me. He got his way, I wore the dress out, and every pair of eyes WERE on me, and I absolutely loved the attention, and it got me so hot just sitting there at our table, seeing the glances over at me, especially as guys tried to look without their other halves who were with them noticing.

Another first came for me during that dinner. Tom told me to flash my pussy to the guy sitting behind him, who was directly facing me, a mere 10 feet away. I looked at him shocked, but then I smiled, I was joining in the fun of the game now, if you can’t beat them, join them!

I bent down to adjust the strap on my shoe, and as I sat back up, I ensured I caught the guy’s eye. My left breast had fallen out of my dress, so he immediately saw that anyway and I already had his full attention, but as I covered that back up, I let my legs part more than they should, and I let my dress ride up high, and my pussy was on display to him for a second as I locked eye contact and gave him a seductive smile.

The worst thing happened later in the night though, that same guy came over to our table to ask about maybe “joining us”. I really couldn’t look him in the eye then. I turned my head away from him and hid it slightly behind my hand, so embarrassed, and wanting the table to swallow me up. “Oh my God, what is happening?” I thought to myself. Tom very calmly spoke to him though. “I’m very sorry, my partner just likes teasing, she doesn’t go any further!” he said. “But please enjoy the view” he added. I couldn’t believe how calmly he could talk to the man, as if it was a regular every day occurrence. The gentleman looked at me, smiled, and said something that I can’t remember as I wasn’t paying attention over my embarrassment, I smiled nervously back, and he walked back to his table.

At the end of our meal and after a bottle or two of wine, we retreated to our room for our anal encounter. I wasn’t a complete anal virgin and I don’t consider anal sex to be “wrong” in any way, so I wasn’t worried about it too much, my feelings were very much more in the excitement column. But I was still nervous – despite not being an anal virgin, I also wasn’t a pro. The handful of times when I’d tried anal sex weren’t always the most successful of experiences, and at this point I’d probably have to say that I hadn’t properly had anal sex.

So, back in our room for what would end up being our one and only full night together, we set about having a sex filled memorable night. I gave Tom another strip-tease – and I told you my outfit already, so you must know it lasted about 4 seconds! Lol. I then continued moving around to the music to strip him out of his clothes, and began a succulent blow job before he stopped me and lay me down on the bed and licked and kissed me from head to toe before giving me a very well received oral treat.

Shortly after this we started on the anal-play, as he produced in immense amount of lube, and a several sex toys. After pouring lube on my ass he slipped a finger inside me, nice and gently, getting lots of lube inside me, before increasing his insertions to 2 fingers. It was fairly comfortable at this point, as he was being very gentle, and I was “opening up” so to speak. So we moved on to a small toy, and he slipped that in and out without too many problems. It hurt a little, but nothing unbearable and it quickly subsided, as it was only thin and maybe 4-5 inches in length. He managed to get that all the way inside me, and it was a promising sign that it wouldn’t be very long at all now before I could accommodate his full length and girth.

A little more lube later, and we’d switched to a slightly larger toy, a butt-plug type of toy with a bit more girth to it. I could see where I’d gone wrong on my previous anal sex attempts, I certainly didn’t spend this amount of time preparing myself and making sure I was fully able to take what I needed to take.

It was quite painful when the butt-plug first went in, it was a bit thicker than I was expecting, but it went in without too much resistance. And the pain quickly subsided once again. Tom took my mind off me having anything inserted up my ass anyway, as he made me give him a blow job and he fucked my throat a little bit.

Once the butt plug was removed, and Tom’s cock was fully hard and rigid, he placed the tip at the bud and pushed it in, gently, slowly, carefully. Just like the other two times something had been inserted into my ass this evening, it was slightly painful, but not unbearable at all. He eased in until he had about two thirds in, I wasn’t sure I could take anymore and I told him that. He reached forward and grabbed my hair, and pulled quite hard as he yanked my head back, I let out a little pained shriek, and it wasn’t until a few seconds later that I realised he was now balls-deep in my ass. He’d distracted me so I wouldn’t feel the pain as he thrust his last couple of inches deep inside me. How sweet of him, eh? lol

He began to fuck me, starting slowly, but increasing the pace steadily until he’d been fucking my ass for what seemed like forever, but was maybe 10 minutes in reality, and he’d built up a good fucking rhythm, pulling almost all the way out, before thrusting back home. I was open to him now, and my ass was begging him to be fucked. Tom had done well to keep going that long, my ass must have been a snug fit around his impressive cock, even with all the lube reducing the friction. So it wasn’t long before he couldn’t take any more, and he pulled out of my ass and thrust into my pussy, spilling his copious amounts of cum deep inside me. I came at the same time as he did – lately I always had an orgasm when he came inside me, it was almost like him filling me with his cum just excited me so much that I couldn’t help myself.

