My wife always uses an anal toy to massage my prostate while she gives me a blowjob. Really intensifies my orgasms. Recently we have been using a strap on. Really hot!!
My hubby likes to be milked. It is nice to see his cum , just flow out of his semi-hard cock. He made a special bench, with a cut out. He lays on his stomach as I milk him and massage his prostate. Our best friends , of many years, like to join us , doing this. Both of our husbands enjoy this a lot.
I can just picture it - a row of benches with holes cut in them lol. You should get him to make some for you & your lady friend to lay on ?
Oldcummer, that sound great! It's awesome that you have friends that you can share such intense, erotic sex with. Lucky you!