He warned me he was on some medication that made his cock "finicky" but that I was welcome to do what I could to elicit some response from him. He confessed that some days even masturbation was all but impossible (if you can't love yourself...) and he went long dry stretches without sex purely from lack of impetus.
I was a little taken aback when we eventually did meet...he was a sexy little guy! About 5'6" and dark-featured from an olive complexion and plenty of time in the sun (you can wear shorts and flipflops 350+ days of the year if you go to school in Texas and summer in SoCal) a gleaming white feral grin framed by a boyish yet scruffy face (the kind of guy who has five o'clock shadow by lunchtime, and wears it well). He was nervous, but a little cocky in that he gave himself up to my whims without so much as a safeword or setting any limits - maybe he felt he could trust me, maybe he was just reckless...?
So I stripped him down and went to town. I have to say his cock responded almost immediately to being manhandled by rising to about 90%, but it took real effort on my part to get it the rest of the way - and not for lack of trying.
...electric toothbrush strategically lashed to his cock with a bootlace, so the teeth just scratch below his piss-slit (lightly lubed of course)
...and my most devious torment, at least as far as he was concerned, an electric massager strapped tightly to his cock with elastic (ACE) bandage, with the variable speed vibrating head either right under the head of his cock or snugly wedged between his balls and shaft "sir, do you want me to cum so soon?" he would routinely ask, after 30 or 40 minutes of massager. Mmmm, lemme think about that one...