We fell asleep very satisfied that night, and when we woke up the following morning, we made sure we got our money’s worth out of that hotel room. We must have fucked for about 3 hours straight before check out – in the bed, against the wall, with me sat on the dressing table, bent over the bathroom sink, and even in the shower.

I had no clean clothes with me for that day, so I left the hotel wearing nothing but my short summer coat and heels. I can’t imagine what people thought of us – the young teenage blonde, all slutty and half naked, the man 30+ years her senior. But I didn’t care what they thought; it was all part of the thrill.

Unfortunately, about this time spelled the beginning of the end of our relationship. The Uni year was coming to a close, and I was due to go home for the summer, and he was due to go back to his normal life. We’d discussed the possibility of life after Uni for us, and we thought it could work if we were careful and fought our need to see each other too often. And as our final Uni classes of the year drew to a close, and we all prepared for the summer, I decided to stay up north for the summer and not go home to my parents. I had arranged a short term lease of a studio flat to take me through until September, when I’d already planned to rent a house with two friends for the next year at Uni.

I was looking forward to some out-of-Uni fun times with Tom, but after meeting up twice for coffee – very ordinary non-sex-filled meeting – he suddenly disappeared off the face of the planet. I tried calling him, I tried texting and e-mailing him, but I got no reply. Still to this day I don’t know the full story as to what happened – I took a guess that we may have been found out by somebody in his family which forced a cold-turkey cut-off. But still I worried that something terrible had happened to him, and that had me distraught, to think that somebody I cared deeply about – dare I even say loved – could have been hurt or dead and there’d be no way of anybody letting me know.

A few stalker-esque moments came about in the following couple of weeks as I tried to find out where he lived – I knew the general area, but didn’t know his exact address, it was always simpler that way. I planned to maybe knock on his door, just to see if he was okay, but I didn’t. I did however go past his house a few times, trying discreetly to peer in through the windows. His car was outside, it looked like it was still in regular use, so I thought he must be okay, and I’m fairly sure I saw a glimpse of him through the window on one occasion, which again reassured me. I sent him a long e-mail soon after, just letting him know that I wish he could just contact me one last time, to let me know he was okay, and also letting him know that I understood that there may be reasons why he’d need to cut me off so cleanly, such as his wife finding out about us, and him wanting to save his marriage. We were just a fling after all; I couldn’t really expect us to have a long term future. I also told him I wouldn’t try and contact him again. I still got no response.

I was a little heartbroken, but what did I expect? I was the “other woman”, the “mistress”, the “bit on the side”. I really shouldn’t have messed with the sanctity of marriage vows. And I do sincerely feel bad for the whole thing, and for any hurt that my actions may have caused to anybody else. So I’d like to end this chapter with an apology to all cheated spouses, it is wrong to cheat, and I learned my lesson, I really did. But I’d also like to give a big thank-you to the man this blog calls “Tom” – you helped make me what I am today, and I love the girl I am today, and I don’t regret any moment of my life that got me to this point, as every moment shaped the future “Blogslut” into being the fantastic person she is today. ;-p So, thank you!

That’s the end of this Chapter folks. Both literally in that it’s the end of Chapter 8, and figuratively that it’s the end of this Chapter of my life. I’m going to think about what else I need to talk about with regards to my “journey”, and map out a time-line for future chapters of this true-to-life story of mine. So this blog-series will be on temporary hiatus for the foreseeable future, and I’m going to try and get back to writing a more current day as-things-happen type of blog for a while... if I can find the time of course.

So stay tuned, and thanks for reading.

The Journey - Chapter 7... The Stocking Challenge

So where did I leave you in Chapter Six?

Oh yes, I was opening the envelope to see how I’d be getting fucked after my “Stocking Challenge”.

And what did it say.................. Pussy!
(I actually don’t like that term particularly, but that’s what it said!)

Oh yes, it was about to happen at last, my first full sex with Tom. My heart skipped a beat as it jumped for joy, a huge smile broke out on my face as I looked up at Tom. He already knew what it said so it wasn’t a shock to him, he was just watching, waiting for my reaction.

