Time it is a-flyin’

Hello all!

Quick update from small city.

Work is all encompassing these days, however, almost one month after I left the big city for my 3 month contract, things with the fellow have been steadily getting more intense. He is incredibly sweet – sending things in the mail and texts and messages just to say hello or “thinking about you”. I’m enjoying my work and my time here, and completely living in the moment, but now it looks as though things are going to actually happen upon my return and it excites me to no end. Just thinking about the fun we could have and the delicious naughtiness we could get up to…mmm.

Only one complaint – I’m sharing a living space with a friend and it’s been very difficult to find a little, umm, me time. I’m feeling quite a bit of pent up sexual frustration from not being able to masturbate daily…there are worse things, I suppose.

<3 Ruby

Timing is everything, unless it isn’t.

Hello all!

So sorry for the absence. In the midst of not a lot of relevant activity and a whole lot of other (wonderful) things, I thought I’d give you an update on the goings-on.I’m out of the big city and in somewhat smaller city for 3 months for work. Although the contract doesn’t start for another week, I know it’s going to be a wonderful time. The thing is though…I, Ruby, am the queen of terrible timing!

***rewind***

Back in December I went to a new friend’s christmas party. I didn’t really know anyone but new friend mentioned that there was one person in particular that I should meet. So I did, we chatted, he was really quite lovely, but I didn’t give it a second thought. I was busy making the mistake of falling for dude-that-went-nowhere. But at the end of the night, when I got home, I saw that he had added me to facebook and we exchanged pleasantries and that was it.

***fast forward***

Mid-February. I run into him twice in the span of a week. The first time, I’m at an event, sitting at a table alone, and he comes over and asks if he can sit down. We talk the night away. He asks if I’m going to our mutual friend’s birthday later that week. I say “Of course“. So we hang out there. With a whole lot of (totally vanilla) “I’m SO not flirting with you even though I TOTALLY am” kind of interaction through the night. When birthday boy drives us home later that night, he insists on walking me to my door, where he kisses me and my heart flutters. We make a plan to spend some time together the next week and that was it.

That totally casual but super sweet date was perfect, and ended in an amazing night of really fun straight up sex and a cuddle-filled sleepover. Not the kind of details you’re all looking for, I know ;) but I had a great time. (funny thing…he said “please tell me if I hurt you at all“, at which I chuckled and said “Trust me, you won’t hurt me“…) Before he left, he asked if he could see me again, even for a few minutes, before I left the city. I said I’d like that a lot, and that it’d be totally doable.

So this past Sunday he came over at 6:30 and it was perfect from the beginning –  me opening the door and scrunching up the carpet so that to door only opened about six inches…That’s me. Completely dorky. He came in, whisked me into his arms and kissed me again, and so began one of those nights where there is so much to discover about each other that the conversation seems effortless and stops only when you come up for air. After the second time we had sex, I thought I’d just lay it out on the line – “So. Is there anything in particular you’re into?” I asked him. Without letting a beat go by, he replied “Clowns in bubblewrap“. I laughed “Really…I would have pegged you for a balloon fetishist“. He laughed heartily before telling me that he didn’t really have anything in particular, but was very enthusiastic about sex :) I took a deep breath and said apologetically (Dan Savage would be so disappointed) “Well, in all honesty, I uh…I’m kind of into BDSM. I’m a submissive.” He looked at me with a grin and said “Reaaally. I’ll admit, I’m not totally up on my terms but that’s cool!” Later in the conversation he told me he was going to do some research and stuff, but what I’m about to say is the reason for this entire post, and the reason that I REALLY hope that he’s still single when I get back to the city. We’d had sex again, and this time he just played a little with pinning my arms down and teasing me with his tongue, which was fun, and so afterwards, he said:

“I don’t know about you, but I have a feeling that we could have a whole lot of fun. So I’ll do my research but when you get back, I want you to teach me. I want to learn what makes you tick and what I can do that is specifically YOUR biggest turn-on”

…is this guy for real? The thing is, I think he actually is. The guy who had the christmas party has become my best friend, and he’s totally vouching for him. In any case, I hope his “research” doesn’t scare him off. Because I think I could fall quite easily for someone who is so GGG and eager to learn and excited about ME. So, of course, it’s too good to be true. There has to be a catch. The catch being that I’m not going to be back until the 1st of June…hence the “terrible timing” comment. /sigh. I hope he’s still up for it then. Exciting times, although I’m trying not to get my hopes up.

