Try one with just one or two or three with one stamp on each envelope and mail it from your house.. Unless you put a piece of cardboard to keep it from bending it should go, just give it a test run.. The post office also charges you about 21 cents or so when you put Do Not Bend on the envelope if you mail it from the post office... The worst that can happen is that is comes back to you...

I just sent a bunch myself. I put a 6x9 SASE (Folded in half with a 1 dollar stamp) , two 5X7 pictures and a letter inside another 6X9 envelope. Took to post office where they weighed it. The put 70 cents in postage on it.

I normally only use one stamp.. unless I have added padding or something to keep it from bending, but I usually dont add any cardboard to it. I have sent 4 photos (usually 2) at times in a 6X9 envelope which included the return envelope with one stamp. One stamp is plenty for a normal size envelop with a small photo or 2 in it, no padding.. Just like when sending 2 or 3 sports cards to be signed, one stamp is good..

i usually put two on the envelope i am sending out (just to be safe) and one on the SASE. That's just me, I have kind of had the same question, well.. more so can i get away with one stamp.

So I am sending out a batch of TTM's. 25 to be exact (I will post who I send after this post). When I was putting stamps on I put one stamp on send out letter and one stamp on SASE. The send out envelopes I am using are 4x9's and the SASE envelopes are mostly 3x6's with a few 4x9 sases. I am sending everything within the united states and all I am sending is LOR, SASE, and card. Should I be worried?