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Stuck between reality and fantasy!!
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Hello everyone!! This is my first time posting here but I’ve read lots of posts and everyone is always so helpful, so thought I’d give it a shot!!

So basically, I’m a very inexperienced sissy. Wore a pair of panties that my ex had once while we were still dating and have some butt plugs but only ever used the smallest one. But recently I’ve really really really wanted more. I want to experiment and I want to test things with guys. I want to get clothes and toys and everything and just become the girl I strive to be.

But, I’m currently in a straight long distance relationship that’s somewhat newish (a few months). I really do enjoy being with her but I know this isn’t something she’d be into. Plus she wanted the sex stuff to go super slow due to some previous bad experiences and I fully understand. So we just started really exploring that recently and it’s very vanilla. Which is great, but I want so much more. Including trying being a sissy and/or being with a guy.

I’d be lying if I said I hadn’t considered a quick hookup from online and just not letting her know but I also feel guilty about that and don’t think I could fully bring myself to do that. I’ve opened myself to online stuff and just have strong boundaries (I know for some that’s unacceptableand I respect that). But I’m really curious and want to experiment.

Honestly the only other person I’m comfortable talking about any sex with like this is my ex (we’re still pretty close friends and we did have a really strong sexual connection) but that just feels wrong. I’ve never gone to her for advice on sex with someone else but we’ve shared stories. She’s someone who would have advice and would be open with the sissy stuff probably but I’m not certain. I don’t want to go to her so I’m here instead asking for advice from random strangers 😂. Any advice would be greatly appreciated!! Also feel free to DM me if you’d prefer!! Thanks

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1 year ago