When it comes to sex, my first gut feeling is to go for it, and have some fun However, the first and the single most important pre-condition for enjoyable sex is to be comfortable with both the co-player(s) and the scenario at hand. Three other guys want to dress you as a she-male? It is pretty much obvious what their plans are? If you are not comfortable with this, take a rain check right away! The fact that your "friend" is kinda bugging you about it, makes it even worse! Being naked with other dudes is one thing. Being dressed as a she-male is a different issue altogether. Couple of quick shots with their good, ole cell phone cameras can put you in some hot water, rite? Do you want to go there? On the balance of things, you do hear the alarm bells ringing and the red flags going up. So, you know what needs to be done... KD
I would first discuss it with them all. Maybe it's one of their fantasies or maybe they want to try something else, it's hard to say from your info.
I would love the idea of a foursome.. but Kewldewd hit it on the head. maybe next time if there is one.. they will think more of the comfort level of you all
I've always dreamed of getting into a threesome or foursome with someone. Not with total strangers mind you, but with guys that I would be fairly familiar with. Being in a room with fully loaded cocks in a comfortable environment, with nothing but time on our hands, an NFL game and a fully stocked fridge for afterwards would be nothing short of a perfect day.