×

Search APClips

press ESC key, or click outside of this search box to close

AP Model

Cassandra May

You are buying for .

Cassandra May APClips.com profile
Cassandra May APClips.com profile

Kinky Mommy and hairy online girlfriend!♡ Known for my bush, body fluids, and variety of fetishes.

  • Cassandra May photo

Join My Fanclub

Subscribe to My Fanclub for instant access to exclusive content like videos, photos, and private notes

Join My Fanclub

30 Videos
196 Photos
56 Posts
3 Likes

Subscribe to My Fanclub for instant access to exclusive content like videos, photos, and private notes

53 Videos Show All

7:39
INTERVIEW UPSKIRT PANTY FLASHING Custom video from
INTERVIEW UPSKIRT PANTY FLASHING Custom Hello, I'm Cassandra May! I'm here to interview for the marketing position? I sit down, my short, tight skirt hiking up as I take a seat in your office. We go over why I want to work for the company, what I think I could bring to the table, and my educational experience- but I'm unconsciously crossing and uncrossing my legs as we chat through the interview, not realizing that I'm giving you a full frontal view of my white, strawberry print covered panties. You ask me about my resume, I forgot to give it to you when I first came in! I reach to grab it out of my purse, spreading my legs wide as I turn around in my chair. I stand up and hand it to you, and you ask if I filled out the application as well. "I'm so sorry," I say, "No one said anything about an application, I didn't know I needed to do that." Luckily, you have an extra one for me to fill out, and I sit back down to complete it. As I'm filling out the application form, I'm wiggling my high heels, swinging my legs open and closed, and crossing and uncrossing my legs; still not realizing that I'm showing my panties. As I finish the application, I accidentally give another long flash before I stand and hand it over to you. Before I go, I ask how long I should expect to wait before I hear back about this role. Okay wonderful! Thank you so much for your time and considering me for this position. I walk out, still having no idea you were getting glimpses of my underwear the entire time. This is a custom video. Want your own? Email or DM me! Keywords: short skirt, underwear, panties, panty, high heels, professional, job interview, roleplay, non-nude, upskirt, bare legs, long hair
13:49
TEACHER ACCIDENTALLY FLASHES HER PANTIES Custom video from
TEACHER ACCIDENTALLY FLASHES HER PANTIES Custom In a white button down shirt that just barely shows my black bra underneath, a short tight skirt, glasses, and black heels, I admonish you as soon as you walk into the room. You're late for your makeup quiz. Don't you realize that this is 25% of your final grade? Well, now you only have 5 minutes to finish it, so you better get to it!! I stand up to hand you the paper, unknowingly flashing my panties as I sit back down. I'm grading papers while you complete your test, crossing and uncrossing my legs, revealing my rainbow striped panties again and again. I notice you staring at me, and ask if you have a question. No? Okay, well then focus on your test, please. You don't have that much time left. I see you staring again a little bit later, and embarrassed at being caught a second time, you say you do need help, so I stand up and walk over to help you out with one of your problems. I tell you not to be so nervous, and next time you should be on time, because you stressed yourself out by being late. I sit back down, flashing you again. You still seem nervous and I check on you in between grading. You finally finish up, and I tell you that since you seem so worried, I'll go ahead and grade it right now. And you aced it! I'm impressed- but why were you nervously staring at me the whole time? What.. omg my god. Could you see my underwear this whole time? Oh no, I didn't even realize I was sitting like that, I shouldn't have worn this skirt. Can we just... keep this between us? It would look really really bad for my career if parents found out I was flashing my panties at a student. I can't believe this. If we can keep this a secret I promise you will ace this class for the rest of the year. Okay? Okay, great, thank you. I tell you awkwardly that I'll see you in class next week, before nervously gathering my things and walking out, but not before accidentally flashing you one last time as I go. This is a custom video. Want your own? Email or DM me! This clip features both landscape and portrait angles of the camera, at the customers request. Keywords: student, teacher, roleplay, heels, black heels, high heels, classroom, school, test, skirt, upskirt, panty, panties, flashing, exposed, accidental, unknowing, white shirt, glasses, brunette, long hair, nervous, awkward, embarrass, embarrassment, humiliation, humiliated, candid, POV
9:32
Confessing My Love For Younger Boys Custom- Church Taboo AP video from
