Monday, 3 December 2012

Sexpo 2012

Sexpo was amazing! Going last year was a massive eye opener but my experience this year was definitely more enjoyable. I've decided to put this down to the fact that I wasn't stressing about GC and 'after' Sexpo and I also think I had a lot more confidence in myself this yea and we all know how good that can make a person feel about things.

This year I attended Sexpo with a friend from work. We were supposed to catch the 6.35am train/bus to Melbourne. Unfortunately, Flapper set her alarm for 5.30pm so as you can surely guess, we missed the train. After racing to catch it at the next stop we ended up road tripping to Geelong eventually arriving at the exhibition centre (Sexpo) at around 11.30am. It was worth the effort though.

Flapper and I headed straight to the bargain table before deciding to do laps of every aisle before making any purchases. I paid so much more attention to everything I was seeing this year and I still can hardly believe how much was actually there. 

Flapper is more into the leather and floggers then I am so we were keeping a special eye out on those types of items for her. Every now and then she'd hand me a toy and ask her to hit her bum with it just so she could see how hard it was. I can't say I've ever done that before! 

When we reached the back of the exhibition room we headed to the peep show. The peep show I remember seeing last year can be described as a mature woman (late thirties) fondling her breasts and pussy while lying across a couch. This year it was a much younger woman. She was licking her fingers and pumping them in herself vigorously  She would spit on her breasts and rub it in as well as lick the windows of the peep show booth. It was certainly interesting to watch.

Then finally it was shopping time! I didn't have as much spending money with me this year so I was more focused on quality purchases then buying everything that looked cool. Though sadly when I cam e to the end of my funds I was left making a very hard decision between two toys I had wanted for quite some time. In the end I chose the cheaper of the two though it was simply agonising to leave without the other.
Palmpower massager and sensual attachments, D1 Silicon dildo and Desire 'Missile Prime' bullet.
 So far I have only had the chance to test out one of my purchases, the Palm power massager and I am simply loving it. For quite awhile now I have been wanting a mains powered device after hearing so much about the Hitachi and the like. I purchased it from the D-Vice stall and though I later found it online at a cheaper price I am loving it.

I had a very quick test run of it before work yesterday before warming things up for a good go last night. Wow. it was certainly very powerful. Every now and then I would turn it up as far as I could handle before pausing and finding a more comfortable vibration speed. The thing (with the G spot attachment) actually had me writhing on the couch. 'Wow' really is the best word for it.

I of course had to buy a few fun things as well. I mean really, who can resist a chocolate penis? Unfortunately it wasn't really the best taste chocolate. But hey, it's chocolate so I'm certainly not going to complain!

Flapper and I also bought an assortment of wooden penis key rings in varying shades. These were to go to my little brother, Flapper sister in law and a small group of work girls who we would have loved to take with us but they had other commitments.

Another highlight of the trip took place on the main stage. I was wowed by the pole dancers last year and this year it was the burlesque dancers that took my breath away. The star performer was a woman by the name of Cassandra Jane.  She and her cohorts did an amazing job and oozed old time glamour. I also loved the fact that though the girls were thin, they weren't stick figures. One in particular had a wonderful amount of wobble to her bottom.

Considering it was only a last minute trip, only finding out that Flapper wanted to come with me ( I wouldn't have gone alone) with less then a week to the day was just plain good fortune. Sexpo was a much more entertaining event then attending the staff party. I really can't rave on about how much I enjoyed it!

On a finishing note I want to thank my friend Snickety for providing me with tickets. Without his wonderful connection with MJ's Toybox I wouldn't have been able to attend.On the subject of MJ's, Flapper really liked your products. I just love the teddy bears!

Thursday, 29 November 2012

Keeping It Down

Well needless to say I was a little bit stressed when I last wrote. I was worried that I had lost a friend all for the sake of sex. Things weren't going great at work (and still aren't) but overall I'm in a better frame right now.