(and you see how well that’s going already :P)

<3 Ruby

Happy naughty birthday to me!

My birthday has rolled around once again.

So far, an excellent day.

Tonight will be…interesting. To say the least :) I’m hosting a gathering and have invited most of my friends in the city. The hilarious thing is that I just know that the place will be full of guys I have fooled around with/scened with/slept with. Standing back and looking at them might be terrifying and awesome at the same time. I may collect birthday spankings from all of them! Ha!

I’ll be fine with coming home alone tonight. After all, how’s a girl to choose? ;)

<3 Ruby

2 dudes, 1 Ruby

Wow…

So, umm, there was a bit of an unexpected adventure that happened the other night.

Let me preface this by saying that the dude I was mentioning in the previous posts? Kind of fizzled. Lost interest. No biggie. I was bummed for about a day. Moving on…

The other night I was out with two of my (male) friends. We got together for some food, some drinks and a little dancing. Dancing was funny, because both were dancing with me. I couldn’t help but be aware of outside eyes watching us – probably thinking we were some sort of triad. Little did I know…After tearing up the dance floor, we hit up an afterparty. As luck would have it, two other (male) friends were there. It was kind of bizarre for me, seeing as they were from two entirely seperate circles and I was the bridge. It was fun, but I kept an eye on the clock and when I realized I had to leave to catch the subway home, I was met at the door by two of these guys – one from each group. They were trying to get me to not leave. I liked being the centre of attention, so I asked what the rest of the evening would hold if I were to stay. One of them smacked me on the ass, and then the other followed.

“Oh. I see” I said calmly, with a chuckle.

At this point they both brought me back to the couch in the living room where the party was starting to die down. When most of the people had left, I found myself sitting between the two of them, getting pawed at. When we were pretty sure everyone who was going to leave had left, clothes came flying off, more spanking ensued, and every one of my holes was thoroughly used. I felt like a filthy whore with one dick in my cunt and one in my mouth and fingers up my ass, and I loved sitting on one dude while he was pushing my head down onto the other guy’s cock. It was hot.

Both knew that I’m a masochist. Both were more than happy to indulge. I was most definitely at their service. And my ass is still…beyond black and blue. My body has just stopped aching but I’m still feeling quite slutty. (And the evil part of me just thought “Ruby, wouldn’t your ex be so VERY jealous if he knew what you’d done, since he used to want that to happen so badly”…This is definitely more single lady behavior for me.)

It was an entirely unexpected night. Doing the walk of shame home in the cold as the sun was coming up was just what I needed afterward, and crashing alone in my bed for a good chunk of the next day was surprisingly heavenly. It’s funny though. I was the girl, and neither guy was into playing with the other, so while I was the centre of attention, I also felt the need to do all the work. I had a hard time sitting back and just enjoying it. Just my nature, I suppose.

It was fun seeing them shake hands afterwards, and congratulate each other. Hilarious times. Thought y’all would like to know.

<3 Ruby

Still here

Quick post to promise to update soon.

A few HUGE meetings for work have kept me from being able to concentrate too much on my sex life. Sad, I know. But these meetings might turn into wonderful possibilities. So after Monday I’ll post a real update. Promise :)

<3 Ruby

Promising adventures :)

So, I got back to the city yesterday after a week at home for the holidays. It was the day before I left that I had my amazing first date. So to bookend my trip, it was only fitting that I see the guy (we’ll call him Mr. X) again. Last night I was off to an event. I was going to go alone, but started chatting with Mr. X and it sounded as though he wanted to come along. I mustered up the courage to ask (not something I’m usually very good at) and we went out and had a fabulous time. He drove me home, and we oh-so-subtly hinted to each other that we wanted to go up to my apartment. So he found a place to park, we got out of the car and without saying anything, among the flurries falling from the sky, he took my face in his hands and kissed me so sweetly that the world stopped for a good 30 seconds. He then offered his arm, I took it and we walked to my place.

