You have more experience getting off sissies than she knows.

It's not a particular point of pride for you, but your nickname back in high school was "buttmunch". It was only known amongst the sissy crowd, and in that group it was considered a compliment. It all started when you best friend Joe caught the bimbug and was conflicted and confused about his new body's budding desires. You were only too willing to help 'Jo' explore her new needs in the safety of your room. You didn't want to risk infection yourself, so you were careful not to do anything that could end up with you cumming in Jo, or God forbid, with Jo cumming in you.

Kissing led to petting, petting led to both of you discovering that Jo could cum just from having her tits teased and groped and suckled just right, leading her to beg you to 'jerk off' her tits more and more. Eventually she needed more, and you were only too happy to delve deeper and worship her doughy cheeks and lovely little rosebud. Fingers were fun, but the moment you gave her asshole a little kiss, the moment you felt her hands pushing you deeper into her plump posterior, the moment you began french kissing her sissy cunt, that was the moment your rep as a cunning linguist that spoke fluent sissygasms was born.

Jo had promised never to tell a living soul about your tonguetastic talents, but before long all of her sissy friends seemed to be 'in the neighborhood' and one thing led to another. Mostly it was blushing bimbois like Jo, shy, scared sissies trying to put off trying the real thing by letting you fuck them with your tongue instead of a hard cock. Still, as word spread, you found some very, VERY experienced sissies came calling, wanting to find out what all the fuss was about. To your surprise, more than a few even came back for seconds and thirds and more. Your tongue was more agile and dexterous than an inflexible rod of meat and muscle, and you didn't have to stop after cumming.

Once you got to college, you tried to build a new rep, but as a boi, you were still unsure where you fit. Deep down, you knew weren't a stud, but you didn't want to be a bottom bitch like so many sissies ended up. Now that you are a sissy, literally wrestling with your desires and the needs of your new nubile body, you have an uncharted path before you. You can overpleasure sissies instead of overpower them, and you know just how to deal with the cocky cheerleader threatening to fuck your ass.