Blast from the Past - Part Two
He paid the check, then we walked out of the restaurant. I was feeling the rum a little bit, and had been running on hormones for a day or two -- plus I was VERY aware of the fact I wasn't wearing panties. I had never really gone commando before & felt incredibly slutty. I didn't want anyone to know!
The elevator in the parking structure wasn't working, so we had to walk all the way up to the top. Here I am in a fairly short skirt, dripping wet, a little shaky -- and walking up five flights of stairs knowing he was right behind me, and that he'd be watching my thighs, pussy and ass the whole way. He slipped his hand between my thighs as we walked and gave my slit a little rub. I paused, hoping he would continue - but he gave my ass a resounding *SMACK* for stopping without permission. That of course, tempted me to pause longer (because I'm a brat like that) - but the fear of being seen by co-workers prompted me to keep walking. I may have slowed down a bit, honestly.
Before going to his car, I had to stop at mine to grab my bag. He had instructed me to bring a garter belt, stockings & higher heels than I could wear to work. I have a lot of CFM shoes, but they rarely leave home. I snuck one of my favorite pairs out of the house to wear - and brought lingerie as instructed.
The day before our playdate, he had instructed me to go to an adult store to buy toys that would help with training my ass, and lube to go along with. He knew his had been the last cock there - and that it had been 19 years since my ass had been fucked. I might as well have been an anal virgin again. I was absolutely MORTIFIED to go to the adult store alone - and even more embarrassed to actually have to ask the store clerk for help... but I braved it. The person on duty was a middle-aged woman who could not possibly put me MORE at ease. She was awesome. I purchased a small (1 inch) plug, a thin bumpy jelly dildo, a vibrating anal probe and a set of anal beads - plus a couple of different kinds of lube. As instructed, I sent him a photo of my purchases. Per his orders, I brought all the toys with me along with the one vibrator I already had in my possession.
After retrieving my bag, we walked to his car - and he opened the door for me like a perfect gentleman. Moments later, he acted considerably less chivalrous. I sat and tried to swing my legs demurely into the car without exposing myself -- but he would have none of that. He stopped me, spread my legs, pushed up my skirt and told me that since I was obviously there to be his slut for the day, I would have to conduct myself accordingly. That meant that I wasn't to cover my pussy as I got into or out of the car. When he asked if I understood, the only acceptable response was "Yes, Master." I managed to get into the car without displaying my girly bits to anyone but Master. Phew!
I fastened my seat belt, but was not allowed to lower my skirt. We made small talk until we got on the freeway - then he told me to wet a finger in my mouth and stick it into my ass. I did as I was told. He wanted me slowly finger-fucking my ass & getting hotter and hotter. It worked. After not having cum for over a day and being incredibly horny, I was all kinds of worked up. He reached over and started playing with my pussy as I fingered my ass. He commented on how wet I was - then had me lick his fingers as if I didn't believe him. He went back to fingering me and playing with my clit -- and asked if I was close to cumming.
"Do you want to cum?"
"Yes, Master."
"Are you sure? Are you sure you want to cum?"
"YES, Master."
"Are you going to cum for me?"
"YES, MASTER!"
Then he abruptly pulled his hand from my pussy, pushed my hand away from my ass, slapped the inside of my thigh HARD and told me "DON'T YOU DARE CUM. YOU DON'T GET TO CUM UNTIL I GIVE YOU PERMISSION!" He nearly put me over the edge with that. I considered cumming without permission - because how would he know?! Somehow, I managed not to. I was SO close.
We got to the motel, he handed me cash & told me to go get a room. I think he thought I would be embarrassed by doing this, but I didn't think it was that big a deal. I know I was blushing and looked disheveled - but at least I was able to pull my skirt down after spreading my legs getting out of the car. I'm sure the trucker who was also registering for a room thought I was there to be fucked - and he was right. The hotel clerk *might* have wondered if I was a pro. I have no idea - and I really didn't care. I just wanted to get to the room and get busy.