“Are you ready?” he asked. I stood up from my chair and held out my hand to him so I could lead him to my boudoir, and I said a wholehearted “YES”. I really was ready for this, I had waited long enough, and I’d thought about this moment literally hundreds of times. He took my hand and we headed into my bedroom. I guess you could say it was a little bit awkward, and I guess we were both more than a little nervous, which can be expected.

We sat on the edge of my bed and we kissed. Then we started to undress each other, at this point it was very much like a vanilla sexual encounter. But once my dress and bra was off, leaving me in my thong panties and fishnet stockings, he reached for a small bag he’d brought up with him. He’d come prepared, and pulled out some thin ropes. I was nervous, this was going to be my first D/s sex session, but I trusted him, and knew I’d be okay.

He tied my hands together, and then lifted them above my head and tied them to the bed. My Uni dorm-room standard bed wasn’t ideal, but he somehow made it work anyway, tying the rope around the frame as there was no headboard, and leaving enough rope between that knot and the knot that tied my hands together so I was comfortable. A few weeks earlier when he’d been in my bedroom I noticed him having a good look at the head of my bed, it made sense now, a recon mission! Lol.

Once I was tied to the bed, I was his for the taking, but he didn’t just take me, first he put a blindfold on me, and then he teased me, and teased me, and TEASED ME! He used his fingers, he used my vibrator, he squeezed my breasts and pinched my nipples. I don’t really know how long it was, but it felt like hours. He kept it slow and easy, just keeping me on the edge of cumming but never quite doing enough to make me cum. It wasn’t just unskilled foreplay, he knew EXACTLY what he was doing, he didn’t want me to cum too early. Occasionally he would stop and move around the room, to get a toy or to get something else, and it was an agonising wait for him to come back to me. I couldn’t see what he was doing, so I intently listened, trying to figure it out, only to be surprised when he returned and slipped an ice-cold dildo into me, or poured cold liquid lubricant onto me, or just gently touched me, kissed me, or pinched or nibbled on my nipples when I wasn’t expecting it.

It finally happened though, after a fair bit of pleading from me to be completely honest. “Please! Please, fuck me! I need you to fuck me! Please!” I said continually under heavy breathing. It’s funny how he managed to get me to beg him to let me suck his cock, and now he got me to beg him to fuck me. The subtle ways of the experienced Dom, I guess! Lol

He put the tip of his cock at my entrance and teased me some more, rubbing it up and down, lubricating his rock-hard pulsating cock with my juices before he thrust into me. It felt so good. I wrapped my legs around him to stop him from getting away and teasing me anymore. I needed this, I wanted this, and at that moment, I didn’t want him to be anywhere else other than inside me.

I was still blindfolded, which heightened all my other senses even more, and he fucked me for what seemed like forever. Sometimes gently, and sometimes hard and rough. My hands were tied but I still had fairly free movement as long as my hands remained at the head of the bed, so he started fucking me whilst I was lying on my back, but we soon switched positions and I was on top. Still blindfolded, still in my stockings and heels, bouncing up and down on his glorious cock, having the time of my life. And we finished with him fucking me from behind until he came deep inside me, pulling my hair as he did so. I think I came about 4 times, it was really my first multiple orgasm experience, I didn’t really know it was possible, but it didn’t really matter to me how many official orgasms I had. I was practically in an orgasmic state since the teasing started at the beginning, the whole experience was just so pleasurable.

He untied my hands and took my blindfold off at the end and I lovingly licked and sucked his cock clean before we nestled in each others arms in a tender moment. “You are a fucking God!” I exclaimed to him. He really was, it was the best sex I’d ever had. I’m not sure it still is from a physical perspective, but with what it meant to me at the time, the combination of physical and emotional aspects combined with it being my first time in a D/s scenario, I can probably still say that with some degree of truth that it still is the best sex I’ve ever had.

I guess you’re all wondering if the stocking challenge continued after this, aren’t you? After all, I still had two pairs left unworn, and two holes left unfucked.

