Finalization 11 - Level 2
The next step
After Level 1 we come to Level 2. I expect on a global scale that most sissies will be in Level 1, or at least those aware of themselves will be. I’m equally certain that there are all too many who have the itch but sadly never scratch it, either because they never know how to or they’re unable or unwilling to accept this part of themselves.
Level 2 sissies will be rather more common for Academy students than in the general sissy population because a sissy who will apply for a sissification course is one who is already interested in exploring and much more likely to want to progress and take things further and deeper.
Without further ado, let’s remind ourselves what Level 2 is.
Level 2 - Others
As you’ve probably guessed this level is where your sissification starts to involve other people.
Again, this covers a range of possibilities. Sharing pictures or videos of yourself online just about fits in here. Hooking up while en femme, dressing in public or having girly play dates (sexual or not) with sissy friends definitely do.
As well as involving others, your sissification will almost certainly take up more of your time. When you’re around people you will be acutely aware of your appearance and shortcomings (real or imagined (and they will be mostly imagined girls!)), so you’ll be working on makeup and hair and clothes a lot.
Now that it’s not just you, it will also normalise your sissification a lot too because you’re well past any point where purging could be an issue and you don’t have to sit there wondering what would happen if someone found out or knew what you got up to, someone has and it turned out pretty well!
As we discussed in the last letter, sexuality is always “social” to some degree and at this level you’ve taken steps to actualise that and socialise with it in the real world.
You may find that you’re mostly at Level 1 but have occasional hook ups when the mood takes you and in this example, you’re still a Level 2 sissy because no one can be expected to explore their sexuality purely in the presence of others, solo play is always going to be more readily available but as we’ve said over and over, if wherever you are is where you want to be, then it’s the perfect place for you!
Just like with Level 1, sissies shouldn’t feel like they are “less” than someone at a higher level; the same applies to everyone. The only time you need a (gentle) kick in the backside is when you want more but you’ve settled because of fear or ease or anything along those lines.
Pushing yourself
So you’re hooking up and you’ve found out you can pretty much have as much hot, hot sissy sex as you can handle (and quite possibly, even more than that!), how do you maximise this?
Width
The first step is, and this name is pretty on the nose, what I call the super slut. This can often be a phase sissies go through when they first understand that it’s pretty easy to get a guy, they go a bit crazy before they reel it back in a little to a place they feel more comfortable with and more manageable with the rest of their life.
But what if you didn’t?
How many guys can you have in a week? Or in a day? Or at the same time?
Obviously, safe sex becomes more of an issue here but, as is always the case, unless you completely abstain no sex is ever completely safe. It’s all about risk management and, ironically because you’re slutting it around like there’s no tomorrow, being sensible.
Walking into it blindly is a recipe for disaster so make sure you know the risks and you’re on top of things and always remember, even though you’re a skank that doesn’t mean not having any standards. You’re the prize here and by definition, if you’re slutting it around there are plenty of people who want you, so if one of them doesn’t meet your standards it’s literally their loss! It can be fun to sleep with anything but make sure you’re still having fun.
Just like with a sissy who goes wild when they’re starting out, there’s nothing to say you can’t take breaks, sometimes even lying on your back for 2 or 3 hours a day can get awfully tiring 😜.
Remember that for a slut, it’s about your pleasure. So if you need a break, take a break! Or you can mix things up by only offering oral for a week, ask yourself what appeals to and is best for you.
Depth
Alternatively you can work on making your hook ups better instead of more numerous (you can do both but that takes a lot of effort). As we talked about with Level 1 sessions, makeup, lingerie, hair/wigs and clothes will all have a huge effect.
What are you wearing at the start? How do you take it off or is it easier for him to just pull it aside? What about a little striptease?
This also opens the door to the wonderful world of kinks. How about a spanking (probably you on the receiving end but maybe him)? Or some light bondage? Or food play? And this is only getting started at the lighter end of things, your imagination is the only limit! If you watch a porn scene that really strikes you, why don’t you try and recreate it?
It goes back to spending time and energy and probably a little cash and again, it’s not wrong or silly to do it. Spending money on yourself and your pleasure should be viewed as an investment in the same way that buying nice clothes or good food is. If you’re feeling good about yourself and your life, it will radiate out into the rest of it.
Pornstars are hot and look good because their job demands it of them but it’s also because they have a lot of sex and know that large numbers of people find them extremely desirable, confirmation and affirmation are very powerful tools in the human psyche so take advantage of them.
On and on
The first step and one of the easiest ways to help yourself move towards Level 3 is to let one of your partners spend the night. The trick with what you want to do is to work to have your sissy side present in a less sexual situation than it usually is so you start to normalise it a little.
This means you will begin to confront some of the practicalities, with the first you’ll come across (and one of the biggest) probably being makeup. You can sleep in it if you’re happy to wash your pillowcases the next day but your skin won’t be too happy about it.
Alternatively you can remove it before bed and then wake up a little early to reapply a light amount (this has the benefit of making you like a 50s housewife, waking up before her husband to put her face on) or just trust in your inherent sissyness to be able to carry you through any potential awkwardness.
This might sound like it will be hard to do, but if you’ve hooked up a few times you’re going to be at a point where your partner has “bought in” already and they’ll be more than willing to meet you part way.
As long as you don’t do something ultra masculine, which let’s be honest at this point is probably beyond you anyway, and don’t make a big deal, dwell on or obsess over details that strike you as “off” you’ll navigate one or two of them and then wonder what the fuss was about and never look back.
Once you’re comfortable here, you can then work on stretching the other end too. Maybe someone comes over for a meal and a movie before spending the night?
If you’re comfortable going out dressed then this opens up any number of possibilities. The first place for you to look is the local gay/LGBT area in your nearest city. They may have special events or nights for trans or crossdressers and even if they don’t, they’re generally much more open and tolerant than anywhere else in the surrounding city and you’ll stand out a lot less.
If you’re not quite ready for this then that’s something for you to work on! As we mentioned at level 1, you can stay in a hotel somewhere far away for a night as a middle point between staying in and going out.
Or if you want to have fun outside but aren’t comfortable exposing your sissy side publicly then why not explore sex in the great outdoors (dirty girl!)? This will help you take your sissyness out of your bedroom and into the “real” world and if you get caught then it’s embarrassing because you’re having sex in public not because of how you’re presenting yourself.
Homework
For your homework you’re watching ASMR Makeover videos and handjobs at the same time. On the first day, watch the ASMR and have the handjob(s) playing in the background so you just hear the sounds. Then on the next day reverse this, so you watch the handjobs and only hear the ASMR.
When you’re getting started make sure that the volumes for both videos are such that neither one is drowned out. They should be at about the same level of noise.
See you soon sweetie!
x
