Want a shemale to top you? Many men share this fantasy — a sexy, feminine shemale with a functioning penis who will take the top and penetrate you anally. Many shemales will gladly do this and are more than happy to satisfy you. Want a shemale bottom? Lots of men also want to have anal sex with a shemale and prefer to do the sexual penetration. Want oral sex with a shemale? This may be the number one fantasy of men who are attracted to shemales.