Fics like In Need of an Escort

More than two years after his wife's death, Jack Abbot feels ready to start dating again. Specifically, he's ready to explore his bisexuality. The only problem is, he's never really been with men before and he's nervous about his lack of experience. When his friend suggests an unconventional solution, Jack goes for it. After all, what's the worst that could happen? It's not like he's going to fall in love with the sex worker he's hired to teach him the ropes of gay sex. Right?

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