My advice would be to procure a graduated set of anal plugs (there are friendly looking silicone plugs available at various stores online, and if you like the thrill of shopping in person, at Amazing) to work yourself up to strap-on status. While you're getting revved up and playing out your fantasy in your head, experiment on yourself to see what you can reasonably expect your body to take - that way you'll be able to clearly communicate to your smoldering hot suited lady exactly how far she can push you and your virgin ass I'm sure with a few words of warning you'll find someone equipped with the proper sized probe and a very secure harness... Oh and by the way, I have a killer suit collection. It's a shame to waste such fine tailoring on boring boardroom meetings, don't you think?
I have a sexual fantasy but have not acted on it. I am wondering if I should act on it or just leave it in the realm of fantasy. My fantasy is to meet a beautiful, confident woman. Someone who is mature and comfortable in their own skin but not cold and aloof. This fantasy woman would be dressed in business attire (e.g., skirt, blouse, fitted jacket) with some sexy black hosiery and just a peek of cleavage. Her look should be conservative but give a person the sense that there is a volcano of heat and passion just below the surface. Basically, I desire a strong and confident business woman or luscious secretary that everyone in the office is lusting after but no one can have. All in all that is a pretty common fantasy - the sexy boss, sexy secretary, sexy teacher. That is just the part that gets me interested. The fantasy part of this is that this vixen would take charge of me and our encounter. The sight of this fantasy woman on her knees, blouse open, lipstick glistening, eyes smoldering should be enough for any man. What I want is for that same woman to pull out a "surprise" from her bag of tricks...a strap-on that she wants to use on me. The idea, the fantasy, of this encounter is what is lurking in my thoughts these days.
The issue becomes that I have never done this. I love the fantasy of it but will I like the reality? Does anyone have any insight about their own experience to share? Any recommendations of the right woman to make contact with?
Thanks in advance for any information and not being judgmental if this particular fantasy "kink" is not your thing. Honestly, I still do not know if it is mine yet either. I am open-minded and want to push against the conventional boundaries a bit. Being in a LTR with someone is is very conventional and not at all interested in exploring new things has left me to dwell in my own imagination far to long.
My advice would be to procure a graduated set of anal plugs (there are friendly looking silicone plugs available at various stores online, and if you like the thrill of shopping in person, at Amazing) to work yourself up to strap-on status. While you're getting revved up and playing out your fantasy in your head, experiment on yourself to see what you can reasonably expect your body to take - that way you'll be able to clearly communicate to your smoldering hot suited lady exactly how far she can push you and your virgin ass
I'm sure with a few words of warning you'll find someone equipped with the proper sized probe and a very secure harness...
Oh and by the way, I have a killer suit collection. It's a shame to waste such fine tailoring on boring boardroom meetings, don't you think?
Thank you for the reply MadameX and for the great advice. I can definitley see the wisdom of a little advanced self-exploration. I have shared some basic anal play pleasures with girlfriends in the to distant past and responded very postively to it. In this case, pushing those boundaries by myself is contrary to the experience that I am looking for. I don't want to know before hand the extent to what i am accommodating to anal play with a strap-on. I want to surrender some control to my partner and thus find myself discovering these sensations as I am being "taught" by my mistress. Within the boundaries of safety and trust, I want to be compelled to experience the intimate vulnerability of this kind of penetration. Of course I mean this in the sense of creating a fantasy role play. I am exploring this untapped side of my own sexuality and very much looking forward to where this exploration might take me.
I'm well known for my strap on play as well as other femdom play and kinky adventures. Please feel free to peruse my website at your leisure dear. You'll find blogs and the like on this particular subject as well as pics. I'm also reviewed as a niche companion for these very types of sessions.
My dear Grace...I have enjoyed viewing and reading your website immensely today. I would very much like to become better acquainted. The promise and warmth of Spring is just around the corner but I am feeling the heat of things to come already warming me.
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