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Cassandra May

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Cassandra May APClips.com profile

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

  • Cassandra May photo

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31 Videos
196 Photos
57 Posts
4 Likes

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58 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

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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 29
Height 5'11"
Weight 140 lbs
Bra Size 32D
Body Type Athletic
Eye Color Blue
Hair Color Brunette

My Stats

Videos 58
Views 42,321
Loves 0
Faved 227

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