History Main / ProfessionalSexEd

* In ''Literature/FriedGreenTomatoesAtTheWhistleStopCafe'', Idgie sends Ruth's son to the VillageBicycle (who would be a quintessential HookerWithAHeartOfGold if she actually were a prostitute) to take his virginity after he admits that he's downright terrified of having sex (aside from the normal angst of a teenage boy, he has only one arm and fears either hurting a girl or having her laugh at him)

* In Creator/OrsonScottCard's ''Homecoming'' series, this is actually an accepted practice in Basilica, referred to as hiring an "Auntie" for a young man's first time.

* In OrsonScottCard's ''Homecoming'' series, this is actually an accepted practice in Basilica, referred to as hiring an "Auntie" for a young man's first time.

* Apparently, Beowulfans in the ''Literature/HonorHarrington'' series believe this for both genders, to the point where Allison Harrington wanted to get her daughter a night with a male courtesan for her Academy graduation. Mom did not know until much later that it was more than self-image issues that made Honor a CelibateHero for so long. She was pissed when she found out.

* In ''{{The Curious Case of Benjamin Button}}'', the captain of the boat Benjamin gets a job for hires a prostitute for him after he learns he's never had sex. This trope wasn't the captain's intent, as he thought Benjamin was an old man, but as he's really in his early teens, the end result is the same.

[[AC:Real Life]]
* Prince Edward was reputedly introduced to an experienced Belgian prostitute by two of his equerries to fulfil this trope. [[NiceJobBreakingItHero Unfortunately it gave him a taste for hedonism]] and he had several affairs with married women, eventually ending up with a certain Wallis Simpson.

* A traditional among the nobility and upper classes in ''Literature/KushielsLegacy'' is to celebrate their sixteenth birthday and entering adult society by a visit to the Court of Night Blooming Flowers.

* In the ''Literature/KushielsLegacy'', this is standard for young nobles when they turn sixteen, and Sidonie even has Amarante, the daughter of a priestess of Namaah aka basically-the-goddess-of-sex-among-other-things, as one of her ladies in waiting (and to teach her 'the arts of the bedchamber').

** ''[[TalesOfTheFiveHundredKingdoms The Fairy Godmother]]'': Prince Alexander says this is normal in his kingdom, and was done for him.

* The entire plot of the [[TheEighties '80s]] Teen Movie ''Perfect Lessons'' is this.

* The Janitor from ''Series/Scrubs'' says to Doug while drawing a mural of a whore house on his leg cast that on his 12th birthday, his father took him to the whore house. Given the Janitor's tendencies for MultipleChoicePast, it's uncertain if he was telling the truth, but Dr. Kelso confirms the place existed.

** In ''Discworld/{{Pyramids}}'', the first quarter of which explains much about the workings of the Assassins' Guild School in Ankh-Morpork, there is a specific reference to the very thorough personal and social education of the older boys at the (then all-male) School. As sons of the best families in the land, the School sees to it that they can hold their own in all companies and answer all challenges. Reference is made to older boys coming back to the School very late, even the folowing morning, yawning, tired and unable to focus on the day's lessons - but in a way which is accepted and tolerated by the teachers and carrying none of the usual sanctions. It is hinted that this is connected with "seamstresses".

* Subverted and then toyed with in ''The Cherokee Kid''. When offered the chance after saving a [[HookerWithAHeartOfGold rather hospitable]] prostitute's life, she offers herself to the titular main character... Only to be turned down for a share of the turkey which was also killed in the scuffle with the bad guy. Later on he can't aim a gun, ''definitely'' can't do quick-draw, he can't even wide a horse. This being a [[TheWestern cowboy flick]], mind. When it comes out he's never made love, one of the women in the troop of outlaws decides to "make a man" out of him; while she's not ACTUALLY a prostitute (at least not said to be one) she fulfills every other aspect of the trope, especially since afterwards he can [[AManIsNotAVirgin shoot straight]] and [[{{Pun}} ride well]].

* This seems to be why Creator/BillyBobThornton's character takes his adult son with him to visit a prostitute in ''Film/MonstersBall''.

* This is a major plotline in the play and film ''BiloxiBlues'', where the young army recruit protagonist receives "training" from a lady of the evening.
* The Hungarian version of ''[[RomeoEtJulietteDeLaHaineALamour Romeo Et Juliette: De La Haine A L'Amour]]'' includes this in [[TroubledButCute Tybalt's]] backstory. It [[MadonnaWhoreComplex really did a number on him.]]

* Prince Edward was reputedly introduced to an experienced Belgian prostitute by two of his equerries to fulfil this trope. [[NiceJobBreakingItHero Unfortunately it gave him a taste for hedonism]] and he had several affairs with married women, eventually ending up with a certain WallisSimpson.

* ''Literature/DropTheDeadDonkey''. PointyHairedBoss Gus Hedges starts having erotic dreams about office hottie Joy, so he asks HandsomeLech Dave for help, promising to be "financially grateful". Realising his boss is a stuck-up virgin Dave sets him up with a [[BlatantLies professional sex counselor]] and the problem is resolved (actually Gus passes out from anxiety and the hooker lies to him about his night of passion -- what else would you pay a hooker for?). Dave turns up for the promised pay rise the next day, only Gus has fallen asleep and is having a HomoeroticDream about Dave, who is immediately thrown out of the office the moment Gus wakes up.
* ''Literature/HermansHead''. Herman's boss gets divorced, so he asks Herman to set him up on a date. [[WithFriendsLikeThese Herman fobs the task off on his friend Jay, who sets Mr Bracken up with an escort, paying for it using Herman's credit card.]] The hooker goes along with it, but charges extra for 'roleplay'. Herman then has a nightmare about how much this will cost him.
-->'''Anxiety:''' What if he sleeps with her?! ''[ThePriceIsRight-like indicator pings]''
-->'''Angel:''' What if he's rolled in flour... ''[price goes up]'' whipped... ''[up again]'' and made to wear diapers! ''[astronomical amount]''
-->'''Animal:''' [[RuleThirtyFour That's beautiful...]]

* On the HBO series ''Series/{{Rome}}'', Atia hires war-hero Titus Pullo to make her son Octavian (the future Emperor Augustus) into a man. Naturally, one of Pullo's efforts is to take young Octavian to a Roman whorehouse. (Note that he looks to be about twelve when this is going on.)
** Octavian is fifteen or sixteen, going by the relative ages of characters and historic actions that are occurring. (Actor Max Pirkis was in his late teens.) By Roman standards, he was about to ''legally'' become a man, and Atia wanted him to learn all the appropriate Roman male behaviors, including 'penetrating someone.'

* ''The Last Prostitute'' (1991) has two teenagers (one played by Creator/WilWheaton) tracking down a hooker who's been recommended to them for this trope, only she's gotten out of the business and so isn't interested. She works on a farm now, and the teenagers have to hang around as stableboys for a bit as they told their parents they were going away on camp. Cue ComingOfAgeStory, but no Sex Ed.

* ''The Last Prostitute'' (1991) has several teenagers (including one played by Creator/WilWheaton) tracking down a hooker who's been recommended to them for this trope, only she's trying to get out of the business and so isn't interested. She works on a farm now, and the teenagers have to hang around as stableboys for a bit as they told their parents they were going away on camp. Cue ComingOfAgeStory.

[[AC:Real Life]]
* When former NFL player Michael Sam came out of the closet during the pre-draft process, the New York Times sought to interview his father. His dad did ''not'' take the news well and insisted that he was a "man and woman kind of guy", backing it up by claiming he had taken Michael's older brother to Mexico to lose his virginity with a prostitute.