as you can see from the above vid review i did on it... i dont recommend the fleshlight... or ANY sleeves on here (EF). they're all TPR which is impossible to maintain or clean and has such a short life.
bad-dragon.com has silicone sleeves.
other than that i suggest a cock ring and/or vibrator.
but you should totally try to get him into ass play. my boy said he'd NEVER do it but he actually asks for it from time to time.
i recommend the naughty boy
for play back there. it's masculine and it vibrates.