If this lover is becoming a steady and is trustworthy, you might consider having him to your home rather than hotel rooms. This would enable you to utilize your boyfriend in domestic capacities as well as sexual.
You could have him busy himself in the kitchen making dinner for you and your lover and then have him set only two place settings and serve the two of you like a waiter after you have enjoyed a round of sex. You will probably need to teach him how you wish to be served and practice it a bit before inviting your lover over. He should serve in silence other than to answer direct questions, preferably with just Yes, Ma'am or Sir.
You can have him dress in whatever fashion that he finds humiliating and you amusing, such as a french maid, although, if you want to lend a more classy vibe to the evening, have him serve wearing a tux.
If you want to go kinky, have him wear tails without the trousers or undershorts, keeping the shirt rolled up under a cummerbund so as to keep him neatly exposed.
You might consider having him crawl under the table to either stimulate you orally to get you nice and wet for your lover or having him fluff your lover to ready him for you, while the two of you relax over dessert.
Then after the two of you return to the bedroom for round two, your cuckold should clean up the after dinner mess, enjoy his table scraps for dinner and then begin preparing a snack to serve you later.
Of course, he would also be on call for whatever other services (clean up, fluffing, etc.) you may wish to have him render. Perhaps have a bell to summon him with as needed.