Jane Wilde and Gia Derza are catching up like old times, reminiscing about how nerdy and horny they were when they were in high school. Not much has changed, though, since they’re still nerdy and horny in college, too, although Jane hasn’t gotten any in awhile… Since Gia doesn’t want to see her friend hurting for some, she browses a lesbian dating app for a chick to lick.

Gia is stunned as she finds a profile for Lena Paul, a girl who used to bully them in high school for being nerdy lesbians. Jane is quick to make a fake profile to catfish Lena, inviting her over. It’s time for Jane and Gia to finally get their revenge! Of course, since they are nerds, the revenge they have planned is relatively tame… except that Jane wants to end it by double-teaming Lena with strap-ons!

When Lena shows up for the hookup, Jane and Gia confront her. Lena is instantly remorseful for how she treated them in the past. She was young, closeted, and confused… She’s sorry for being so mean to them. She seems sincere enough, though Jane and Gia are still a bit upset. However, when Lena bemoans that it looks like she’s not getting laid tonight after all, Jane grins and breaks out the strap-ons.

Although Lena’s confused by the change of plans, she’s happy to make it up to Jane and Gia however she can. As Jane and Gia don the strap-ons and fill her holes, it seems like the past is forgiven!

Kira Noir enters Jade Baker’s bedroom where Jade lies on the bed looking miserable, surrounded by tissues and food wrappers. Jade thanks her for coming over…Kira carefully asks if there’s anything she can do. Jade laments that unless Kira can get her and her boyfriend back together, no, there’s not much she can do…Jade can’t believe that he cheated on her, and fucked the girl he cheated with IN THE ASS, no less!

Kira tells Jade that it’s his loss and that she should focus on finding someone better for her. Jade says she knows she should but she’s still stuck on him…they did have some good times! Especially the sex… God, the things he did to her…Kira laughs, saying it sounds like Jade misses his dick more than him!

Kira assures Jade that she doesn’t need her ex to have fun in bed. She’s a wonderful girl! She can have all the hookups she wants. Jade is flustered, saying she can’t just get out there and grab some guy off the street! Kira is thoughtful for a few moments, then casually suggests that SHE’S down to bang.

Jade is surprised, then laughs it off, not thinking that Kira is serious at first. However, Kira insists that she is! Gender’s no boundary when it comes to friends with benefits! Jade is curious, even seems to be giving it some idle thought as she admits that she’s never done it with a girl before. Kira says that it’s the best thing ever — Jade might not go back to boys after this!

Jade half scolds and half teases Kira for being so eager to have sex with her – she had no idea Kira was even interested. Kira shrugs and says that until now, Jade was taken, but now that she’s single and up for grabs, Kira would happily be the one doing the grabbing!

‘How do you intend to do me like him, then?’ Jade curiously and playfully challenges. Kira grabs a strap-on out of her bag and grins. Jade is surprised, insisting that this must’ve been Kira’s plan all along!

Kira shrugs, saying that, well, she doesn’t want her best friend to mope forever, and what better way is there to shake off the blues than getting laid? Finally Jade agrees, biting her lip flirtatiously.

Kira’s going to fuck Jade just like her boyfriend used to…AND give her something a little EXTRA too!

Serena Blair likes everything to be neat and tidy. However, her roommate, Kenna James, is the most disorganized person she’s ever known! How Kenna can be so carefree about everything drives her insane, even if she secretly thinks Kenna’s hot.

One day, they clash, with Kenna lamenting about how ANAL Serena is. It’s obvious to her that Serena needs to loosen up a bit and have some fun. Little does Serena know, from that point on, things are about to get cheeky.

Serena is stunned when the mischievous Kenna uses every chance she has to be naked to show off her perfect butt. Although it shocks Serena at first, she’s unable to keep her eyes off those cheeks. It doesn’t help that Kenna, ever the trickster, keeps sticking things in her butthole to get her attention!