Well it did continue over the next few weeks, as did our sexual encounters, we got together for a bit of nookie at least once or twice a week for the rest of the Uni term, which had about 2-3 months left. Our sexual encounters often entailed me being tied or blindfolded, and we experimented a bit with other things too, but keeping in mind that neither of us actually owned any significant bdsm equipment or toys, I couldn’t afford to really buy any on my minimum wage part-time job, and Tom couldn’t go around spending money freely on me with his family responsibilities. So we generally improvised where we could. We even booked a cheap hotel room a few times to get some extra privacy. Sometimes having sex in secret in a shared flat is pretty difficult. Especially as we were trying to keep our relationship secret to all, due to the circumstances – he was older, and married, as I’ve mentioned in previous chapters. I think we did a pretty good job of keeping it on the down low, I think a few suspicions arose a few times with a few people, but we did our best to avoid each other in public sometimes, and deflect the suspicions and rumours. I’d become a bit of an outrageous flirt to be honest, and nobody really thought the older mature student had much of a chance with the popular, somewhat-attractive 19 y.o. blonde. So the rumours ended up being more a tale of unrequited love from him, and me just being too flirty with him. We were happy to keep the rumours that way though.

But getting back to the stockings challenge. It was set again, and I had a choice of two pairs left to wear. I wore the plain black ones with a very sexy little dress. I must have flashed a bit of stocking top several times that day, which would have been a first for me, but it was amazingly fun and I loved doing it, as I was so sexually buzzed waiting for the unveiling of the envelope later that day. I’d given him dozens of blow jobs, so I wasn’t sure how big a deal that one would be, but the anal one would be a new experience and a new challenge.

Upon unveiling the envelope, it wasn’t meant to be at this stage, as it said “MOUTH”. I was quite nonchalant about it, it wasn’t going to be a big deal, but as it turned out, I was wrong. If you remember at the start of the Stocking Challenge, Tom said that the condition was that he’d get to fuck whatever hole corresponded to the choice of stockings. The wording of that is quite important, and I was about to learn that giving a blow job and getting your mouth fucked really aren’t the same thing.

The rope came out again for this encounter, as I knelt down and he tied my hands together behind my back, and then he tied my ankles together, and finally he tied my wrists to my ankles. I really was stuck in this one position. I was quite happy and chirpy, and really wanting to get down to the business of sucking his cock. We soon did, and I started licking and sucking the best I could with no hands. We’d been working on me being able to take more of his length into my mouth – deep throat training if you will. I was nearly there at this point, able to take about 6 of his 8 inches into my mouth and the opening of my throat. And this is how we started, me taking all I could and then moving away. Slowly moving my head back and forth. “You give great blow-jobs” he stated. “But this isn’t about you giving, so much as receiving. Do you trust me?” He asked. I never once took his cock from my mouth, but I looked up at him, gave a slight nod and a “uh-huh” sound.

He then put his hands on the back of my head, intertwined with my hair, and took control of my movements. He was fairly gentle at first, pretty much doing what I’d already been doing, nice slow, deep movements. But he sped up a little bit soon after, and we soon found out that yes, I could take all of his cock, as he pushed every last millimetre into my mouth and down my throat. At the point where my gag reflex begins to kick in, I’d usually stop and withdraw, but the hands on the back of my head stopped me from pulling back, and he firmly carried on pulling my head toward his waiting crotch. The pace gradually quickened, and I wasn’t particularly happy or comfortable at this point, as I continued to gag, and tears began to stream from my eyes, and I was actually quite upset with him. My sounds of disapproval got lost in the shuffle though, and his tight grip on my head, and my hands and feet being tied prevented me from doing anything about it. He’d soon sped up to a rapid pace and was fucking my throat quite furiously, and finally he came in my mouth. As he released my head, I leaned forward and coughed and choked as I tried to get my breath back, and his cum, mixed with saliva and flem came out of my mouth and onto the floor.

Like I said, I was very upset, I really wasn’t expecting what had just happened, I felt used and like the trust I had given Tom had been broken. He tried to be comforting, but as soon as I was untied, I just grabbed my clothes and was out of the door in a flash, dressing whilst walking.

Tom rang me, messaged me, e-mailed me, and tried to speak to me over the next few days, but I ignored him, giving him an icy glare when I saw him in person. I really was quite furious with him. I cried thinking about what happened, but whilst I cried, I’d get very aroused and would end up fucking myself to orgasm.

After a bit of internet research, I found out a bit more about “face-fucking”, and sent Tom an apologetic e-mail for being such a bitch. I really wasn’t upset anymore, it was more the shock about what happened that made me upset, I didn’t realise that people did what he did to people they cared for. But they do, and the more thought I gave it, the more I realised that it wasn’t so bad, I’ll admit I didn’t enjoy the physical act, but I did enjoy the helpless feeling I had, and how hot Tom thought it was, and how raw and physical the looks of pleasure on his face were as he did it. I kind of realised I wanted to give him that pleasure however he wanted it. I explained this to Tom, he explained how sorry he was for putting me in the situation anyway, and we kissed and made up, and we were back on track.

