No need to get your courage up to try, side saddle is remarkably secure! Though you certainly would want your first experience to a pleasant one so I wouldn’t slap a side saddle on ol’ Tornado for a first ride.
I’ve only ridden aside a few times, on other peoples horses (cross ridden horses) as my saddles fit me but not my own horses.:lol: I can’t share much advice but I can share a bit.
I use a dressage whip offside and I use it as if it were my offside leg. When I nudge with my heel to ask for an up transition, I use my whip at the same time in the same place on the offside. Its really mentally challenging to coordinate your hand to your leg :lol: Voice trained horse helps a lot.
Saddle fit is pretty critical, you and the horse. Too small and you’ll feel like a seal perched on a ball. Too large and you’ll never learn how to sit properly, you’ll be sliding back and reaching. You want a saddle that is wide enough for your posterior too, else you’ll get the very uncomfortable feeling that you’re ‘spilling over the sides’.
Older saddles are (generally) made better, but they were made for petite little women on TB type horses so fitting todays modern horse and rider is a tad challenging. Not to forget stirrup size (a size 5 shoe size was common apparently at one point in history).
Not impossible though, the big UK brands, C&W, Whippy (and M&M?) have made a fair share of larger seat, wider tree saddles. Often the really wide ones came on a wykham pad rather than flocked panels, this way the padding could be added or removed as needed to fit the horse (within reason). My C&W is a MW tree, 13" seat and I forget the length, but it fits me perfectly and I am neither small nor svelte. :lol:
Do not get a crappy side saddle. It won’t feel nice to you or your horse, has the very real potential to do you both harm, and you’ll hate it and then be stuck with it for ever and ever amen.
A good wither is a good thing on a side saddle mount, roly poly types are hard enough in a cross saddle, though there is no such thing as impossible. You also want a horse with a average to slightly longer back if possible, but a strong couple is practically a must for any serious riding.
I find that riding aside aleviates back and hip pain, but thats me.
You do want a horse that isn’t overly reactive about straps around their midsection, the balance girth can be a very new sensation. When in doubt longe.
You never ever ever mount from the ground or use the stirrup in mounting. A lady generally has a groom to lift her to the saddle, but I use a block (precariously balanced :lol:) on top of another mounting block while a friend holds the horse. Short horses are a bonus in side saddle. Dismounting is as easy as unhooking a leg and sliding down.
I personally lift my leg clear over the horse and side astride on the saddle, aligning my spine and putting my butt bones where they need to be, making sure my shoulders are square and the saddle hasn’t shifted, then I bring my offside leg up and over the horse’s neck and put it into position.
Side saddle shouldn’t hurt or feel uncomfortable. If your right leg is pinched or jabbed by the pommel, then use a queen to help even things out. If you feel twisted, or like you’re sliding, or if something hurts, then something isn’t right. Its pretty amazing how natural side saddle feels when the saddle is a reasonably good fit for horse and rider.
Marti is a really nice person and her site has lots of reasonably priced goodies to drool over http://hundredoaksinc.com/home
These people are really nice and there is a yahoo group that is really helpful http://www.sidesaddle.com/
more eye candy: http://www.sidesaddle.com/store/saddles/saddles.html
And, this is the book that got me hooked on the idea of side saddle to begin with: http://www.sidesaddle.com/reference_pages/The%20Horsewoman,%20by%20Alice%20M_%20Hayes.htm
I read the entire thing every once in a while when I’m in a sorry mood, it always pumps me back up again. A real copy of the book is on my list of things to find and hoard in life. Its one of my favorite horsey books of all time ever.