Oh Ivy, you can’t get away that easily!! You have to explain why from behind makes you feel so filthy!! :)

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Because usually I like having my hair held as opposed to my waist, or having my face pushed down into the pillow, or being held by my breasts. There’s something kind of inherently degrading about being able to be viewed and groped by the person fucking you and not being able to return it because you’re faced away and balancing yourself. 

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Oh gosh. 

So, one thing that really makes me blush a lot is admitting that I like having sex from behind better than any other position. It makes me feel kind of filthy. 

This might sound like one of those straight white boys texting perverts asking a question, so I apologize in advance, but you’ve never told here the story of your first time. Was it with someone we “know”?

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Probably because my first time (with a guy) was the least sexy encounter ever. And was also kind of multiple encounters that eventually led up to a successful complete “coitus." 

My first time with a girl, before I get into this story of the losing of my "virginity,” was with Elle. We did it in her SUV and it was pouring rain all around us outside. I was nervous the entire time. We fogged up the windows. I wasn’t out to any of my roommates, so when I came home and they asked where I’d been, I lied and said I went on a walk and had gotten stuck out in the rain.

Sex with a guy and the whole metaphorical “cherry popping” came later. I say metaphorical because I didn’t bleed (which is normal, by the way!!) It was significantly less smooth than with a girl, mostly because a lot of it was coordinating me being wet with him being hard and balancing our respective nerves about the whole thing. 

The first time we kind of did it, I forgot I had an appointment that day. So, he’d thrust into me once and my phone started ringing with the reminder for the appointment. And so I really awkwardly climbed off of him and was like, “uh sorry, sorry, sorry.” On the way there, I had this really awkward sort of phantom penis feeling inside of me, probably because I’d never felt so full before. So, I was sitting through a doctor’s appointment with this weird empty fullness – if that makes any sense – in my nether regions and mentally debating whether or not I could count that as losing my virginity. And how virginity is a construct anyway. And how I was 500% glad I didn’t save this bizarre experience for a wedding night like a bunch of my friends at the time were planning to.

A few days later, at about 10 in the morning, we tried again. In retrospect, it was probably absolutely horrible. But, at the time, we were just kind of thrilled we’d managed it. I was on top, a position I now really don’t enjoy all that much, but he kept bucking his hips up to meet me which felt great. If you can believe it, I actually came first and it lasted a fairly longish amount of time. It was his first time, too.

And, yes, it was somebody that I’ve mentioned on here before.

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Halfway There, Part Four

“Lida, switch with her,” Flint ordered and gestured towards the armchair. I tentatively moved to rise from the chair, unsure as to who he was referring to, before he continued, “Ivy, come here, take your clothes off.”

I slipped off the armchair and moved over to the couch, sliding out of my clothing along the way. Applying some pressure to my shoulders, Flint had me kneel on the floor and produced a zip-tie. He secured my arms behind my back so my arms were arranged forearm-to-forearm horizontally across my back, my hands resting on the opposite elbows. With a gentle shove, he made me lie back and, in a significantly less gentle move, removed a few coiled lengths of rope and dropped them on my face. 

Unravelling one, he shook it out and folded my leg so my knee was bent and my foot was resting against my butt. “Comfortable?” He asked. I nodded as he started to tie my leg into position. Over on the armchair, I could hear Lida moaning. 

By the time Flint finished repeating the process on my other leg, I was already a little rope-happy. I settled into position, letting myself relax until I felt the weight of my body and the strictness of the position taking some of the feeling out of my fingers. Flint hauled me up and sliced away the zip-tie, letting me shake my arms out before shoving me right back down.

“So,” he began over the escalating pitch of Lida’s moans. “What are we going to do with you?”