This is how I found this board at all, BTW.
I emailed Susan O. in TE customer support a year ago, and asked her the same question (minus the breastfeeding of twins, which I would happily have done, if I'd ever had them, so GOOD on you!) Ahem. Back to the question.
I wear a sports bra with no metal parts--it's from Road Runner Sports, but I don't remember what the name of the bra is. I wear a 36D, I'm 5'8", 150#, 45 years old. In this bra, I have a "medium". I ran the marathon in it, also, and it was not supportive enough for that long a run. I've done a couple of sprint tris in it though, and it's been fine. I end up with major mono-boob, but what can you do? I love the Enell bra, and I've read various opinions about swimming/not swimming in it. It is so supportive, you can't believe it. I may use it in one of my sprints to check it out.
So. I wear the bra. If I'm doing a pool swim, in which they don't allow wetsuits, I then wear my Sugoi trisuit (from TE) over the bra. I don't use any additional shorts--the tri suit has enough padding for me on a sprint tri ride. I pull other clothes on to stay warm on the ride, as needed (like in May in Chicago!). If it's a lake swim, in which I can wear a wetsuit, I wear my bra and tri shorts under a sleeveless, short-legged wetsuit, pull that off in T1, and pull on a shirt for biking and running. I'm embarrassed, sometimes, by my blobby thighs and belly, but mostly I'm just so impressed that I'm doing a triathlon that I can hardly stand myself.
Hope that helps. MAN oh man, do I wish I'd found this board when I was first doing tris. Or the year after that! Best wishes, Lise



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