False confidence man

The type of man who is full of false confidence about his abilities to satisfy a woman in the bedroom (or wherever else you try to get your rocks off. A man who thinks he made a woman squirt even though she's so turned off she can only describe it as being fucked by a pencil wrapped in sandpaper

Mark was known as False Confidence man despite having to repetitively ask the woman for reassurance & to ask vital questions such as "am I doing this right?"