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My Real Stories

Yielding my third hole

What follows is my journal entry from my third encounter with Sir.

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OH MY GOD. Life is fucking amazing. I have so much to say… So he had been teasing me all week about our Monday meetup. I was so excited! I got my hair done after leaving work early and then headed to the bar to meet him. I was so fucking excited!!! I got there, parked, and met him inside. He had already ordered me a drink: a rum and coke. We sat down on a couch in the middle of the bar and talked for awhile. When I sat down, he looked me up and down and said, “Wow. You look damn good tonight.” blush He kept saying that offhandedly. It was such an ego boost.

I think he could tell I was getting nervous. He put me on the spot! He reminded me of the dress code – which I did amazingly, by the way (I had been instructed to wear a skirt, tank top, and thong). I was wearing a red tank top, short black mini skirt, and a red lace thong. Then he went to go refresh our drinks and leaned over to tell me, “I’m gonna go get us drinks. And you’re going to go to the bathroom, take off your thong, walk back out, and hand it to me.” OH MY GOD! IT WAS SO HOT!!! So I did it!

Then we got closer. He said, “I doubt we’ll be here much longer…” He put his hand on my thigh, leaned over, and whispered in my ear exactly what he was going to do to me. I had butterflies in my stomach. My heart was racing. He then instructed me to touch him. Then we started kissing. Everyone was watching us make out there in the middle of the bar, just sitting on the couch like nothing else mattered. We didn’t care – we were too lost in each other. Like he said, we didn’t stay at the bar long. Actually, he said, “Next time, let’s just skip the bar.” Hehe.

So I left the bar while he paid. As I was walking out, I heard him yell out my name behind me. I stopped, turned around and waited for him to catch up. Then he walked me to my car, my arm in his. :) I appreciated the gesture. When I got there, he pushed my body up against the car and started kissing me hard. Then he instructed me to sit down in the front seat and open my legs for him. I did so, and he started fingering me right there!!! OMFG!!! faints from the hotness I was getting my seat wet… Then we met up at the hotel. I was so unbelievably wet at this point. Driving to the hotel, I could barely breathe. My heart was pumping, my nerves were at an all-time high - I’d never been more excited in my life to see what was in store for me tonight.

We parked and walked up the stairs together, him reminding me that, “The correct answer is yes sir.” Mmm. Then, we got inside and put our stuff down. He immediately pushed me up against the door (which is how my skirt got dirty) and began kissing me and biting my neck. OMG… Then (I don’t really remember the order) he sat down in a chair and instructed me while I sucked his cock. He told me at first not to put it in my mouth, which was hard. OMG, it was amazing.

Then we transferred to the bed and started working on my anal training. Yes, previous to this encounter (right after I had received proofs from the photoshoot), we had discussed anal. I told him I was interested in it, but I’d had bad experiences with it in the past. He vowed to change that for me. And so he taught me. I started stretching myself out for him daily, first with my finger, then a small plug, then a medium-size plug… And we were about to test just how well I had done and what I could take.

Good news – I was able to fully take him in my ass! I was so proud, and it felt so. fucking. good. He fucked my ass slowly, allowing me to work up to it. It was amazing. I looked down to watch him inside of me, and that was my favorite part: watching his cock throb and feeling it do so inside of me… Fuck. We took a shower together after that, me noting his tattoos as we washed ourselves. As we switched places, he pinned me up against the wall, facing away from him. God… How did he know that that’s one of my biggest turn-ons? Whenever I’m in the shower, I like to imagine someone pushing me up against the wall, pinning me by my neck or wrists, and taking me… In that moment, I was all his, ready to do whatever he asked.

Then we dried ourselves off, headed back to the bedroom, and started playing again. I ended up blowing him on the bed, which was fun. I felt silly at first, like perhaps I wasn’t doing what he instructed correctly, but I was DEFINITELY doing it right; he came in my mouth. I smiled as I swallowed his cum. I had earned it, dammit. And I was enjoying the fuck out of it. He was sure to tell me that I was a very good girl, and I felt my pulse quicken as the words escaped his lips. That phrase just gets me! It’s so hot.

We had sex FOR HOURS. Feeling him enter me for the second time (I had met up with him in a group a time before, which was the first time he’d fucked me. I remember that moment when he finally got the OK. The look in his eyes - the grin on his face - the growl… as he slid his hard cock into me for the first time… God, it was beautiful. My eyes rolled back as he pumped into me… I WAS going to fuck him again. I had to.) was so fucking satisfying. I had missed his cock and we hadn’t had nearly enough time to spend fucking each other last time. But tonight - tonight was different. Tonight we could do whatever we wanted for HOURS. I could fuck him all night if I wanted to. And, oh, I most certainly did. He even went down on me a few times, which was incredibly amazing.

He thought he had found my exhaustion point (HAHA - I basically don’t have one), but after some flirty teasing, we went for round two… and almost round three, in fact. The video camera died in the middle of round two – which is so unfortunate, because that was probably the hottest point of the entire night. We thought he was out of condoms, but then TADA! I was so happy when he found one. He fucked me SO hard - we were both covered in sweat. Between kisses and back scratches, I told him, “You should … flip me over … and spank me.” So he grabbed my legs, flipped me over, and did just that. I got the courage to ask him to do something for me while he was fucking me: “Talk to me.” He answered, “Talk to you? Like the little slut you are?” FUCK! What was it in that statement, that voice, that got me so hot?! Was it the condescending tone in his voice? The way he sounded like he wanted it, too? Or the fact that he made it sound like it was HIS decision? Mmm, I have no clue. But it was the hottest thing I’ve ever experienced. He said so many fucking hot things!!! GOD! I wish the camera hadn’t died - round two was the hottest part of the night.

He asked me, “Do you come to anyone else to fuck you like this? Just anyone? Or is it just me?” I said, “Just you…” He asked me who I was, and I said, “Your slut.” He then pointed out, “Well … a slut.” I don’t know what was going on there, but whatever. It was the hottest thing ever. God, I wish I had recorded what he was saying at that point; I was so fucking turned on! Then we lied there and talked for awhile, me lying on his chest. He said he was quite comfortable. We took a photo and then chatted and flirted for awhile.

I tried to go for round three, and he had to control himself. ;) After awhile, we finally got up and started packing up. He stayed later than he had planned on. Hehe! It took us a long time to leave; we kept getting distracted. He made me suck his cock in front of the mirror, which was super hot. I loved seeing myself there, with his cock in my mouth… It made me feel… I’m not sure… like it was my place, and he wanted to show me. But I loved it. Then we just kept kissing. I bit his lip and he grabbed my hair and pulled it hard, so my head was pulled back and I was looking at him, grinning mischievously. I knew EXACTLY what I was doing, and how it was affecting him. And that sexy growl made it all worth it…

Even in the parking lot, it was hard to leave. We kept kissing; I kept biting him; he kept pulling my hair and touching me … He even said, “It’s so hard to let go. It feels unnatural.” But, eventually we pulled away from one another and went home. I WAS SO GIDDY! I have so many bite marks and hickeys, and my ass is bright red from being spanked. HE WAS SO ROUGH AND I WAS SO HAPPY!!!!! That is hands down the BEST sex I’ve ever had. I wanna do it again. And again. And again… I was so distracted and giddy today. I have been in a great mood. I can’t wait to see him again on Saturday. I also hope that he and I can meet up more often. I had no idea that sex could be that incredible. He even told me, “Last night was fucking amazing.” Damn, was he right…

--Ginger


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