I have seen The Shy Guy twice since I last wrote and I have probably spoke to him on Facebook too much for my own good. The sex is great and neither of us have any problems with that but apparently I am coming off as 'full on' due to my eagerness to talk to him. But how did I find this out? By talking to him of course, so on that front I guess it's a bit of a catch twenty two. Because of this I'm really just trying to chill and take it easy. I'm making a very conscious effort not to start a conversation every night and just leave him alone. I don't whether we'll end up as anything more than friends with benefits but he wasn't definitely more pleasant to talk to after a few days break.

On the subject with no problems with sex, On Saturday night (25/11/12) I gave the first blow job I have given to completion since I lost my virginity. This was something I was very nervous about at the time. It was obviously a long time since I had swallowed and in previous play sessions with The Shy Guy I had taken note of the amount of cum he produced. It seemed a lot. Would I be able to give a clean blow job or would I make a mess? I don't like messy blow jobs.

After the failed attempt of our previous session (I became too nervous and reverted to jerking him off) thing were going better this time. The Shy Guy promised to tell me when he was close and I made sure I had a towel on hand in case I couldn't stomach the taste and/or the amount. I went for it.

He did cum a lot and I did gag a little. I swallowed as much as I could before utilising the towel as the last of The Shy Guy's cum landed on his stomach. 

I don't tend to gag often, so this was new for me. I suspect that it was a combination of the amount of cum and the taste that caused the reflex to occur. It had a pool water/chlorine sort of taste to it that I've never come across before but it was mostly tolerable until I just couldn't swallow fast enough. Thankfully The Shy Guy was enjoying it all too much to care if I could take it all.

I'm looking forward to trying it again. I like a challenge and The Shy Guy is certainly one of those.

Next post: Sexpo 2012!

Wednesday, 31 October 2012

Oops, I did it Again.

This blog post will never win an award for prose.

I fucked it up again. I told The Shy Guy that I have a bit of a crush on him. Apparently he wasn't expecting it and now he's all muddled.

Whilst my telling him surprised even me, the crush itself has been happening for some time. I've been talking to The Shy Guy for approximately 22 months now and even back then, in the midst of my many GC crises it was happening.

When ever I felt rejected I'd go back to talking to The Shy Guy. He's nice, friendly and when you eventually have him talking he can hold his end of a conversation. I later on found out he had a cheeky side too. The Shy Guy is my type physically. Not a skinny little rake or a huge muscle guy, but that nice kind of average where he seems strong and fit without looking like an idiot or a poonce. The only bad things I could see were the shyness and being a farmer.

Now I don't know what to do. I've said I'll leave him alone until he unmuddles himself but I also know that I'm going to have trouble doing that. I'm thinking now that perhaps it would have been better to stick to my original decision to not sleep with him. Would that have stopped all this coming to a head?  I'm just terrified that I've now lost a friend.

I wonder if this is going to be the first time I've ever regretted having sex with someone?

Monday, 29 October 2012

An Accidental Investment

A long time ago I wrote this little piece about The Shy Guy.

Assuming you have now read that snippet I'm going to tell you that for the last year and a half I have continued to talk to him, at some point he even ended up as one of Facebook friends. We kept talking, him usually starting the conversation as like I said, I did lose interest at times. I can only keep a conversation going for so long without the other person chipping in after all.

But talk we did and slowly The Shy Guy became less shy. We talked about the usual inane stuff, tv books etc and sex of course. We became quite flirtatious even. He often requested I send him pictures, which I refused. It's very rare that I send pictures to someone I haven't met in person.

The Shy Guy eventually even suggested we meet for sex since it had been a very long time for him (about two years). I did think about this for awhile but in the end I decided against it. We'd been friends for a long time and I didn't want to ruin that.

I kept thinking about it however...

A week ago I decided to take The Shy Guy up on his offer. He was a nice guy, local and umm... apparently rather well endowed. But this had taken me several months to decide and by now The Shy Guy was hesitant. He'd been my friend through all my sexual adventures and felt I was now reaching for the 'bottom of the barrel'. Not the case. I don't do that kind of thing. If I choose to sleep with someone it's because I like you in some way or another.