Finally, when Serena’s looking for a remote, only to find it in Kenna’s butt, she can’t stand it anymore. Her curiosity gets the best of her and Kenna pounces. With Serena being so neat and tidy all the time, wouldn’t she like to get DIRTY for once…?

Unable to hold back anymore, Serena gives into her desires. They both lose themselves in the heat of the moment as they tongue each other’s pussies and play with each other’s buttholes. As Serena melts with pleasure, she’ll never be so uptight again!

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

Karla Kush and her wife, Dr. April O’Neil, are in bed and ready to have some fun. Karla’s especially excited, eager for some very promising butt play since she can’t get enough of it. Yet, before they can dive in, April’s pager goes off. As soon as Karla sees that apologetic look, she knows she’s not getting any today. It’s frustrating, but this is the reality of being married to a doctor…

April tries to reassure Karla that they’re on vacation soon, then she’ll be all Karla’s! Until then, they just have to hang in there a little longer. Although Karla is annoyed, she still loves her wife, and she pouts once April leaves her alone in the room.

When April returns mere minutes later, wearing her doctor coat, a coy smile, and a strap-on, Karla is pleasantly surprised. It looks like April was only messing with her! Now that she’s not so annoyed, Karla surrenders to the moment, roleplaying with April a little to get the mood back up. She thinks she may have lost something up her butt and needs the good doctor to check it out for her…
April is all too happy to examine Karla all over — both inside AND out! They’re playful and affectionate as they admire each other’s butts and pussies, though Karla is excited for April to use the strap-on already. Once she does, Karla’s not disappointed! Even if it’s annoying dating a doctor sometimes, it has its perks, too!

Story inspired by an original submission by Girlsway member, Metalhead42!

Karla Kush and her wife, Dr. April O’Neil, are in bed and ready to have some fun. Karla’s especially excited, eager for some very promising butt play since she can’t get enough of it. Yet, before they can dive in, April’s pager goes off. As soon as Karla sees that apologetic look, she knows she’s not getting any today. It’s frustrating, but this is the reality of being married to a doctor…

April tries to reassure Karla that they’re on vacation soon, then she’ll be all Karla’s! Until then, they just have to hang in there a little longer. Although Karla is annoyed, she still loves her wife, and she pouts once April leaves her alone in the room.

When April returns mere minutes later, wearing her doctor coat, a coy smile, and a strap-on, Karla is pleasantly surprised. It looks like April was only messing with her! Now that she’s not so annoyed, Karla surrenders to the moment, roleplaying with April a little to get the mood back up. She thinks she may have lost something up her butt and needs the good doctor to check it out for her…
April is all too happy to examine Karla all over — both inside AND out! They’re playful and affectionate as they admire each other’s butts and pussies, though Karla is excited for April to use the strap-on already. Once she does, Karla’s not disappointed! Even if it’s annoying dating a doctor sometimes, it has its perks, too!

Story inspired by an original submission by Girlsway member, Metalhead42!

Therapist Casey Calvert welcomes Jane Wilde into her home office, formally introducing herself as she invites her to lie down on the couch. Jane lies down and Casey closes the door. As Casey faces away from her and closes the door, Jane’s eyes can’t help but linger on Casey’s ass. Jane gazes at it and licks her lips as a far-away expression comes over her. When Casey turns around, Jane’s eyes remain locked on Casey’s lower body and she seems unable to shake herself out of her trance and meet Casey’s eyes. Casey notices this but says nothing, smiling politely as she sits down on a chair next to the couch.

‘So, how can I be of assistance to you?’ Casey asks. Jane still has that distracted look on her face, her eyes still drawn to Casey’s lower body. ‘….Assistance? Y-yes, my ass IS tense, doctor! How did you know?’ Jane says, her eyes widening as she licks her lips hungrily. Casey narrows her eyes, concerned. Um, Jane?, Casey asks patiently. Jane shakes her head, trying to clear her mind of distractions. She looks at Casey, smiling nervously. S-sorry, I must have misheard you… what…what was the question?, Jane asks sheepishly. She asked, how can she help her today?, Casey clarifies. Jane shifts uncomfortably in her seat, seemingly hesitant to say what she has to say. ‘Um…well…there’s something that I…I just CAN’T stop thinking about, something that I guess you could call an…obsession,’ Jane says haltingly. Ok, and what is it that Jane feels she is obsessed with exactly?, Casey probes.