After getting the key, I got back into the car, flashing my pussy for all to see. We drove around to a parking spot near the room, he got out, got my bag, then opened my door. Of course, I had to expose myself getting out of the car. As we walked up the stairs to the room, he held up my skirt so I was completely exposed. I know SOMEBODY had to have seen us - but I didn't care. There were maids around and about -- he wanted them to know that I was about to get violated and was quite eager for the experience.
We got into the hotel room, he slammed the door, grabbed me by the hair, walked me across the room, bent me over the edge of the bed and spanked me hard ten times. I was so wet and so horny. He could have effortlessly fucked me right then and there with no further buildup, but he wasn't going to make it that easy on me. He told me I had to work for and earn his cum. He wasn't k**ding.
He helped me up, then told me to get changed into my slut attire. When I emerged from the bathroom in the garter belt, stockings and ridiculously high heels, I got an "Oh, WOW" out of him, which made me feel really sexy. He kissed me pretty tenderly for a few moments, then showed me a pair of real-deal handcuffs (lined with lavender "fur"), cuffed my hands in front of me and told me to get on my knees.
Before the playdate started, I knew I'd be sucking him. I knew he loved my blowjobs & I knew he knew I love to give them. I figured that I'd be now giving him the expert head he was expecting -- but no. He proceeded to give me my first-ever throat-fucking. Surprise! I tried to slow him down with my hands, but he slapped my face and told me that no hands were allowed. He threatened to re-cuff my hands behind my back if I couldn't keep them down like a good girl. It took everything in me, but I obeyed like a good little slut. I got a bit panicky the first couple of times he hit the back of my throat and made me gag - but I also knew I trusted him and that he wouldn't push me beyond what he thought I could handle. I did my best to calm down and breathe through it (at least when he pulled his cock back enough to allow me to breathe). I am sure he was turned on by the power he had over me -- making me gag & causing my eyes to water. I know his cock was rock hard as he kept pushing it as far down my throat as he could. He knew I wasn't thrilled - but he also knew I wasn't telling him to stop & wasn't tapping out. Once he felt me give myself over to him & knew I really was submitting, he took mercy on me & stopped fucking my face. He made sure I was all right, helped me to my feet and un-cuffed my hands.
My respite was to be short-lived -- but the afternoon was about to become more fun for me. Much more fun.
The elevator in the parking structure wasn't working, so we had to walk all the way up to the top. Here I am in a fairly short skirt, dripping wet, a little shaky -- and walking up five flights of stairs knowing he was right behind me, and that he'd be watching my thighs, pussy and ass the whole way. He slipped his hand between my thighs as we walked and gave my slit a little rub. I paused, hoping he would continue - but he gave my ass a resounding *SMACK* for stopping without permission. That of course, tempted me to pause longer (because I'm a brat like that) - but the fear of being seen by co-workers prompted me to keep walking. I may have slowed down a bit, honestly.
Before going to his car, I had to stop at mine to grab my bag. He had instructed me to bring a garter belt, stockings & higher heels than I could wear to work. I have a lot of CFM shoes, but they rarely leave home. I snuck one of my favorite pairs out of the house to wear - and brought lingerie as instructed.
The day before our playdate, he had instructed me to go to an adult store to buy toys that would help with training my ass, and lube to go along with. He knew his had been the last cock there - and that it had been 19 years since my ass had been fucked. I might as well have been an anal virgin again. I was absolutely MORTIFIED to go to the adult store alone - and even more embarrassed to actually have to ask the store clerk for help... but I braved it. The person on duty was a middle-aged woman who could not possibly put me MORE at ease. She was awesome. I purchased a small (1 inch) plug, a thin bumpy jelly dildo, a vibrating anal probe and a set of anal beads - plus a couple of different kinds of lube. As instructed, I sent him a photo of my purchases. Per his orders, I brought all the toys with me along with the one vibrator I already had in my possession.
After retrieving my bag, we walked to his car - and he opened the door for me like a perfect gentleman. Moments later, he acted considerably less chivalrous. I sat and tried to swing my legs demurely into the car without exposing myself -- but he would have none of that. He stopped me, spread my legs, pushed up my skirt and told me that since I was obviously there to be his slut for the day, I would have to conduct myself accordingly. That meant that I wasn't to cover my pussy as I got into or out of the car. When he asked if I understood, the only acceptable response was "Yes, Master." I managed to get into the car without displaying my girly bits to anyone but Master. Phew!