The Shy Guy and I talked a lot more often that week. I sort of felt like I was doing some sort of audition, I'm not sure why though as our conversations were the same as they'd always just more frequent. Whilst texting me Friday night The Shy Guy said that he was in town and that maybe we could meet up for half an hour or so before he had to go to a meeting. I said no but said he was welcome to come over afterwards. For a first time meeting with a person half an hour just wasn't going to be enough for me.

He eventually decided that he would come over. When he opened the door I was slightly taken aback by the fact he looked exactly like his photos and by the fact he was a good four or five inches taller then me. Hard to do considering I'm 6 foot tall.

I invited him and put on a Doctor Who dvd. We sat there for the entirety of the episode, making stunted conversation. When the episode ended there was that kind of awkward silence before we somehow ended up talking about his dogs. This brought The Shy Guy out of his shell. I believe we talked for half an hour or so until I finally found the nerve to invite him to my room and show him my toys.

As much as we were both there for sex, The Shy Guy was a bit shocked by my bluntness, but hey.

We went into my bedroom and I showed him each of my toys, talking about them and telling him about their little quirks. When I was finished, unsure of what to do next, I kissed him.

Well! By golly was there a reaction then! The Shy Guy enthusiastically kissed me back, running his hands along my breasts and up under my shirt. We made out, groping each other as he tried to undo my bra. I pulled my shirt off and helped him. Still kissing him I straddled him, grinding my crotch against his groin. He was definitely hard.

I climbed off him and guided his hand to the waistband of my tights. Slipping his hand between my legs I encouraged him to rub my clit and then to slide his fingers inside of me. He was a bit rough but damn it felt good. As The Shy Guy did this I undid his fly, rubbing his cock through his pants and then sliding my hand between skin and pants. He winced as I did this and I admit I was probably a little bit rough.

I slid my tights off and his jeans soon followed. I continued to stroke his cock before I did what I really wanted to do. I leant forward and placed his cock in my mouth, sucking gently. I was so scared that I was going to ruin the fun early by doing this. Remember that The Shy Guy hadn't had any action in quite some time. But risk it I did. The Shy Guy certainly seemed to enjoy it.

I soon went back to kissing him and whilst I did this he continued to stroke my clit. It felt really good. I ended up burying my head in his shoulder as he did this and were it not for the lack of rhythm I would have came.

It was at this point when I decided to ride him. I slid him in between my thighs and up into my pussy, rubbing my clit as I did so. Due to the clit rubbing earlier, I very quickly found myself cumming. I continued to ride him, really feeling him thrust inside me. This guy hadn't been kidding about his size at all.

The Shy Guy eventually told me he was close and his thrusting became harder. Damn it felt good.

The Shy Guy turned out to be one of those silent orgasmers, I could barely tell when he came. This was a tad disappointing only because I find it so hot to hear a guy moan.

We continued to kiss for a little while, just lying there before it was time for The Shy Guy to head home.

I'm still unsure what the aftermath of us sleeping together is going to be. I definitely want to do it again but as yet the only answer from The Shy Guy is 'We'll see'. We're still talking though I sense The Shy Guy has regressed slightly back into shyness but then it could also just be my over eagerness to talk to the people I sleep with making things seem this way. But still talking is a good thing. In the end, I guess we will see and hopefully it will be each other we'll be seeing.

Friday, 21 September 2012

Just Trippin'

A couple of days ago ( Sunday, 16/09/12) I went on a little bit of a road trip. A little bit of a 180km plus times two road trip. I was of course meeting a guy from the internet. As the readers close to me know I am still insisting on doing the internet dating thing with varying degrees of failure and very small amount of success. Success being measured by the fact that I have never once met the rapist/murderer that everyone insists hangs on on dating sites.

I had been speaking to Cityboy for approximately two weeks when before I met him. City boy, as the name suggest is from Melbourne, four hours away from where I live. When we first began talking he commented that the fact that I lived 40kms away was far. When I had to correct him that it was actually 240kms I put him firmly into friend territory. If he thought 40kms was far away surely the truth meant that we would never meet!

