Jay Taylor, a bride-to-be, and one of her bridesmaids, Nickey Huntsman, are checking out a dress Nickey received in the mail. As they look at the dress, unimpressed, talk turns to Jay’s sex life, and it’s revealed that Jay is saving herself for marriage.

Nickey is skeptical since she is under the impression that Jay has hooked up with many people. Jay clarifies, saying she has only had ANAL sex, which doesn’t count.

Nickey shakes her head in disbelief. She then seems to get an idea. Giving Jay a lusty look, she asks if Jay wants to have anal sex with her, since, by Jay’s logic, THAT wouldn’t count either. Jay looks back at her with a tempted but coy expression., her eyes darting along Nickey’s body.

They gaze at each other for one more pleasantly tense beat before they give in to their lust and suddenly come together for a passionate kiss. Nickey slips Jay’s top down, revealing her perfect breasts as Nickey begins to suck on her nipples.

Just because Jay’s saving herself for marriage doesn’t mean she can’t have a little fun!

Vera King is having a nice, relaxing day at home when she gets a panicked phone call from her step-sister, Sovereign Syre. Sovereign needs her right now and will explain once Vera gets there. Vera doesn’t hesitate and quickly makes her way to Sovereign’s home.

When Vera arrives, the LAST thing she expects to see is Sovereign gesturing to a butt plug delicately laid out on the table. Apparently, Sovereign was cleaning her teenage daughter’s room when she found THIS. What is she supposed to do about this??

Vera is a bit confused about how she’s supposed to help until Sovereign points out that it’s Vera’s niece they’re talking about. Isn’t Vera concerned about her safety? Shouldn’t they talk to the girl about how to be safe while experimenting? Sovereign doesn’t have any experience with anal — does Vera??

Vera tries to get her sister to calm down and think things through. After some back and forth, they decide to experiment a bit themselves. Although it’s awkward to think about, the personal experience WILL better help them have ‘the talk…’

Although they are hesitant at first, it’s not long before they plug themselves and have some fun. Any reservations they have quickly fade away as they revel in how good it feels to play with the other hole, too. To spice things up even more, they let loose and use their tongues to make each other tremble with delight. It looks like they not only learned about anal that day but themselves!

Nia Nacci is on the phone with her loving girlfriend, Gia Derza, who’s out of town awhile because of work. They normally do weekly phone calls to touch base with each other, but Nia wasn’t expecting one TODAY…

Gia asks how Nia’s holding up. She knows Nia must be lonely while she’s away, which is why Gia suggested for Nia to meet up with her best friend, Vienna Rose! Gia’s confident the two of them will get along well. Little does Gia know, they get along a little TOO well…

While Nia is chatting on the phone with Gia, she’s having her delicious pussy eaten out by none other than Vienna! Even so, it seems neither of them are afraid of being caught cheating as they continue having sex while Gia chatters away. But when Gia starts getting frisky and talking dirty, things get even hotter.

Feeling mischievous, Vienna does everything Gia says to Nia, pleasing her while on the call. Meanwhile, Nia keeps encouraging Gia to talk dirty to her. It all seems to be going smoothly until Gia starts talking about anal, which they’ve never done before! Although Nia and Vienna are surprised at first, they decide to go along with the flow.

Nia and Vienna eagerly stretch each other’s holes with their fingers and a toy, giving each other pleasure they’ve never experienced before. As Gia unwittingly coaches them through the whole thing, will Nia and Vienna be able to keep their tryst a secret??

Mona Wales is lounging in the living room when her stepdaughter Paige Owens passes by. They are warm and comfortable around each other, their love evident. Paige tells Mona she’s going on a date. Hearing this, Mona seems a little insecure.

Paige sits down and curls up with Mona, giving her a hug. She insists that she’ll never take Mona for granted. She’s so thankful to have a mother like her in her life. Especially since their relationship is a little… different.

