Your boyfriend is a very lucky guy if you are considering doing this to him.
In my fantasize this is similar to the things i would love my gf to do to me.
She comes in the bedroom dressed in a nurse's uniform and says, well i know all about your little addiction and nurse Jen is going to cure you of it.
She slowly slips down her silky panties to revel a huge cock (strap-on) she orders me to suck it then pushes me over the bed and slowly slides her big cock into my arse and begins to fuck me slowly.
The pain is eventually replaced by pleasure and she starts to pound my ass harder and harder, then she grabs my cock and starts wanking me off within seconds i exploded the best orgasm ever and collapse onto the bed.

:D
Well that's a rough outline.
In reality, i think i would chicken out id be too ashamed afterwards.