Confessing My Love For Younger Boys Custom- Church Taboo AP On the phone with one of my close girl friends, I tell her how I'm just waiting to go into a church. Why? Because I'm meeting my boy toy there- it was his idea to hook up in one of the confession booths. I'm so excited to suck his cock in there, he's been such a good boy for me recently. I hang up and walk in the booth, titillated and ready to go, but as I hear the voice answer me from the other side, I realize that I went into the wrong booth... and I'm talking to a priest instead! I hurriedly try to leave, telling the priest that I'm not there to confess my sins, sorry... But wait... You aren't allowed to respond to anything I say, right? Or tell anyone what I tell you? Well, in that case... I actually came here to fuck one of the boys in your congregation. He's not the only one I've slept with, but he's my current favorite. I've slept with soooo many younger boys, I just love it! I tell you in detail the ages and things I've done with other younger boys. I realize I'm running late to meet my boy actually, and you beg me to reconsider and not to do this. I scoff at you, telling you that I'm going to hell anyways, I might as well have fun with it and have sex with my boy toy in church! This video features taboo roleplay themes at the request of the customer. No actual taboo is featured or depicted. Again, heavy warning for intense content in this video. This is a custom video. Want your own? Email or DM me! This video features captions due to background noise that impairs some of the dialogue. Keywords: church, confessional, ap, taboo, kink, fetish, non-nude, story time, older woman / younger man, dirty talk, religious, public, tattooed, brunette
9:26
First Date Accidental Flashing Custom - Upskirt Embarrassed video from
First Date Accidental Flashing Custom - Upskirt Embarrassed I greet you as you come in- we've got some time to kill before our dinner reservation. Wearing glasses, a short tight skirt, a tight dark shirt, heels, and white thong panties with pink flowers on them, I sit down, not realizing that you can see my underwear at all! I'm a bit nervous, but bubbly and excited as I chitchat about my outfit, and offer you a glass of wine. I cross and uncross my legs as I tell you how excited I am to try this place out, and that I'm really happy you asked me out because I've been crushing on you for awhile. I continue to ask you questions about yourself, playing with my hair and adjusting my glasses as I cluelessly show off my panties every time I uncross my legs or stand up to grab something. As I check my phone for traffic, I suddenly realize I've been flashing you this whole time! I'm so embarrassed! I apologize profusely and awkwardly, I just didn't realize my short was so short! I can't believe I flashed you on our very first date! Maybe you can just forget this even happened and we can start over fresh when we get to dinner. I get up to grab my purse so we can leave, and flash you one last time without realizing it, tugging my skirt down as I walk away. This is a custom video. Want your own? Email or DM me! Keywords: flashing, upskirt, panty flash, accidental, unknowing, short skirt, underwear, thong, white panties, glasses, ditzy, embarrassed, humiliation, humiliated, awkward, heels, black heels, date, gfe, girlfriend experience, first date, dinner date, apology, apologetic, nervous
19:45
Evil Alt Girl Makes you Her Gooner Bitch Custom - Taboo Twincest video from
Evil Alt Girl Makes you Her Gooner Bitch Custom - Taboo Twincest I invite you over to confront you about my identical twin sister, Meg. I know you've been sending her perverse messages + pictures, and that it's developed into full blown sexual harassment. It started subtly, but it's been going on for months now and you're completely obsessed with her and her sexy, alternative look. You first told her that you're a sadomasochistic, pussy-free, porn addicted pervert, a loser virgin who's never had sex with a woman. You worship porn like a religion, and routinely jerk off to pictures of her with religious devotion. You want a Goddess to guide your depravity. And you want Meg to be the one to do it. You want to call her Mommy, and you want Mommy to own you and feminize you, turning you into a perfect little cocksucking latex fuckdoll. But, she wants nothing to do with you. You repulse her, and she's tried to avoid you. So now you've told her that since she won't control you, you want to destroy her. Because she refused your advances, you went even darker with your fantasies, trying to dehumanize her. You want to steal her away, and turn her into porn. Disturbing, extreme porn of you torturing and hurting her. Make videos of her and post her online so that everyone else can worship her alt girl perfection. But then I tell you that everything you love about Meg, she learned from me. I'm the slightly older twin, and my sister has always idolized + admired me, much in the same way you idolize her. But how could you not? I show off my perfect tits, my Goddess ass... my body was made to be worshiped by little loser bitches like you. I saw the shock, + the lust, on your face the first time you saw me. You knew that Meg had a sister, but not an identical twin sister. Perverts like you always fetishize twins like my sister + I, putting us on pedestals. As you should. You should always worship women like us, and I believe you should be made to suffer while you do. I go on to tell you that because of your constant harassment of Meg, she and her boyfriend broke up. I know he tried to scare you off at first, but your disgusting messages made my sister feel so dehumanized that it