Mona muses that ‘a little different’ is an understatement as she lovingly strokes Paige’s hair. She comments about how, even though things went down in flames with Paige’s father, she’s so happy to have a step-daughter like her. Of course, their love took a different route after Paige turned 18…

Paige graciously cancels her date. Mona inquires what makes the other girl special and Paige reveals that they’re engaged in butt play. Mona is a bit uncomfortable with the act.

Paige tries to seduce Mona, wanting her to open up to butt play. Mona still hesitates. Paige gives her a pleading look, then adds a little butt wiggle to try and entice Mona. Mona ultimately can’t resist Paige.

Paige is about to open up a whole other world of possibilities for Mona!

Story inspired by an original submission by Girlsway member, YulkaFan!

Lena Paul has been trying to experience the joys of anal sex but is worried she isn’t doing something right. To help get to the bottom of why her bottom’s not feeling it, she goes to a consultation with a representative, Victoria Voxxx, for her favorite line of toys. It’s just that she has a wide variety of toys but nothing’s rocking her world. Whether it’s a nice little beaded glass toy or a bright green goliath called the Destroyer, Lena’s never left feeling satisfied!

Victoria wants to help Lena fall head over heels in love with anal sex and offers her some basic tips. When Lena insists that she’s been using those tips and more, Victoria grows thoughtful. She then asks if Lena’s ever had a proper fitting? Just like how fittings help people find the right clothes, an anal fitting can help find the right toy!

When Victoria snaps on black gloves and tells Lena to bend over, Lena is surprised but ready. Victoria takes her time easing Lena into it, fingering and rimming her. Lena feels something she’s never felt before and wants more! Who needs toys when you have Victoria’s tongue??

Story inspired by an original submission by Girlsway member, revolution72!

Political candidate Kenzie Taylor is on the phone setting up a meeting with an associate and tells them that a reporter is coming over to do a puff piece for her campaign. The associate warns her to be careful and just then, there’s a knock on the door.

Kenzie ends the call and strides confidently to the office door. She opens it, revealing the reporter, Serena Blair. The way Serena is dressed and holds herself is in stark contrast to Kenzie who is more prim and proper. Kenzie falters briefly but then smiles and shakes Serena’s hand, inviting her in.

Serena sets up for the interview. Kenzie regains her composure and is ready for the puff piece, though it quickly becomes obvious that Serena is trying to dig up dirt.

Kenzie thinks that Serena is going to make a fuss out of her being a lesbian, though it’s revealed that Serena is actually trying to make a big deal out of her love of anal sex. Serena tells Kenzie that there’s only one way she’ll keep her secret and write a favorable piece about her: if Kenzie has sex with her. Kenzie is reluctant, but ultimately agrees.

The last thing this candidate needs is a backdoor scandal!

Realtor Penny Pax is eagerly showing her client, Chanel Preston, around a warehouse space. Chanel is a CEO looking to expand her business, so Penny is doing her best to fulfil that order. So far, Chanel seems to like what she sees, though Penny asks more about Chanel’s business to make sure it really DOES fit her needs.

Chanel is not shy talking about the pleasure products that her company produces, which catches Penny off guard. Penny’s immediately embarrassed and worried that the landlord may not want to work with them… Chanel is unfazed, though senses that it may be Penny she needs to convince more than the landlord!

Chanel sits Penny down to talk with her and make her more comfortable with embracing her sexuality. To help with this, she breaks out her kit of glass and metal dildos. Although Penny is shy around the toys, she’s curious, especially as Chanel drives home that it’s important for Penny to be able to take care of herself! Finally, when Chanel’s able to convince Penny to choose what toy appeals to her the most, she knows she’s in.

Chanel continues to turn on the charm until Penny’s beyond the point of no return. Penny hardly knows what to do with herself as Chanel peels off her clothes, though her body burns hot with desire. Once Chanel starts playing with Penny’s breasts and pussy, work is the furthest thing from Penny’s mind! Not only is she coming out of her shell, but she may be able to seal the deal after all.