So I've held off on posting this but I think its time. If you follow my posts at all, you'll see that I've been flirting with embracing my sissy self for quite some time now. Life gets busy, and learning how to be feminine when you weren't taught it all throughout your life can actually be a pretty big time and money sink, but I've been making progress slowly.

A few months ago I finally managed to meet a guy that made me feel comfortable enough that I invited him over, and I'll tell you a bit abut my experience, thoughts, and feelings. I think I'll skip over most of the details for now, because for one, I want to get to the point, and two, because the erotic tale of it could be really long. But anyways, I finally worked up the courage to have experiences with a man and it was REALLY GOOD.

For all you unsure sissies out there, I need you to know a few things I've learned:

1. You are going to be nervous - I see a lot of posts of sissies asking "how can I get over the nerves" or some variation of that. Well, I think the truth is, you aren't going to get over the nerves. I was nervous as shit waiting for this guy to come over the first time. Hell, I was even nervous the second time, with the same guy. I think there's a quote that goes something like "courage isn't the absence of fear, its having fear and doing the thing anyway", and that's true. For one, you're entering a situation that could go a variety of ways. Another aspect of the whole thing, is that this may be your first time being SEEN as who you are. The feeling of fear ingrained in being anything other than hetero-normative is real, and now you're not only about to have sex with a man, but you're not going to be a man in this situation. Its a BIG deal, and its okay to be nervous. That would be expected, I imagine.
2. Don't just give it one try, give it two - Sex can be awkward, especially with somebody you just met. If you've had sex before, remember losing your virginity? It probably wasn't the best sex you've ever had. Well, now you're either losing your virginity once, or now losing your virginity as a sissy. This isn't to say your first time won't be good. I enjoyed my first time, but there was the reality of having to meet this person, and making sure the both of you are comfortable, taking things step by step, etc. Your first experience likely won't be the fulfillment of your fantasy, the first time will likely be a fun step on your way to fulfillment. My second time was LEAGUES better and really opened my mind to who I am.
3. The real thing is 100% worth it - I promise you this isn't a kink post. Playing with yourself alone with toys will never compare to the real experience of being dominated by a masculine man with a thick cock. There's the dynamic of you being emasculated in the presence of a real man. There's the warmth of the real thing in your mouth, with a nice body attached to it. Its the man taking charge of the thrusting, how deep he goes, how fast, etc, and you fully being able to be in your role. Its feeling hands grabbing you, breath on your neck. If you're spending your time alone, fantasizing about being with a man, I promise you it is worth it and you'll be glad to have made the leap.
4. Take your time to be selective - This isn't to say to make the excuse forever that you're looking for the right one, but do make sure that you're taking the time to find a real man that will at least do the bare minimum to make you feel comfortable. The experience of being a sissy is being flooded with tons of messages by men that are weird, aggressive, or don't even care to know the bare minimum about me before I would want to meet you. Like, hello...I WANT to fuck you, but can you PLEASE at least acknowledge me as a human being before I potentially put myself in a very vulnerable situation? It will pay off in the end when you end up actually having an experience you really enjoy.

Being a sissy and exploring your femininity can be really fun, but we all need to remember that beyond the kink, that we are all human beings that can either forever live alone with our fantasies, or put in a little bit of work, face reality, and make it fulfill the fantasy. For sissies this spending some time and money to work on yourself, and finally working up the courage to make the leap, despite the nerves that you will feel. For doms, this is making sure that you remember that behind the front facing kink of a sissy, is a human being that is probably really nervous about this side of themselves, and you need to put in some effort to make sure your sissy is comfortable and understood before things continue.

I hope this post will generate some self-reflection. Have fun, discover yourself, and discover the pleasures of discovering someone else. <3