Overview: Jessica Drake's Guide to Wicked Sex: Anal Play for Men is the seventh instructional film from Hall of Famer and Wicked Pictures' contract star Jessica Drake and the studio Wicked Pictures. In this installment, the subject matter is concentrated on how to stimulate and apply solid affection towards a man's butthole. Since Ms. Drake has much experience in this subject matter, she is a wonderful hostess and trainer to take the viewer through this process. Furthermore, her gentle and soft-spoken voice makes it very easy to follow her. Jessica's experienced background in conducting sex seminars globally, hosting her own Playboy Radio show, as well as being able to connect with people through her friendly and personal approach has fully prepared her for this "passion" of hers. She is someone who is easy to talk to on sexual matters. Unlike other sex experts, Jessica is always soothing and never intimidating. It's one of the reasons why she has been an effective spokesperson for the No on Measure B campaign.

During the opening moments of the film, Wolf Hudson, TJ Cummings, and Gabriel talk about why they enjoy anal play and how it makes them feel. Diet is discussed too as Wolf says to eat light. Later, Jessica brings in the physiological sex talk of a man's asshole and prostate. An important discussion that occurs is how to prepare for anal play and sex. TJ Cummings talks about enemas. Aiden Starr highly advises to not use the solution that comes with the enemas. People should use plain water instead. Kimberly Kane, Wolf Hudson, and others talk about one's expectations of cleanliness and dirtiness before and during anal sex. Since the act is involving the butthole, both partners need to have the same mindset that it's either going to be dirty or clean especially if it's a spontaneous moment. It's important not to freak out if it becomes messy. Later, Jessica talks about good hygiene as an important factor during the preparation of anal play. Then, the six performers mention their first experience of male anal play as well as how to bring this subject up to one's partner to find out if he or she wants to participate in it. One of my favorite parts was the social stigma discussion between TJ Cummings and Aiden Starr. I also enjoyed watching the facial reactions and body language of the women as the men were talking about this subject.

Later on, we see TJ Cummings and Aiden Starr kissing and making out on a bed. I like seeing the pretty blonde run her hands along his thighs and cock during their kissing session. Then, she places her full attention on sucking his nice looking manhood. She does a good job rubbing his asshole with her finger while continuing to suck his dick with her supple lips. Next, the scene shifts to Kimberly Kane running her two fingers along Gabriel's butthole while he is stroking himself. Then, we see India Summer sucking on Wolf's cock while providing good eye contact. After a brief discussion by Jessica on the pleasure of using one's tongue for oral play, we see Aiden Starr sucking TJ's dick as well as licking his ass. I like their good personal chemistry as she goes back and forth in pleasuring his two sexual playgrounds. Soon, Kimberly is shown licking her partner's ass. Afterwards, Jessica provides very good instructions to the viewer on how to finger a guy's asshole. I especially like when she said to stick your finger into him with a curved motion instead of a straight one. Then, Kimberly is seen lubing Gabriel so that finger entry will be much easier for their finger fucking activity. Next, India does a good job in sucking Wolf's balls and fingering his butthole. After this sequence, Jessica mentions several types of toys that one can use for anal play. She mentions that it's important to start with a small item and use lots of lube. Then, we see Aiden sucking and stroking TJ's cock with solid energy while rubbing his asshole with a black item. The pegging discussion occurs next and the very good demonstration by India Summer and Wolf Hudson. Pegging is the act of a man getting fucked by a woman wearing a strap-on dildo.

Scene Two: TJ Cummings is taking a shower. Aiden Starr walks up behind him and joins her hunky man. He turns around as soon as he feels her affectionate hand on his back. They kiss and she rubs his cock. I like how she showers him with the water and how fond she acts with his dick. The pretty woman does a cool job in applying the water on his balls and crotch. The usage of the water during her oral play is hot and erotic. It enhances the personal chemistry between them. When she shoves her mouth into his snatch, the viewer can tell that it's a pleasure and not work for her. Later, she sticks a small butt plug into him for further stimuli. I really got turned on when Aiden sucked his cock and kissed him on the lips. The gaze that she places on him as she looks up into his eyes is very sweet. At this point, the pretty woman has a different type of toy up his ass. Afterwards, TJ strokes off with Aiden receiving his warm cum. This scene is very sweet.

Scene Three: India Summer and Wolf Hudson are making out beside a fire place. The hot woman slides down his body and sucks his dick with solid passion. I like listening to Wolf's breathing patterns as India continued to work over his meaty plaything. She does a good job in moving her hand up and down his shaft. Her oral actions are quite active. She really increases her pace when her attention is on his asshole. Wolf strokes his dick with rapidly while India applies pressure on his butthole with her thumb. Her cocksucking energy heats up as their performance lingered on. Later, we get to admire her beautiful body when Wolf eats and finger fucks her pussy with solid passion too. He digs into it a lot. After they kiss, he sticks his dick into her and fucks her with a steady and exciting delivery. After their doggie fuck, India puts on a strap-on. I enjoyed how the camera panned her sexy legs as she slid the item onto her waist. Next, India slides the toy into Wolf's asshole and fucks him steadily. As it progresses on, India thrusts herself into him more and Wolf strokes off with a faster rhythm. Then, Wolf rides the woman reverse cowgirl style which leads him to cum.