I fastened my seat belt, but was not allowed to lower my skirt. We made small talk until we got on the freeway - then he told me to wet a finger in my mouth and stick it into my ass. I did as I was told. He wanted me slowly finger-fucking my ass & getting hotter and hotter. It worked. After not having cum for over a day and being incredibly horny, I was all kinds of worked up. He reached over and started playing with my pussy as I fingered my ass. He commented on how wet I was - then had me lick his fingers as if I didn't believe him. He went back to fingering me and playing with my clit -- and asked if I was close to cumming.
"Do you want to cum?"
"Yes, Master."
"Are you sure? Are you sure you want to cum?"
"YES, Master."
"Are you going to cum for me?"
"YES, MASTER!"
Then he abruptly pulled his hand from my pussy, pushed my hand away from my ass, slapped the inside of my thigh HARD and told me "DON'T YOU DARE CUM. YOU DON'T GET TO CUM UNTIL I GIVE YOU PERMISSION!" He nearly put me over the edge with that. I considered cumming without permission - because how would he know?! Somehow, I managed not to. I was SO close.
We got to the motel, he handed me cash & told me to go get a room. I think he thought I would be embarrassed by doing this, but I didn't think it was that big a deal. I know I was blushing and looked disheveled - but at least I was able to pull my skirt down after spreading my legs getting out of the car. I'm sure the trucker who was also registering for a room thought I was there to be fucked - and he was right. The hotel clerk *might* have wondered if I was a pro. I have no idea - and I really didn't care. I just wanted to get to the room and get busy.
After getting the key, I got back into the car, flashing my pussy for all to see. We drove around to a parking spot near the room, he got out, got my bag, then opened my door. Of course, I had to expose myself getting out of the car. As we walked up the stairs to the room, he held up my skirt so I was completely exposed. I know SOMEBODY had to have seen us - but I didn't care. There were maids around and about -- he wanted them to know that I was about to get violated and was quite eager for the experience.
We got into the hotel room, he slammed the door, grabbed me by the hair, walked me across the room, bent me over the edge of the bed and spanked me hard ten times. I was so wet and so horny. He could have effortlessly fucked me right then and there with no further buildup, but he wasn't going to make it that easy on me. He told me I had to work for and earn his cum. He wasn't k**ding.
He helped me up, then told me to get changed into my slut attire. When I emerged from the bathroom in the garter belt, stockings and ridiculously high heels, I got an "Oh, WOW" out of him, which made me feel really sexy. He kissed me pretty tenderly for a few moments, then showed me a pair of real-deal handcuffs (lined with lavender "fur"), cuffed my hands in front of me and told me to get on my knees.
Before the playdate started, I knew I'd be sucking him. I knew he loved my blowjobs & I knew he knew I love to give them. I figured that I'd be now giving him the expert head he was expecting -- but no. He proceeded to give me my first-ever throat-fucking. Surprise! I tried to slow him down with my hands, but he slapped my face and told me that no hands were allowed. He threatened to re-cuff my hands behind my back if I couldn't keep them down like a good girl. It took everything in me, but I obeyed like a good little slut. I got a bit panicky the first couple of times he hit the back of my throat and made me gag - but I also knew I trusted him and that he wouldn't push me beyond what he thought I could handle. I did my best to calm down and breathe through it (at least when he pulled his cock back enough to allow me to breathe). I am sure he was turned on by the power he had over me -- making me gag & causing my eyes to water. I know his cock was rock hard as he kept pushing it as far down my throat as he could. He knew I wasn't thrilled - but he also knew I wasn't telling him to stop & wasn't tapping out. Once he felt me give myself over to him & knew I really was submitting, he took mercy on me & stopped fucking my face. He made sure I was all right, helped me to my feet and un-cuffed my hands.
My respite was to be short-lived -- but the afternoon was about to become more fun for me. Much more fun.
10 years ago
