To "Sir" With Love

Those schoolgirl days
Of telling tales and biting nails are gone

Well, not really. I still bite my nails...a horrible habit that I just cannot stop. And I’ve only just begun to tell you my tales. This one is about my explorations and discoveries in the world of BDSM and D/s.

I’ve always had a penchant for pain...or rather, a high threshold for it. I regularly get my legs waxed and actually like it. In fact, I find it quite relaxing. I also have always loved a good slap on the ass, or 2 or 12. I often like to see how much I can take...how far I can push myself...before the ache becomes unbearable. Funny, as I write this, I realize how in my life I've done that to myself psychically as well as physically. But I’ll leave that topic for therapy and get back to the tale at hand. A former boyfriend and I started to dabble with the D/s dynamic and one evening he made me give up all control and sit back and let him use me. And I liked it. I find myself being very grabby when I’m with a partner and this was way outside of my comfort zone and it was good. Things, sadly, didn’t work between us, but I had a taste and I hungered for more. So I looked around to see what was out there.

I learned about alt.com (a veritable supermarket for the alternative lifestyle) and entered a profile. I’ll tell ya, this ain’t no Jdate, that’s for sure. I looked around a bit but didn’t initiate any responses. My profile didn't really say much and I didn't include a picture, but I know from my experience on Craig’s List that if you’re a woman and you post, the responses, they will come.

The essence of my profile is that I’m finally embracing the dirty girl within me and looking for someone to help me on my journey.

And miracle of miracles, my box was filled to the rim with a plethora of responses from a whole lotta creepy looking dudes.

Except for one. “Sir” responded and his email and profile were both fairly eloquent. I saw photos of his face…nice…and his cock…huge. He had two profiles up…one was looking for a sub and the other was looking for someone that wanted to play with rape fantasies. I decided I was in the market for the former.

So, I wrote back…we exchanged a few emails…blah blah blah…and made plans to meet up that Sunday. I got nervous, though, and resorted to that famous Bradyism,

Something suddenly came up.

So, we rescheduled for a few days later. I figured I could get a better feel for this guy through continued dialogue. He said he’d come to my part of town and we could go for a drink or he could bring a bottle of wine and a doob. Oh, how I love to stay home with wine and a doob. I threw caution to the wind and said we could meet at my place. I must admit, I wasn’t very proud of this decision for obvious reasons, but sometimes you just have to say WTF. As a safety measure, I called my best friend, “B,” told him what was going on and gave him the guy’s phone number in case he never heard from me again.

He arrived with a nice bottle of red wine, a big fat spleef (guilty as charged…I’m a pothead) and a soft guitar case containing his arsenal. We talked. Nervous giggles escaped my lips. He was very respectful...he understood I was a newbie and assured me that my limits would be respected. He asked me what I liked and what I wanted. Jeez…I didn’t know what to tell him.

I'm not really sure how I feel about a full on master/slave D/s relationship but definitely love spanking...would that be the softer side of sub?

He asked about my experience with restraints.

None but definitely want to try.

. He asked about my tits…what kind of pressure I liked on my nipples.

You don't have to be gentle with my nipples. I like biting.

He asked about anal.

I love to have things in my ass.

It was all very businesslike, but I was getting very excited to see what was next.

He opened up the guitar case and presented his toys one at a time. The toys were exquisite and he handled them with such precision…like Carol Merrill on the Price of Right. He had a flogger, a crop, a leather paddle, and another whippy thing the name of which I forgot. I was already squirming in my seat and felt my pussy getting wet.

He told me to take off my clothes. I warned him that I wasn’t waxed so he'll just have to deal. He was fine with that. Actually, I'm not surprised…it’s just a little hair. I’ve learned in my years that people really don’t care about that shit when there’s fucking going on. I took off my socks, slid off my pants to the ground, and pulled my sweater over my head. I stood there on display wearing nothing but a cotton thong and beige, lace bra.

Shall I continue?

He thought for a moment...took in what was before him and told me to go on. I slipped my panties off and then my bra. I stood there naked.

He walked toward me and his hands roamed my body...feeling my tits and my ass. He slid a finger between my lips and felt my wetness as he grazed my clit. There was no kissing. I was fine with that, really. We were standing in my living room and I asked what the noise factor might be. As sound travels from my living room to the hallway, I thought it would be better to head into the bedroom.

He brought his bag o' tricks...and there I was, naked and vulnerable, waiting for what was next. He pulled out the crop and explored my body from behind, lightly slapping me...sensitizing me for what was to come. He slapped me all around and then the flogger emerged from the case. He asked me to turn and face him and as I did he began to flog my pussy. I pulled my lips apart and exposed my clit. He liked that I did that for him.

He returned to the bag and removed 2 ankle restraints, 2 wrist restraints and a belt. As he’s preparing to buckle the restraints I selected Pretenders’ first album on the IPod as the soundtrack for this party. If ever there was a moment for “Up the Neck,” and “Tattooed Love Boys” this was it

He hooked my wrists to a belt that he wrapped around my waist and began the spanking. Each smack stung slightly more than the last and when my knees buckled, he knew I had enough. I tell ya, I took a lot for a beginner and I liked it.

He had me kneel down on the soft guitar case and hooked my wrists to my ankles so he could fuck my face. He stripped down and there before my eyes was the biggest cock I have ever seen. And he wasn’t even fully erect. He lightly slapped my face with his member and then I took him in my mouth. He grew long and wide with my lips pressed around him. With a thrust, his cock went deep in my throat. He fucked me there until I gagged..once...twice...and then let me just indulge with my tongue up and down the shaft and around the head. Then I took him deeply again and as I did he called me a dirty cock slut. I liked that. After some time, he unhooked me, sat down on my bed, pulled out a double sided, sanitized black dildo (that was as big as his own cock), lube and had me get over his knee. He spanked my ass. He pinched my nipples hard the way I like it. Then he began to fuck me with the dildo. He slid it in and out of me and then found my g-spot and rubbed the dildo against it. I came hard...my body shuddering beneath his palm…my pussy clenching the big black dildo inside of me.

It was time to fuck.

I hope I can take that big cock of yours.

He was not concerned as I took the dildo with ease. He slid on a condom, had me get on all fours, teased my pussy a bit, and slid his big cock in me. At one point he fucked me hard and deeply and it hurt (my uterus is tilted in such a way that very deep penetration hurts). I let him know and he changed the dynamic moving still as deep in me but much slower…every now and then he’d throw in one hard thrust...he teased my ass and I rubbed my clit as he fucked me.

He then flipped me over and I rode him...his cock so big, I practically felt him in my throat.

He flipped me again back on all fours and fucked me like before. I found my clit and followed his rhythm and came hard again. Spent…my body collapsed on the bed.

He knew I was done. He sat at the end of the bed and he asked if I’d suck his cock.

Gladly.

I started out kissing his balls, tonguing his perineum and snaking my tongue in and out his ass. He smelled so good and I was happy to burrow my face between his legs. I had use of my hands now and I started to stroke his cock as my face was nuzzled in his dark places. I moved my mouth up his shaft and then worked his cock with my mouth and hands. I took him as deeply as I could for as long as I could and then licked him like an ice cream cone. I took him deeply again and again...and then got a fast rhythm going. I brought him to the edge and back a few times.

We sat around for a time longer just talking...it was most definitely an enjoyable experience…one that would have to be repeated…and was.

Needless to say, I had multi-colored badges of honor on each of my cheeks.