emotionally destabilized her and they split. She was completely broken when she came crawling back to me.... I see this is turning you on. Why don't you pull your sad cock out and stroke it for me? I guess I should really be thanking you. Now that Meg's boyfriend is out of the picture, there's no one left to protect her... from Me. You're not the only one who wants to completely control and hurt Meg. I start rubbing my pussy as I tell you all about how ever since we were younger, I've been stronger than my sister, so I groomed her into being the perfect playtoy- a fucked up, submissive version of myself. I tell you how, when she came to me crying, I made her sit and read out every single message you've sent her, over + over until she'd memorized them. Then I fucked the hell out of her with the biggest cock I have, still making her repeat your creepy, pervy, fantasies; then made her lie down in the bathtub and pissed all over her to remind her who really owns her. That's always been my favorite game to play, degrading her and pissing all over her while making her thank me for my abuse. Meg is my property. I love fucking my twin slave sister in perverted and fucked up ways, because it's almost like I'm doing it to myself. I can play Domme and sub at the same time. I thought I had already destroyed Meg, until you came along and fucked her up some more. I have a proposal for you...I want you to keep harassing my sister, and other women that I select. You're going to wear them down and make them vulnerable for me to swoop in and take advantage. I'll let you watch as I play with them, as I fuck them and degrade and control them. I'll let you record it all. We'll make our own porn with these women that you'll watch on repeat to goon to. All of the sick, twisted porn you could ever want to melt your brain to. I might even let you play with some of them if you're very good and do exactly as I say. Because Mommy owns you now. I have since the second you laid eyes on me. And I will gradually feminize you and make you into another version of myself, like I did with Meg. You'll be a constantly horny, always obedient little fuckdoll and help me act out my own perverted fantasies. You'll be Mommy's little creep, helping me dominate other women. Think of all the dark, twisted things we can do together. I'm so close to cumming, I tell you to keep stroking as I cum; but command you not to cum yourself. You don't ever get to cum. Only Mommy gets to cum. After I cum, I tell you my net plan. I'm going to invite my twin sister over, and you're going to watch and film us. Keep stroking and think about all of the nasty, depraved porn we're going to make of Mommy doing her evil stuff. This video features taboo themes and dialogue. It is a fantasy, but viewer discretion is advised. This is a custom video. Want your own? Email or DM me!
16:01
Bareback Cheating W Your Barefoot Ex Custom - Risky Ex GF Impreg video from
Bareback Cheating W Your Barefoot Ex Custom - Risky Ex GF Impreg You come over to drop off my shoes for me, my favorite pairs of heels that got lost in packing when we broke up. I thank you, and mention how much you used to love when I wore them for you, back when we were still together. You get up to leave and I invite you to stay for a bit to catch up, after all, we haven't seen each other in ages. You look between my legs and notice I'm not wearing any panties- oops! I must have forgotten to put some on before you came over. You'd get into a lot of trouble with your new prudish girlfriend if she knew you were looking at your ex girlfriend's pussy. But c'mon- don't you miss this pussy? Don't you miss the taste? I strip out of my dress and lay back, inviting you to ignore how wrong it is, and give into true pleasure. You eat my pussy as I moan with my bare feet in your face. I bet your new gf doesn't moan and dirty talk like this. After you make me cum, I tell you there's no going back now; we might as well go all the way. I climb on top of you cowgirl style, and as I rub my warm, wet pussy against your bare cock, I wonder aloud... "are you still scared to fuck me without a condom on? You were always too scared to before.Too worried about knocking me up." But I start riding your bare dick, saying how much better it is raw, and how the risk makes it so much hotter. Your new girlfriend would never fuck you like this, she's too boring. We keep going, harder and faster, me begging you to go deeper and bust inside of me. After we cum, I'm delighted. "I can't believe you actually lost control and came in me!" What would your girlfriend think if she walked in right now and caught us... if she saw your cum dripping out of your ex's pussy? And what if I got pregnant? But don't worry- I won't tell her.. because I want to do this again. We can sneak around behind her back and you can fuck me raw any time you want to. The risk of getting caught cheating and the risk of me getting pregnant makes it soooo much hotter. And could you imagine how cute I'd be if I did get knocked up? Walking around, barefoot, big belly... Well, anyways, you'd better run home to your boring girlfriend before she gets suspicious. But before you go; I think I left one of my jackets at your place too. Could you drop it off to me sometime next week? Maybe we could do this again... And next time you fuck your new girlfriend, I hope you think about me. This is a custom video. Want your own? Email or DM me! Keywords: cheating, infidelity, cheater, ex, exes, ex girlfriend, feet, foot, soles, barefoot, pussy eating, shaved pussy, dirty talk, pov, riding, tits bouncing, cowgirl, bare feet, heels, little black dress, risk, caught, risky, pregnancy, impreg, cum inside, cum talk, tease, seduce, unprotected sex, tattooed, petite, bareback