We were both trying to be casual when we got inside – we plopped down on the couch in the living room and talked for about ten minutes before he found the perfect moment to lean in and kiss me. That was when we lost all track of time. We were all over each other. He peeled my sweater off and as I was trying to help by unhooking my bra and sliding it off, he grabbed at my tits, looked me in the eye with the slightest evil grin and said “That’s my job”. I could feel myself getting wet just from hearing him say that.

The next few hours consisted of some really really hot sex. He knoooows what he’s doing with his tongue and his fingers. I also got to play with his gorgeous cock. He’s a bit longer than I’m used to, with a nice thick head and I’ve kind of been blowing his mind with my oral skills. I LOVE giving head – what can I say? And enthusiasm, I’ve discovered, is a HUGE turn-on for men in general. Anyway, all these things aside, the moment he pushed me onto my back and pushed his cock into my throat until I gagged, I thought I’d died and gone to heaven. Which is funny, because in the grand scheme of things, it’s hardly anything, kink-wise. But in that moment, I saw the seed of a dominant streak. That was very exciting.

Later, while we were fucking, he had me on my back, legs spread and my hands pinned under his. I looked him right in the eye like a wanton slut as he pounded away and I could see his eyes widen. “Oh my god, the look on your face right now is going to make me cum”. I smiled and said “I just love the feeling of you taking me like that”. He pulled out, curled me in a little ball on my side and completely enveloped me with his body and started fucking again, asking “Then how do you like this?” I liked it :) Not too long after, I got him off by squatting on his cock, and we both collapsed in a sweaty heap and just held each other for a while.

After about twenty minutes he flipped me over on all fours, pushed my head down into the pillow and held it there as he teased me and occasionally spanked my ass. He spit on my labia and worked his fingers into me – which didn’t take much effort as I was getting pretty hot pretty quickly. With my back arched, my head down and my ass in the air, he powerfucked me with his fingers and holy shit. It was amazing. If I was able to squirt, this would have been it. I have NEVER felt someone manipulate me like that before. It was intense and sent me over the moon, in back to back orgasms. Giving me just enough time to catch my breath, he offered up his dick and told me to stick my tongue out. He bounced himself on my hot, wet tongue and rubbed himself all over my face. He told me he was going to cum and asked if it was okay (it was the first time). I looked up and nodded with a twinkle in my eye. He squirted into my mouth and over my chin.

What was funny was that after about 10 seconds of recovery time he looked at me, horrified and said “You can spit it out on me if you want!” I looked at him and said “Should I?” He shook his head and said, “If you want to”. I closed my lips and swallowed. “That wasn’t very gentlemanly, was it?” he asked. I laughed, and said “You are such a gentleman, and I really like that you are.  But you do not have to be a gentleman in my bed”. He smiled, probably happy that I wasn’t offended. If he only knew…

Our night ended by 5:15am. It was so much fun. So hot. So now, to break the news. I’m a damn submissive, proud of it, and I really hope it doesn’t scare him off. ‘Cuz I’m quite smitten.

So how do I do it? Do I blurt it out? – So, uh, you should know that I like to be restrained, smacked around, verbally degraded and used as furniture sometimes…
Do I do the reverse approach? – Hey, do you have any kinks or fetishes? Oh really? Me? Well, umm, I’m a masochistic submissive…
Or do I not say anything at all and let it come out slowly as we keep seeing each other? (if we keep seeing each other – which I really hope we do)

This is already super long. Thank you for reading all the way through. And if you have any suggestions/comments, please let me know. Thanks all. I do hope this is the beginning of something fun.

<3 Ruby

Christmas wish

A very quick post just to say Merry Christmas for all those who celebrate it.

I flew home for the holiday but my head/heart/loins cannot stop daydreaming about the person from the previous post. So many fantasies and thoughts rolling around in there. I’ll share some very soon. Or, better yet, once I fly back on Wednesday, hopefully I’ll have something to report. Squeee! *ugh, don’t get your hopes up, Ruby…you don’t know what is going to happen…if anything at all*

Anyway, off to eat the last of the plum pudding!
Merry Christmas again!
<3 Ruby

Breaking the news

I just had a daylong date with a really wonderful man.

The entire day, from the beginning to just now was incredible. Kind of spontaneous, and awesome.

