Preparing for my first strap-on experience

[readywilling4]

Greetings, this is my first time on the site as well as my first post. I’ve only ever experienced mild, bdsm behavior but made a decision to take it up a notch. I placed a post on an anonymous casual encounter board (also a first) asking for a female to fuck me with a strap-on, in so many words. After reading through the responses I selected one in particular.

After numerous emails, text messages, and a phone call, we have decided to follow through with it tomorrow evening. Currently I’m completely overwhelmed with excitement, anticipation, and a healthy dose of fear.

I guess I would like some feedback on the following things:
~What could I do to enhance her experience?
~Should I prep in any way (enema)?
~Is this going to hurt too much to enjoy?
~Will I spiral into a hole of deviant behavior if I enjoy it?
~Should I shave?
~How should I perform to accent her dominating role?

These are just questions off the top of my head. If you have any other suggestions please reply.

Regards

 

[FurryFury]

Why did you have to put a frown on this thing???

You are close to getting what you have wanted for so long and many other men want and there is a frown.

Honestly frownie faces bug the crap out of me, they can even depress me.

Anyway, what did SHE say she wanted you to do to get ready?

Is she Dom oriented or is that you wanting her to be?

I'd say put a smile on your face, pay attention and try to enjoy it if it happens.

I don't care if you descend. Are you really worried about that, seriously?

How much have you talked with this woman about what y'all are going to do??? Have y'all never even met before???

Good luck with it. Hopefully if it happens, she is experienced and you can follow her lead. Use lube.

Fury

 

[bronntanas]

I guess I would like some feedback on the following things:
~What could I do to enhance her experience?

I have no idea, as this is something personal to her. Either ask her these same questions, or if you're too intimidated (which I totally get, btw) go back over your emails and texts and look for clues and hints as to what she likes.

~Should I prep in any way (enema)?

Probably, but if you do, you may want to do just a warm water or salt water enema. Most commercial brands have ingredients to help you er, evacuate. Depending on how your body responds, you may experience cramping and incontinent episodes hours after you think you're done. So you also want to do it some time before you go to meet her. There's been a few enema threads around here, so if you check the library above, you can probably find more information

~Is this going to hurt too much to enjoy?

Probably not, if she's experienced and knows what she's doing. It can be a bit uncomfortable at first, though. Try to relax and remember that slight discomfort is normal (and for some of us, heightens the turn on.) A lot of pain is bad, especially if it's a sharp jabbing pain or a tearing pain. If she shows up with the John Holmes Monster Model and tells you bend over, run! LOL Seriously, you should probably start small, and work up the the JHMM. You probably won't get there in one night.

~Will I spiral into a hole of deviant behavior if I enjoy it?

Only if you're pre-disposed to deviant behavior, and as long as you behave honorably and decently in your deviancy, there's nothing wrong with it. Enjoying anal play won't make you gay either.

~Should I shave?

See question number one.

~How should I perform to accent her dominating role?

Again, see question number one. Her messages to you will give you hints as to how she expects you to behave. Other than that, follow her lead. Pay attention to her, listen, ask questions. ASK before you start calling her "Mistress", or "Ma'am" or "Oh Great and Holy Bearer of the JHMM" or any of that stuff. I usually stick with "how would you prefer to be addressed?"

These are just questions off the top of my head. If you have any other suggestions please reply.

Regards

Good luck, and please, feel free to come back and brag about it, er tell us how it went....