7:54
Brad Big Dick Impreg Smoking Suck + Fuck video from
Brad Big Dick Impreg Smoking Suck + Fuck start the video by thanking you for coming over. I know that you've had a bad day at work, Brad, but I'm going to make you feel better. I tease you by stripping out of my little black dress into my lingerie, then take off my lacy bra and panties as well. I knew this would make you feel better! But I've got something to tell you- I went through your phone history and I know what your biggest turn on is. I pull out a pack of cigarettes, and light one, saying that I know your secret kink is women smoking. Then I tell you to pull your big dick out. I start giving you a handjob and say how I've been wanting your big dick all day. I know that you love it when I blow my smoke in your face and on your dick; and tell you that your dick belongs to me. I tell you that I need your big dick in my mouth, and then start sucking you off. I've always wanted to suck your big dick while smoking. Sucking your big dick is making me really horny and wet. I say how I need to fuck you, and that I'm going to fuck you raw. I start riding your fat cock, saying how from now on I'm going to smoke a cigarette every time I fuck you, and that I'm going to ride your big dick every day, since your dick belongs to me. I love being your dirty little slut, and I'm going to smoke and fuck you raw whenever and wherever I want. I need you to cum inside of my tight wet pussy, I'm so horny and I'm going to breed you from now on. As I keep smoking I tell you how badly I want you to get me pregnant. We both cum as I'm riding you cowgirl style, and once we're done I tell you that was great and that I'm going to do that every single day, because your dick belongs to me forever now. Keywords: Brad, name calling, using a name, smoking, shaved, cigarettes, riding, big dick, impregnation, begging for cum, cum inside, breed, breeding, dominant women, cock worship, handjob, blowjob, cowgirl, doggy, reverse cowgirl, cock control, smoke, red lipstick, petite, tattoo, strip, lingerie, bdsm, kink, female domination This video features the use of the name "Brad" throughout the video. This is a custom video. Want your own? Email or DM me!
16:40
MEAN WIFE MAKES YOU FUCK YOUR SISTER Custom - Taboo video from
MEAN WIFE MAKES YOU FUCK YOUR SISTER Custom - Taboo Your controlling, bitchy, jealous wife is mad that you paid more attention to your sister during dinner than her. Now that you've pissed her off, she's going to make both you AND your sister pay for your indiscretion. You're so afraid to not listen to her, you'll accept whatever she says, not wanting to upset her even more. She calls your sister back to the house under the false pretense that she left something over. When your sister returns, your wife's plan is set into motion. She berates both of you, and commands that you strip naked and then undress your sister. She tells you to play with your sister's tits that you must loooove so much more than hers. Then tells you to eat your sister's pussy. You're both too scared to disobey her when she's already mad. She admonishes and mocks both of you while you go down on your sister, before demanding that you fuck her. You reluctantly shove your cock into your own sister, while your wife directs you two and doesn't let you forget that you're related. Your wife plays with her pussy while calling you both sick perverted fucks for what you're doing at her command- committing the ultimate taboo just because you're told to. She tells your sister to start riding you, commenting about how her ass bounces on her brothers cock. "Is that going to make you cum? Are you going to cum in your own sister's pussy? You must like fucking each other." Your wife says, before saying that neither of you are allowed to cum until she says so, because SHE'S the one in charge here. Once you're told to bust in your sister, your wife calls you disgusting and as a final punishment makes you eat your own jizz from your sister's pussy. You're helpless to obey your mean dominant wife, and this will serve as a reminder not to ignore your wife, and she says the next time you disrespect her the punishment will be so much worse; before finally demanding that you both get the fuck out of her sight. This video features taboo roleplay themes at the request of the customer. No actual taboo is featured or depicted. Again, heavy warning for intense content in this video. This is a custom video. Want your own? Email or DM me! Keywords: dirty talk, taboo, roleplay, brother-sister, family, wife, bro-sis, cuckquean, mean, dominant, controlling, bitchy, mocking, degrading, perverted, fantasy, kink, fetish, little black dress, encouraged cheating, encouraged taboo, shaved pussy, petite, tattooed, punish, orgasm control, solo female, POV, masturbating, cuck wife, extreme