And the best news of all, next time I sucked his cock, I went all the way down with little problem at all. I even started to learn how to hold his cock in that position, without gagging, and lick his balls at the same time. It’s funny really, I was so proud of myself when I did that for the first time, more proud than I’d been of almost anything else in my life. That really is a ridiculous notion, but it is true.

We did re-enact our face fucking scene a few times after that, without me getting upset! It really takes some getting used to, but after that, it isn’t so bad, I promise! In case anybody out there is thinking of doing it! But it is better if you’re expecting it, rather than being naive like I was and it happening completely by surprise.

In mine and Tom’s penultimate ever sexual encounter we even took it to the next level. He set me the challenge of face fucking myself with his cock. He wouldn’t hold my head, he’d just stand there, and I was to treat myself like a slut and put to one side any need to gag or come up for air, and just go to town. It’s quite surreal really, when there isn’t anybody holding your head, forcing you down, to make yourself do it when every inch of you tells you to pull your head back, it’s a tough task. But it went quite well all things considered.

That’s all for this chapter – chapter 8 will continue with the third installment of this “stocking challenge”, plus the culmination of my relationship with Tom.

Until next time! Xx

PS: I’ve had a large volume of e-mails recently, and am doing my best to reply to all, and then reply to the replies, and so on, so please bare with me if I haven’t replied to you yet, or if my responses have been tardy.

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! :-)

The Journey... Chapter 5 - Realisation

It’s been a long time since Chapter 4 – so please go back and re-read the previous chapters before starting on this one, just to refresh your memories! :-)

Months into my relationship with Tom, we finally actually made an outward admission to ourselves that something was going on. We weren’t just friends, we weren’t lovers either, but we were definitely somewhere in between. As class finished that day, with my braless breasts swelled with horniness, I could hardly believe that my nipples still seemed to be rock hard, it had been three hours and they were still going strong, I wondered if the room was ice cold or something, but no, the temperature seemed reasonable.

I left the room and was looking for Tom, I couldn’t find him anywhere, he had vanished into thin air. I was so disappointed. Then as I walked out of the building, with my phone in my hand as I began to send him a text message, I saw him standing by his car. He smiled over at me and then got in. I looked around casually to see who was around – this had become a regular thing for me to do if I was getting a lift with him, I didn’t want people to get the wrong idea (or maybe it would have been the right idea) because that’s how rumours start – I couldn’t see anybody I knew, so I headed over to his car and got into the passenger side. We smiled at each other, I said hi, he looked at me, started the car, looked back over at me, and, stating the obvious, he said, “I hope you don’t mind me saying, but your tits look fucking fantastic!”. He’d never spoken to me like that before, he rarely even used crude language, so it sent goosebumps down my body as I blushed profusely and tried to hide the fact that I was grinning like a Cheshire Cat. But always liking to hold my own in these kind of conversations, and keep the upper hand – as I said, I didn’t even really know what being submissive was all about at this point – I replied with a jokey statement of “it’s taken you long enough to notice!” Referring to the fact that we’d been friends for around 6 months now and I’d spent most of that time trying to get him to notice! We both laughed out loud.

He drove me home to my Uni flat, and we chatted quite mundanely about Uni work for the ten minutes or so that the journey took. It was quite uncomfortable really, we both knew our relationship had changed, but neither of us was ready to talk directly about it, or knew how to bring it up with the other in a serious manner. We were both just waiting for the other one to say something I think. I invited him up for coffee, he said no as he had to be somewhere, and I walked toward my building, slowly, waiting for him to call my name, hoping for another “instruction”. But it didn’t come.

As disappointed as I was on that occasion, it didn’t take long for me to get over it, as only a matter of days later he drove me home again, and I invited him up for coffee again, and this time his response was “Yes!”. He’d been up to my flat several times before, as we had been friends for several months and had studied together a few times, but this time was different. We sat at the kitchen table as I made us some coffee’s, the chat was somewhat mundane once again, he sat there looking like there was something heavy on his mind, and I flitted around making the drinks, and being a bit too flirty. At one point instead of walking around him to the other side of the table to pick something up, I just leaned and reached right across him, thrusting my right breast against his left cheek. Looking back with some since-gained wisdom, I have to admit I was incredibly naughty to really be practically offering myself on a plate to a married man.