Well, it’s pretty…embarrassing actually, Jane says softly. And she doesn’t even KNOW Casey, so…maybe this was a mistake, Jane says, getting up to leave. There’s no need to be embarrassed, this is a safe space, Casey says encouragingly. Please, Casey adds, gesturing towards the couch. Jane takes a deep breath, resuming her place on the couch. Why doesn’t she try to tell her what the issue is as best as she can?, Casey asks gently. ‘And go at your own pace,’ Casey adds supportively. Jane nods. Ok…SO…this obsession that she’s talking about has to do with certain…sexual acts, Jane says awkwardly. Ok, Casey says softly. Jane is clearly struggling with what to say next. Finally, she takes another deep breath. Sexual acts involving…ASSES, Jane says, exhaling heavily.

Casey asks Jane probing questions and Jane admits that her obsession has begun to interfere with her life. To Jane’s extreme embarrassment, Casey points out that Jane has been fingering her own asshole for the last few minutes without even realizing it. Jane tells the therapist that she has tried to experiment with anal-play with past partners, but they have all refused, so she has never actually tried anal-play.

Casey suggests that the best way to purge Jane of her obsession and allow her to resume a normal life is to indulge in anal-play together. Think of her as a sort of…guide, Casey says. A guide who will lead her through her first shared experience with her anal obsession, so that Jane doesn’t do any harm to her mental health in the process, Casey continues. Jane is still hesitant and nervous. Casey sees this and moves a little closer to her on the couch. She caresses Jane’s arm softly. ‘I noticed you looking at MY ass when you came into the office. Again, that’s COMPLETELY normal and if I’m being honest…FLATTERING even, so you and I being together in that way–it IS something you’ve thought about…isn’t it?’ Casey asks seductively, tracing her fingers along Jane’s arm. Jane looks at her, her hesitation quickly vanishing. Yes, it…it is, Jane says quietly. So…she should just allow Casey to do her job and…show her that there’s NOTHING wrong with anal, Casey says, leaning in and kissing Jane.

Casey’s going to use all her expertise to help Jane get to the BOTTOM of her obsession!

Christie Stevens opens the front door and happily reunites with her second cousin, Alexis Fawx, who is staying with her a bit. The two women excitedly catch up as Christie gives Alexis a tour of the place, which ends up in the guest bedroom. Unfortunately, given the limited space, Christie and Alexis will be sharing the bed! Although Alexis isn’t quite sure about this, because she hasn’t shared a bed with anyone in awhile, she agrees to since she’s the guest, and all.

Later that night, while Alexis is resting, Christie begins masturbating right beside her, even fingering her butthole. Alexis is shocked she stirs and catches her second cousin in the act. What the hell is going on?? Christie is super embarrassed, admitting that Alexis is just so hot — their whole family is hot! She couldn’t help herself…

Once Alexis gets over the initial shock, she curiously asks what EXACTLY Christie was doing. Christie is amused as she answers Christie’s questions about anal, though Alexis is still nervous about the act as a whole. Doesn’t it hurt? ‘Not if you do it properly,’ Christie insists while adding that she’d be happy to show her how to do it properly! Although Alexis is still a little hesitant, she admits it’d be a nice way to ease back into dating… But she’s never even kissed a girl before! Christie tells Alexis to just relax — they’re family, so Christie’s going to take good care of her.

Alexis is in for the night of her life as Christie guides her through the sensual experience. After warming her up with some fingering and pussy licking, Christie grabs a dildo and dives into Alexis’ tight ass. Although Alexis never experienced anal before, she has a feeling it’s going to be a staple in her bedroom romps from now on!