Useful topic breakdown on Strap on dildo:

What level of pegger are you? (For women)
Are you a beginner, just do it for spice or a pro-pegger? Beginner = Is starting to get her feet wet. For Spice = Just another activity to add to the...

Wondering how many people play with their spouse, or others and their spouse, or just others? Open relationship or otherwise?
Just trying to see who has open relationships, and what peoples thoughts are on them, or not so open relationships, but still having discreet...

Strap-on Dongs: Realistic or Not?
I'm shopping for harnesses and dongs, either as a set or separate. My problem is that I don't want any that aren't realistic-looking. The ones that.

Best strapless strap on for DP by man on woman
I've searched for and read quite a few discussions of using a strapless strap on like feeldoe by a man (held in anus) on a woman. I am a beginner and

Strap-on boredom
I would really like to know what the best strap on is. I would like one that can bring about a and orgasm hands free. That is if such a thing exists...

Do you have a price range you're looking to stay in? Size preferences for dildos?

Material preferences as well? What about firmness? or realistic?

I would not go cheap, you will regret it.

Confirming what sloppy donkey said, price does matter for sexual toys. I've found from personal experience that toys below $30 are crappy (of course, exceptions do exist).

Now, I can only recommend what I've experienced. As for materials, go with silicone. Really. I consider it the best material, although cyberskin can be a second option (but it needs special care).

If this is the first time that your husband will take a dildo anally, then he might also want to start with a small butt plug so that he prepares/get used to it.

While I consider 'double dildoes' like the Feeldoe ones to be the best for pegging (mostly because *you* will *also* get pleasure), it might not be ideal for first timers. So if that is the case, then a standard 'one-way' dildo would be good.

Get a separate harness and dildo. For a harness get a good mid-price model - cheap ones don't work well (so you don't have a good time), and expensive ones are wasted money if you decide you don't like using it. Look at the mid-priced ones from Sportsheets or Aslan (the Vegan Commando seems to work well for us, but others don't like that style).

For the dildo do go silicone - it's much more sanitary and safe. Get something smooth with at least 5.5" of insertable length. Shorter ones tend to fall out when you start thrusting, so I don't recommend them. A smooth finish is better for starting out, and a head can be nice for added stimulation, but make sure that you pick out the dildo together so your partner is OK with it. Sometimes if it's too real looking he won't be comfortable with it, which makes it hard to relax and enjoy.

If possible try to get a dildo in the 1.25-1.5 diameter range (or bigger if he's comfortable with it). Smaller dildos can be a bit too floppy.

Make sure that you do plenty of anal play before trying pegging. Work up to the size of the dildo that you're going to use and figure out what feels best for him.

Is this your first strap-on?

There is much to think about. Maybe you need a lot of research.

There is alot of variety amongst harnesses... narrowing down your preferences is going to help alot.

One strap or two? It's the difference between a jockstrap and a thong

And, as others mentioned, what material would you like? I would highly recommend leather for durability and sex appeal

There are also new harnesses on the market like the RodeoH that combine the comfort of underwear with and integrated O-ring for strapping on a cock, so you might check out those.