After I’d finished making coffee and sat down across from him, he finally broke our long-standing silence and talked about “us”.

He said that he was married, happily married, but he added that he also really looked forward to attending classes at Uni as he really enjoyed spending time with me, and he was more than a little confused over our situation. I don’t remember the conversation word for word, but I do remember that I apologised for coming on a little strong, and I told him that I’d just developed a crush on him and for a while I’d just wanted the crush to be reciprocated, to feel that there was part of him that wanted me too, but I realised that maybe I’d pushed a little hard to get that, and in the process I had kind of found myself wanting... more. We sat there pondering over a definition of our relationship, were we just friends, were we more, did we want to be more, was there a happy medium? Then we heard one of my flatmates down the corridor – she was a pretty loud character, so trust me that you knew when she was coming from a mile away!

So we didn’t have her walk into the middle of our awkward conversation – there had already been the odd rumour flying around about the nature of our relationship without us adding fuel to the fire – we quickly retreated to my room to finish our talk. It had taken us a long time to get to a point where we could talk about this, so this conversation needed to be finished while we were in the right mood to talk about. But frankly, my bedroom wasn’t the most ideal of backdrops considering the nature of our talk!

Actually, my bedroom also had my desk and my computer and everything in there, and it was a bit of a mess, so it wasn’t a sexy and serene love boudoir at all! Lol

We perched on my bed and chatted quietly about us, it was quite an emotional chat, but not in a fits of tears kind of way. I think I generally made it clear that I loved his quiet, mature, but somewhat over-powering nature, and that I’d loved our flirting ways and the direction they’d been going in. And also that although it wasn’t what I’d originally intended, and it wasn’t the be-all and end-all of what I was feeling right then, that if he did want to “progress things” between us, then I wouldn’t turn him down. He once again re-iterated that he was a married man, and wasn’t the kind of person who went around playing around behind his wife’s back. But he did think there were avenues of our relationship that we could go down without taking things too far or jeopardising anything else.

“Do you like it when I give you orders?” he asked. I stuttered a little bit, embarrassed by what my answer to that question was going to be. “Erm, I guess it’s quite fun” I replied. “Is that a yes? If it’s a yes, you can just say yes, there’s nothing to be embarrassed about.” He said in a dead-pan manner. “Yes.” I finally answered. He followed up with another question – “Do you enjoy being a bit naughty for me, a bit of a slut?”. His directness startled me somewhat. A voice inside my head just shouted “yes” immediately, but I couldn’t say that out loud. I was 19, innocent, naive, respectable. I didn’t know what being submissive was all about, and that being a slut wasn’t always a bad thing. So I just stated, quite timidly if I remember correctly, “I’m not a slut.” He responded in an authoritive but comforting tone, “I never said you were my dear, I just asked if you enjoyed acting sluttily. For me? It’s a simple yes or no answer.” I looked down toward the floor. “Yes.” I said.

I caught him staring at a small lockable chest in the corner of my room. “Is something wrong?” I asked. He asked what I kept in there and if I had the key. I didn’t keep anything important or private in there, it was just a small storage chest that I threw junk into to keep it out of the way. I didn’t even lock it, it wasn’t personal stuff. I explained this to him, but said that I did have the key. He stood up and stated very matter-of-factly that he had something I could do for him. Take every pair of panties that I own, place them into that chest, lock it, and give him the key. I looked at him, he had a cheeky but sexy glint in his eye and was trying his best not to smile. I smiled and stood up, walked over to my underwear drawer, took out all my panties, and placed them into the chest. I took the key off my shelf, locked it and handed it to him. “Is that all of them?” he asked. I said it was, but he knew better than I did. “Are you not wearing any today?” he asked. “Oh” is all I said, before hiking my skirt up and flashing a lot of my legs to Tom whilst removing my panties right in front of him. I took the key back, unlocked the chest, threw them in, and locked it again. “Are you sure that’s them all this time?” he asked me whilst glancing over to the laundry basket at the other side of my room. I smiled at him, “You’re good” I said. And I fished out my last few pairs and locked them away too. I gave him the key, and he tucked it away in his wallet. “You’ll get this back when you’ve earned it back! He stated with a smile.

*In my Chapter planning notes, I had quite a bit more down for this chapter. However, I’m conscious of this a) taking too long to write and post, and b) becoming too long of a chapter. Therefore, I’m going to end this chapter here, and follow on with the rest (including my first submissive sex, which is where I’d planned to get up to in this chapter) in the next chapter.*