Hi josh, I had the same doubt once just like you. My recommendation would be starting with a medium one, you do not want to start with a small one since, you will like what you will feel and you will want more.
I started with a 6 inch dildo, then bought another 22 inch dildo (My favorite)
I like the big and thick. hope it helps
Oh almost forgo, you wanna buy from cindies, I do not know if where you live there is one but it is a great store and they have a big number of dildos
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