We did discuss meeting though. It was agreed we would meet at a very rough half way point of Geelong. However within a day of coming to this decision I was having second thoughts. I messaged Cityboy and told him that I couldn't go through with it. I'd already fallen for one person I couldn't have and I had no intention of doing it again.

Somehow though, Cityboy talked me into changing my mind. I will admit I had a little to do with this, I'm trying to live by the rule of 'Why not?'. If you don't try something, you'll simply never know how it could have turned out. So a day in Geelong was booked in.

As the time neared closer to Sunday our texts began to take on a very sexual nature. As the weekend drew closer the main thought running through my head was 'If it comes to it, where will we have sex?' At this stage I of course had no idea if I would even like the guy or not but hey, I like to be prepareard so I packed a few condoms.

On the day I squeezed myself into some tummy tightening undies, pulled up my tights and put on a dress (relatively easy access, excluding the undies), I set my GPS and headed o Geelong.

Now sticking to my true nature of balloon artist the first thing I did when I arrived was go to the Geelong branch of my old workplace. As soon as I saw the familiar signage I coudn't stop grinning. I know it sounds corny, but it really was like coming home. I loved that job.

Afterward I headed into the city, holding my breath the majority of the way. Being quite a homebody of a country bumpkin, I had had never driven in a town of this size. I was only honked at once so overall I think I did okay. Once I parked my car I went into a maze of a shopping centre to have a look around whilst I waited for Cityboy to arrive. 

When Cityboy did eventually arrive I then had the task of finding him in the aformentioned shopping centre maze. He told me where he was and purely by chance I managed too walk in the right direction.

When I saw him I wil admit I was a little bit dissapointed. I like tall guys. Know I did know the eight of Cityboy before I met him, however in person he just seemed so much shorter then I had pictured. But hey, I was here now so let's make a go of it.

Since neither Cityboy or I were from Geelong neither of us really had any idea of what to do or where to go so we just had a look around. We wandered around the shopping centre for a while before heading outside. After walking several blocks we somehow found ourselves back at the shopping centre. I don't know how, I still can't figure it out but damn it we were back in there!

I knew Geelong had some pretty good vintage markets so it was decided that we would try and find our way to them. I typed the address into Google Maps and we headed of in the general direction of the markets. We walked for what actually seemed quite some time and Cityboy eventually asked jokingly if I was leading him of to some dark alley to murder him. At least I hope he was joking...

But we did eventually find the markets. We browsed the three story building for a couple of hours eventually just hanging out on the third floor. This seemed to be the dumping ground for some very average furniture including several couches. No we weren't naughty, though I do suspect he was thinking about it. we sat there and talked, showing each other photos until closing time neared.

Cityboy and I headed back in the direction of the main street. As we walked I remembered having seen a sex shop on my drive in. Not telling Cityboy what I was thinking we just kept walking, eventually stopping outside what was sadly a closed sex shop. Revealing my intentions I did a fast bit of Googling work, sourcing another sex shop nearby. When we arrived at this one it was at least open.

Walking inside I took in the usual display of phallic objects and scraps of fabric hanging on coat hangers. It was smaller then my local shop, but with a better range of stock. As I suspected I would be, I was the only girl in the shop. After taking a good look around I headed to the counter with a bottle of strawberry lube. Unlike the owner at my local shop, the guy behind the counter was definitely not creepy. He actually reminded me of the old man character from the movie UP!

We went back to the car park and it was quickly decided we would have a look at another nearby sex shop, Sexyland. As soon as I walked inside I was amazed.The place was huge! It had so many things! I just wanted to buy everything that I'd ever wanted online! But I didn't. It was very easy to see just how massively the products had been marked up compared to the online store I usually shop at.

After this it was food time and after food time neither of us had no idea what to do next. As we had been waiting for dinner Cityboy had been texting me that he thought I was cute and that he was up for anything. I took 'up for anything' to mean sex and at this stage I was also up for anything.