Of course, there has to be a catch. I get the feeling this guy is quite vanilla. The evening ended with us fooling around and because I felt safe and content, we ended up having sex. Which is something I like to save until a second date, generally, but hey. I was feeling it :) But yeah. I didn’t exactly mention how I identify sexually. The thing was – while we were going at it, he wasn’t rough, but he did enjoy giving me a nice smack on the ass and pinning my hands under his. So I feel like the potential for him to at least have a dominant side is there, but you don’t necessarily want to scare someone off the very first time by saying “Be really rough with me” or “Actually, slapping me in the face gets me really wet”. We were having some very hot plain ol’ sex, so I figured, why not enjoy it. I feel as though the kink conversation is one that has to happen with the clothes on, so he has an easy out if he’s really not feeling it. But I really do want to see him again, and goodness…I hope he’s at least open to the idea.

Suddenly it is a bit of a scary thing…almost like coming out (on a very very small scale). I’ve never had to do that before. The people I’ve been with (other than one-offs) have known and been game (or into bdsm themselves) before we started anything. So, it’s a bit stressful. Or maybe I’m reading too much into this and he won’t even want to see me again regardless. Who knows.

I will admit that I really enjoyed being treated so well today. He was a perfect gentleman – always opening doors for me, letting me through first, paying for everything, complimenting me (in a non-cheesy way) and generally making me feel like a lady. For a moment I questioned it and was almost cynical. I’m not used to being the lady. I’m the submissive who gets so much joy from servitude and being the one celebrating the person I’m with. It weirded me out because it is such an integral part of my being – how could I possibly enjoy a date the way the masses do? But I realized I was being silly. Because the thing is, we are never just one thing. We are meant to play different archetypes through our daily lives. One minute you’re the queen, then the mother, then the child, then the teacher, and on and on. Am I less of a submissive because I liked having a man treat me like a princess for day? Of course not.

It’s just a matter of breaking the news that I’m sweet and goofy and bashful but also kinky as fuck. *gulp*

<3 Ruby

Through these thin walls, I can hear you moan

I am currently listening to my upstairs neighbours fuck the hell out of each other on their living room floor. They’re being really loud and rowdy and I can’t help wondering if they know that they can be heard.

I myself am sitting in my own living room, sprawled out completely naked on the floor with my vibrator between my legs and my computer next to me. The only light in the room is candlelight and the flicker of the dim computer screen, which is probably just enough light to let my neighbour across the alley see a shadow or two, if he or she so desires.

This is really exciting voyeuristic-pseudo-exhibitionism. I’m going to run now, and try to hold off on my orgasm until I hear one of the neighbours cumming. *sigh* If only I had a nice fat cock to suck and sit on, this would be perfect.

<3 Ruby

Wrapped around my finger

I have a friend. A friend who knows that I’m kinky and who knows that I’m a submissive. I’m not sure he fully grasps how deep I am in the whole thing, but he’s very curious. Anyway, he recognizes a dominant streak in himself, and I, of course, am being very encouraging. The fact that there is a little sexual tension there means that he likes playing with the idea with me quite a lot, and I’m more than happy to go along with it. It’s non-physical fun. It makes that part of my brain get excited, but ultimately it’s just harmless, not-going-to-go-anywhere play. And, as you should be aware by now, my frustration is growing daily. The beast is hungry. I said this to my friend, and well…the table suddenly had 5 legs. :)

When I got home this evening, as I settled in earlier to some bondage porn, with my glass dildo and a small butt plug, I figured I would take my time masturbating. I would go slow. I would tease myself a little, running my hands and the cold dildo up and down my thighs and make my most sensitive parts ache to be touched. I would start slowly, softly running my fingers along my labia, teasing the entrance to my cunt and making my juices drip right out of me. I would suck on the plug, insert it and then fill myself up with the dildo, working my g spot before finally letting my clit get some attention.

Instead what happened was that I ran my hands up and down my thighs, brushed my palm against my clit, and before I could *think* to restrain myself, my fingers fell to either side of my clit hood ring, and I rubbed myself furiously. My other hand grabbed for the dildo, which easily plunged into my wet hole and within 30 seconds, I was panting, my muscles were contracting and waves of warm electricity pulsed through my body. 30 seconds.

If I was a man, I would be highly disappointing ;)

In other news, my Christmas present to myself came in the mail the other day. Take a look. It’s so lovely!

Ruby’s xmas gift

<3 Ruby