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duration 13:49
TEACHER ACCIDENTALLY FLASHES HER PANTIES Custom video from Cassandra May
TEACHER ACCIDENTALLY FLASHES HER PANTIES Custom by Cassandra May 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
duration 7:39
INTERVIEW UPSKIRT PANTY FLASHING Custom video from Cassandra May
INTERVIEW UPSKIRT PANTY FLASHING Custom by Cassandra May 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
duration 9:26
First Date Accidental Flashing Custom - Upskirt Embarrassed video from Cassandra May
First Date Accidental Flashing Custom - Upskirt Embarrassed by Cassandra May 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
duration 22:42
Cucked By Her Boss pt. 1: First Day video from 420sextime
Cucked By Her Boss pt. 1: First Day by 420sextime [custom video] Did I tell you that I'm working under a new boss today? It's kinda funny, I knew him in university... He was tall, smart, and really handsome, I actually had a crush on him at the time but he had a girlfriend. Anyways, you have nothing to worry about, you're cute too and I've never even been with anyone else sexually. Do you think my boss will like this lingerie and short skirt that I picked out? I know you love when I tease you with this stuff. You should come by after my shift and pick me up, you'll be able to meet my boss and see that he'd never do anything to interfere with our relationship... You walk in to my office to find me bent over my boss's lap. He has pulled up my skirt and is spanking me. I explain that I got horny thinking about him and he caught me masturbating, now he has to discipline me. He whips out his cock and I start sucking it in front of you. You get hard but I could never tell from your bulge compared to the way I could with my boss's. He cums all over my mouth and begins fingering me while I explain to you that this is necessary punishment. You like seeing me all slutty like this don't you? My boss doesn't want me to wear lingerie to work anymore because it's too distracting, instead I'll be going to work without anything under my clothes and he'll be checking under my skirt and my breasts everyday to make sure that I'm following his orders. You support all the steps throughout my career so I know you'll support this too. Includes: office roleplay, cuck, cuckolding, dirty talking, fingering, blowjob, facial, lingerie, pencil skirt, office clothes, see through top, lacy panties, high heels, short skirt, upskirt, spanking, discipline, bratty, masturbation, got caught, sloppy blowjob, uncut, big dick, lipstick, dialogue, voyeur, boyfriend, cheating, slutty girlfriend
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