MILFs & Their Toys -- Volumes 1 - 4 : COLLECTION (Taboo Mature Older Younger First Time Erotica Bundle Box Set)

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In celebration of America's actual bicentennial in 1976, the pornography community gifted us with Spirit of Seventy Six, a tongue-in-cheek look at the sex lives of America's Founding Fathers. Yup. Roommateshas been called the first mainstream porn film from a female perspective, which makes it worth a watch in and of itself, right? Scoundrelshas the distinction of being the first film ever to win the AVN Best Picture Award. The movie, about a philandering psychiatrist, is also said to contain Ron Jeremy’s best porn performance ever.So there's that. In the second installment in the Taboofranchise, a sister has to fend off the sexual advances of her brother, who is also seducing their mother.

mom on Vimeo Spying on my brother and my mom on Vimeo

Boys Don’t Cry’ is a harrowing look at repressed sexuality and gender identity. The film is based on the real-life story of Brandon Teena, an American trans man who was brutally raped and killed in Nebraska. Brandon, played by Hillary Swank, adopts a male identity and moves to Nebraska, where he falls in love with Lana. They remain lovers despite Lana discovering Brandon’s true identity. Their romance is painful and uncertain as violence consumes their blissful but brief and fleeting span of time. If your idea of powerful cinema happens to be one that has the power to devastate and disturb you emotionally, then this is your kind of film. This movie's tagline—"a film in four courses"—perfectly sums up the delightfully quirky nature of films from the Golden Age of Porn. The titular Barbara Broadcast is a world-famous, best-selling author and the movie follows her as she's interviewed by a journalist for a piece about her impressive career. The interview goes down at an upscale restaurant in Manhattan and the menu includes amazing gourmet food andsexy activities. Okay, so Nude on the Moodisn't technicallya porn film (people don't have tons of crazy sex in it), but it isstraight-up about a nudist colony on the moon, so it definitely qualifies as vintage erotica. This 1985 interracial pornographic movie was directed by Gregory Dark, who was one-half of the Dark Brothers team. The film has a controversial past. Traci Lords originally had the starring credit in the film, but investigators later discovered that she was underage during filming and her scenes were, of course, immediately removed from the film. This is the film I show people when they say that Martin Scorsese is a very unemotional director. Few love stories have been as emotionally devastating and brutally painful as ‘The Age of Innocence.’ It tells the story of Newland Archer – a young and ambitious lawyer engaged to a woman from a highly respected family. However, things change when Archer falls in love with his fiancee’s cousin, Ellen. Their repressed emotions intensify the passion and intimacy of their relationship, making their eventual fate a deeply tragic one. It’s brutal, inexplicably painful, and too powerful to even talk about.

As you can see in the poster, this film was a favorite of critics. If we can consider 1975-era Playboyto be "the critics." The plot is pretty thin, though, and is essentially about a woman who has sex all over New York City—including on a bus.

20 Most Taboo Sex Movies of All Time - Best Cult Classic

This 1985 sexploitation B-film from Brazilian director José Mojica Marins follows three men who bet on who can have sex with the most women in a 24-hour period. As you do.

Motherhood Is Cooking With One Hand

This Hungarian gem is a criminally underrated drama that explores a poignant incestuous relationship between an estranged brother and sister. The film possesses a dark tone that reflects the unusual relationship between its characters, but it doesn’t tend to exploit the provocative nature of the story. There’s a sense of lurking danger felt throughout the movie, but the way it portrays its characters and their relationship make us empathize with them rather than trying to put us off with blatant emotional manipulation. Mostly on this list due to its hilarious name (hahah, 2069) and even more hilarious concept, 2069: A Sex Odysseyis about women from Venus who are looking to have sex with (and extract sperm samples from) a bunch of men to preserve their kind. Alien sex, guys. Help.