We headed down to the waterfront and walked around for a little bit. The water there is so creepy compared to the live ocean that I have here. With every step I expected Cityboy to make a move. But he didn't. We headed back to the car and he said that he should take me back to my car. I suggested that we could just drive around for a bit. So we did.

We eventually ended up parked in a fairly secluded area. We just sat there for a bit, just talking, me still waiting for him to make a move. When he once again said that he should take me back to my car, that he didn't know what else we could do. I said (referencing a conversation from earlier that week) that I was still waiting for him to be naughty.

'Like this?'

With that Cityboy finally kissed me.

After kissing in the front seat for a little while he suggest we switch to the back. So we did. After making out for what seemed like a short time he had his pants of and soon after I had squirmed my way out of mine. With very little foreplay he was asking me to ride him and I was climbing aboard.

There was however one issue with this. I'm 6ft tall. It was just not possible for me to ride his dick without hitting my head on the roof of the car. We switched to missionary which was much more comfortable. 

We had one more issue after this however. Be it nerves or fear of being caught, after fucking me for a while Cityboy would begin to go soft. This actually didn't concern me to much however. I used this interim period to give myself a little extra stimulation. As he was still poised on top of me I would stroke his cock and use the head of it to rub my clit. It felt so damn good. When he grew hard again we would simply resume sex.

We continued this for some time before switching it up with a blowjob. Apparently I am skilled in this area and Cityboy was soon enjoying himself. When my mouth became sore I used my hands, directing his own hands to my pussy. With his mouth on my right nipple and his fingers on my clit I was soon grinding against his hand. As I came closer I placed his hand lower down, fingers inside me and began to rub my clit myself. I came hard and fast.

Switching my attentions back to Cityboy I continued to stroke his cock. At his direction I began to fondle his balls as his own hand took over where mine had been. I watched, fascinated as he stroked himself until he came.

We sat there for a little while afterward, wriggling our way back into our clothes. I had finally had sex in a car. Finally another something I could cross off my list.

We then headed back to the car park so that I could find my little car and start the three hour trip home. There was just one other little hurdle to deal with first though. My poor little car had been locked in the car park!  Calling the number for after hours service a very nice security guard was able to let us in. My car once again in my possession and Cityboy dropped back at his own car I was finally on my way home. A long and tiring drive was to follow before I finally arrived home at one in the morning.

I honestly never expected to hear from Cityboy again, but here we are nearly a week later still talking. He say's he wants to see me again and I've agreed. I'm assuming because of the distance he only wants sex and I'm okay with that. A regular fuck buddy would be a very welcome thing to have again. After everything with GC (Mr Good Company has now been abbreviated) I will admit I'm just a little bit afraid of falling for him. I never want to go through a mess like that again. I can only hope that the distance between myself and Cityboy will be enough of a deterrent.

Note: Just a little shout out to the crowd here. One of my regular readers and confidants wanted his own Jess Carlson brand name. So to honour his request, a big hello to Man with a Hat (MWAH)! Never say I don't keep my word folks!

Friday, 14 September 2012

The Past: Part One

'Women r stupid, manipulative and unpredictable creatures sent from the fires of hell to distrupt my perfect life... Except you. You are my friend. You are like a terminator. You look like one of them but you are normal.'

That is a direct quote from my friend G-string. It gave me the biggest laugh in a long time! Now onto more serious topics, I told you I'd tell you about the last two guys I was seeing so here I am.


The first guy, let's call him Number Three, is/was studying to be a massage therapist. I met him in my usual way of online dating. I'd added him on the dating site many months before I met him. After I spoke to him I had come to the conclusion he was needy and too apologetic. I could't log on without him saying hello and after a few seconds of not  replying he would be apologising for bothering me. Have some balls man!


But after months of trying not to talk to this needy guy I ended up sooking to him after it became apparent to me that things were never going to go anywhere with Willow. During those few months of not talking to him he seemed to have normalised a bit, or maybe I was just lonely. But after another week of chatting we agreed to meet. We agreed to met a few blocks from my place, as I was walking there I could see him waiting outside the hotel. I don't know whey (except that I'm a wuss) but I kind of ducked out of site and hid until I decided to suck it up and go meet the guy.  We walked to the movies, talking a bit on the way. We went and saw The Avengers and by golly it was an awesome movie!