0 Photosets Show All

0 Bundles Show All

Join My Fanclub

You'll receive instant access to everything I've posted in the Tier you join, plus instant access to every perk in that tier and everything I post to that Tier throughout the life of your membership.

As Low As $ Per Month
10 Videos 10 Photos 20 Posts

Preview My Fanclub

Here's a preview of my recent Fanclub posts. Subscribe today to unlock up to Posts!

Join My Fanclub For Instant Access

And unlock up to 56 Posts

Includes up to 30 Videos & 196 Photos

Join My Fanclub

About Me

Joined May.05, 2023

Kinky Mommy and hairy online girlfriend!♡ Known for my bush, body fluids, and variety of fetishes.

  • Cassandra May photo
Age 27
Height 5'11"
Weight 140 lbs
Bra Size 32D
Body Type Athletic
Eye Color Blue
Hair Color Brunette

My Stats

Videos 53
Views 18,216
Loves 0
Faved 102

My Profile Tags

My Links

My Wall

Leave a message for me on my wall. Keep in mind this is a public space, and anyone can read your message. Abusive or harmful comments will not be tolerated.

Need to Block or Report this Creator?

If this Creator is spamming you, harrassing you, or otherwise bothering you then you can block them below. Note that blocking a Creator will hide their content from all areas of APClips (except your Library) and you will not be able to send or receive any communication.

If this Creator has violated our content guidelines or our Terms & Conditions, we recommend you report them and give us some details in your report.

Report Them

Please be detailed in your report.

Blocking a Model will disable their ability to :

  • Post on your wall
  • Message you
  • Respond to Built-to-Order Video Requests

We can't prevent them from viewing your profile. If you'd like to report a model for bad behavior, please use the "Report" button on their profile and tell us the situation.

  Tokens / USD

You currently have 0 tokens in your account, but you can Add to Cart to use US Dollars instead.

Make sure you email or DM me before payment! Discuss content, length, and final prices with me at Cassandramay.business@gmail.com

Certain Categories or Add-Ons cost extra!

My Specialties

  • GFE
  • Smoking
  • Femdom
  • Piss
  • Ageplay
  • Squirting
  • Bush
  • JOI
  • Dirty Talk

Note : if this is your first Built to Order video request, be sure to read this Brief Overview of the process.

  Tokens

Cassandra May requires a minimum 7 tokens for custom videos

You currently have 0 tokens in your account