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My Real Stories

My first encounter with Sir

This is the journal entry from my first time meeting Sir. We had been chatting online for some time through a swinger’s website and finally arranged to meet for a photoshoot. This is where *all* of my adventures began...

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I did my first photoshoot on August 20 and met a guy BY MYSELF for the first time. Holy shit, it was so nerve-wracking. We weren’t allowed to have sex, but everything else was fair game. We had been chatting for a few weeks already, both wanted to meet, and he offered to do a photoshoot for me for free!

I was sitting in my car in the parking lot across the street, breathing in and out and repeatedly telling myself, “You can DO this.” I finally went inside the bar and found him sitting at a table. I was so shy. He smiled as I approached and we did this weird movement because neither of us knew whether we should shake hands or hug, and eventually it just ended in a hug and I felt like an idiot. We chatted for a long time until I could feel the wine starting to kick in. I was sure I was stumbling on my words, mentally kicking myself for it – mostly because of the wine, but also because of how fucking attractive he was… He asked me if I still wanted to do the photoshoot at a nearby hotel, and I said yes, so he booked one. I was so fucking nervous. He had the prettiest eyes I’ve ever seen!

Anyway, we both went to our cars and met at the hotel and walked inside. I could barely look at him I was so nervous. We finally got up to the room and he ushered me inside with his myriads of photo equipment. I unpacked my bag and showed him everything I brought laid out on the bed, and then did my makeup. He was very patient with me. I was so nervous – I had no idea what to do and I felt so embarrassed, like what if I did something stupid? He was super intimidating. He seemed so sure of himself, and here I was, this 20-something with no idea what she is doing, probably making a fool of herself. I figured he’d lose patience with me eventually, but he didn’t. He was very sweet. He noted how compliant I was, which I didn’t understand. It made me feel more comfortable to just follow directions, so I would know I was doing a good job.

At one point, he pulled out a Hitachi Wand (which was MUCH bigger than I was anticipating) and told me to use it, but I couldn’t. I just couldn’t. I had just met this man, and now I’m supposed to masturbate in front of him with this giant, intimidating toy? He sat down in a chair near the bed, looked at me thoughtfully, and asked me why not. I said, “I don’t know… I’m… I’m nervous…” So we ignored the toy for the time being and moved on.At one point, he was sitting in that chair, and he cocked his head to the side while looking at me, and said, “I’m torn between my photographer side and my swinger side right now…” I knew what that meant, but still sat there, extremely shy. So, he told me to come sit on his lap. butterflies Was this it?

We talked for a bit, and then he kissed me. Oh my God – this was it. He was SUCH an amazing kisser. He really likes using his tongue - in a good way. Then he told me to pull out his cock. So I did it. I was so scared that I wouldn’t be good at it – his cock is huge – but he seemed pleased. He made me beg for it, and then looked me square in the eye, and told me, “No.” I had no idea what to do. I was stunned. Like, what the fuck was that?! I don’t know, but I sure as hell fucking loved it. I wanted more. I probably looked like a clueless idiot at this point.

Then we convened to the bed, where he got on top of me and started kissing me more, rubbing his hands all over my body, fingering me. As he climbed on top of me, he said, “It’s so tempting to just slip inside of you, but I know I’m not allowed to fuck you this time. But next time… I am fucking you.” God, the way he said it was just so hot! It made me feel desired and sexy… He was so … in charge. Dominant. It was awesome. I was instantly wet.

Finally, I laid down on the bed while he fucked my mouth and came on my face. It was so much fun! Holy crap, I didn’t want to stop. This is what swinging is like? I’ll take it!!!!!! I went home with a big, goofy smile on my face, hungry for more. So much more.

The first moment I let his teeth sink into my flesh, I wasn’t impressed. “Harder.” Somewhat. “Harder…” Somewhat. sigh Perhaps he just wasn’t the rough type.

Later, I had a conversation with him about it: me: “You could have been more rough with me. I like marks… ;)”

him: “NOW YOU TELL ME!”

me: “I kept saying, ‘harder!’”

him: “Yeah, but some people’s definition of harder would make you laugh!”

Little did I know, things were about to get much steamier very quickly… And “harder” - he definitely took that word to heart… ;)

--Ginger



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