By the time the movie had finished we had relaxed more and we walked back to my place where we watched a couple of movies. As it came around to 1am, Number Three said it was probably time for him to leave. Looking at him* I replied 'Or' and then I kissed him. Let me stop here and point something out, this was the first physical contact of a sexual nature the guy'd had in two years. It didn't take much to make him excited that's for sure!


Unfortunately for me, Number Three turned out to be a bit of a good boy. Despite my best encouragement tactics I could barely entice him to feel my breasts and there was no chance I was going to be loosing any clothes that night.


I ended up straddling him, kissing him and feeling his cock. At first I only teased, slipping my hand just under the waistband of his jeans. Eventually though I gave in and started stroking him. I just couldn't resist! As I stroked him I seriously thought that he was going to cum in his pants. Number Three was just sitting there, leaning back, eyes shut with a big smile on his face. Every now and then Number Three would fight against me, pushing me back and trying to hold me still. He would eventually let me win though and I would resume playing with him.


After he left that night there continued to be a lot of texting going on between us. I of course wanted to see him again but he was busy was study and din't know when he would be free. I was cool with that so I didn't push the issue. 


On the Friday night a week after we had first met I was texting him as usual. At one point in the conversatinon I asked Number Three if he was scared of seeing me again and he said that I was. I was a little sad about this I will admit. Not ten minutes after I heard a knowck at my door. Expecting my sister I opened the door without bra and wearing my flannelette pyjamas. 


It wasn't my sister, it was Number Three. I told him to wait there, slammed the door shut and quickly ran inside to put some decent clothes on before letting Number Three in. He could't stay long as he was meeting his sister and her boyfriend for dinner. Sitting on the couch we started watching an episode of The Big Bang Theory. After maybe ten minutes, I looked at him and told him there was no way I could behave. I leaned over and kissed him.


After kissing for a very short while he began wrestling me away again. It was actually kinda fun. We did this until it was time for him to leave, alternating a little bit of kissing with play fighting. 


I was ridiculously happy that night, no guy had ever been nice to pay me a surprise visit before. I loved it!


Sadly, as you no doubt have already realised, this doesn't have a happy ending. Number Three led me on for several weeks after that. We'd make dates, only for him to cancel at the last minute. He'd have to take his cousin home or help his sister with something. These activities always finished early in the evening but instead of reinstating ou arrangements I'd always receive the reply of 'I'm too tired' or 'I just want to relax tonight'. 


I didn't want to, but in the end I gave up. This was a guy who insisted he really liked me before and after we first met but then he went cold. I thought he was just busy, since he was still 'trying' to meet with me. I finally gave up though when his absence in the middle of one of our conversations. I 'yelled' at him via chat and eventually received a reply back asking 'Why are you angry with me? I'm talking to someone I really like! Should I just stop talking to them'?


I didn't say anything back then. I just gave up. Up until that moment I had thought the person he really liked was me.

Thursday, 23 August 2012

Fill in the Blanks

Needless to say i haven't been around for a little while. I know it sound silly but I was actually wondering for a while if this blog was jinxed. So, to test me theory I decided not to write about the guys I've been seeing. Sadly it doesn't seem to e the blog that's jinxed, I think it's actually me.

I've met some nice guys over the last few months, been left entirely befuddled by one and the second didn't go far despite the promising long phone calls and endless texting. Further backing up my theory of 'jinxed' is the fact that both of these guys ended up with girls within a fortnight of saying they couldn't see me any more.

I have been working as much as possible during these times, trying to establish some savings so that I can one day open my own business. Savings account balance: Approximately zero. Needless to say I need either a full time job, more hours at both my jobs or to win the lottery. Lottery would be preferable.

I have two posts planned too update you on my dating activities. I'm just flying by at the moment just to let you know that I'm still around. So hello, here I am and I promise that I'll be back later!