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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 13:44
Embarrassed Naked Step-Sister Masturbates For You video from Evelyn Knight
Embarrassed Naked Step-Sister Masturbates For You by Evelyn Knight Your Step-sister is innocently organizing her sock bin when you come in, ready to use your powers and spontaneously remove all of her clothing! Her T-shirt and tight leggings disappear, revealing her soft supple curves and huge breasts to you. At first, she doesn’t notice and continues to pair up her socks but when she looks down at herself she realizes she’s completely naked! Trying to cover up she grabs a pair of socks to cover her tits and pussy, the tiny socks barely covering anything and she blushes and giggles nervously - and then realized you can see her ass in the mirror too! Talking about how embarrassing it is to be naked in front of her step-brother, she continues to try and find some better socks! She asks you to leave but you’re enjoying the show too much to go, watching as she bounces her weight back and forth from one side to the other, super embarrassed to be naked in front of her step-brother, asking you if the socks are covering her enough, and don’t look in the mirror! But you think she’s maybe enjoying this a little, so you tease her until she admits that it’s kinda hot… but then you dare her to drop the socks. You’re so eager, so close so you offer to do my chores. Not saying no, you see her contemplate your offer before asking how long you’ll do her chores for - and no one week isn’t enough, a month at minimum before she’ll drop them. You agree and she blushes, realizing she’s going to have to drop them socks after all and shoe her step-brother her naked body. She drops the socks slowly, and she’s so embarrassed that she grabs the sock bin to try and use that instead, teasing that she only agreed to drop the socks. But it doesn’t take long before she puts the bin down and only tries to cover herself a little with her hands, turning around and letting you see her entire naked ass. She admits that at this point you’ve seen almost all of her, might as well show you her pussy too.. sitting down and spreading her legs but still clearly embarrassed, now by how turned on this is making her, joking that she should maybe cover back up with the socks. But she pulls the sock away and begins to tease her pussy lips with her fingers, daintily running her hands over them as she comments on how much she’s actually enjoying this. She starts to finger her pussy, so wet already and then she can’t help herself, she spreads her lips wide so you can see into her pussy and see every inch of her and then she starts to finger her aching pussy right there in front of you! Visibly embarrassed for the entire video, your step sister blushes and giggles as she fucks herself with her fingers, eventually grabbing her vibrator and using it on her clit to bring herself to orgasm, her pussy getting so creamy that you can see it dripping down towards her asshole, her fingers spreading her pussy while she uses her vibrator on it, quivering with wave after wave of pleasure - Your embarrassed step-sister even tries to use her feet and legs to cover her body in embarassment as she orgasms in front of you!
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 22:25
Your daughters shy friend video from XxNaughtyGirlxX
Your daughters shy friend by XxNaughtyGirlxX Your Daughter's friend walks in much to your surprise in a skimpy little bikini !! Its a little awkward, your daughter isn't home for a few hours. She tells you that they have plans to go to a l party, but it's no big deal, she must have got caught up at the mall. You invite her in to wait like the gentleman you are. It's just you two in the house and you start to make small talk, but you can't help but notice her womanly curves as she sits in that skimpy bikini. She sure has grown up alot lately and you can't help but have wandering eyes. She starts to feel a little embarrassed as she notices you check her out. She sheepishly asks you if she looks okay to which you tell her she looks beautiful. She blushes.. you are so sweet. She tells you how she's grown alot in certain areas lately and shows off to you. You've known eachother such a long time and now she's giving you a raging hard on. This is so weird... and so wrong. She notices the bulge in your pants and asks if it's for her.. she tells you she's always wanted to lose her virginity to an older man. You are so horny you feel like you are going to burst and cant resist her subtle hits anymore. You lean start licking and sucking on her beautiful breasts. You lay her down to taste her sweet pussy for what is the first time for her and get her extremely wet. Virgins get wet so easy, right? Now she's this turned on.. it would be rude to not give her , her wish of losing it to an older guy .. a hot sensual fuck before your daughter is home. The sweet release is much needed. roleplay, taboo, stockings, microbikini, oldermanyoungerwoman, shy, embarassed female, creampie, blowjobs, ass, ass fetish, dirty talk, squirt, squirting, femaleorgasm, solo female
duration 17:24
Daddy Daughter Sex Education video from Katherine Pine
Daddy Daughter Sex Education by Katherine Pine Your daughter Katherine recently learned some new stuff in sex ed. She comes to you because she is nervous boys wont like her. Katherine has always been curvy her entire life, and she is nervous boys will never like her body. Katherine has large boobs, and a big butt. People used to tease her for it. Your daughter has taken to only wearing baggy clothes, to try and conceal her body. You tell her, you won't truly know if boys will like her, because you can't see. She undresses for you, showing her body fully in cute floral lingerie. You reassure her, boys like when girls spread open. Boys also like when girls play with their tits. You hand her a ribbed thick black dildo and invite her to try and deepthroat it. She is unsure she can take the whole thing, but your daughter tries with all her might. She gags and drools all over her tits. She rides the dildo facing you, and her tits bounce up and down. She is concerned with how creamy she is, and asks if it is normal? She lays back and fucks her pussy, until she creams even more and squirts everywhere! TLDR: Daddy daughter roleplay. Blowjob on black dildo, cowgirl front facing with legs spread, missionary masturbation with squirting orgasm. This video was originally created as a custom video. I love making customs, I would be happy to bring your particular fantasy to life. Please feel free to contact me so I can create a special video for you! TAGS for this video: brunette, curvy, big tits, big ass, bouncing tits, bouncing ass, bouncing boobs, big boobs, huge tits, giant tits, body piercings, piercings, nipple piercings, tongue piercings, pussy, dirty talk, dirty talking, cute talk, Katherine Pine, katherine pine, kat pine, katherinepine19, katherineepine, body piercings, gothic, slutty, slut, whore, titty play, tits, ass, missionary, black dildo, creamy, cream, squirting, squirt, innocent, shy, schoolgirl, tit bounces, titty bouncing, boobs, knee highs, thigh highs, stockings, lingerie, dad, daddy, daddy daughter, taboo, extreme taboo,
duration 20:19
FaceTime SPH Breakup video from Ditria Rose
FaceTime SPH Breakup by Ditria Rose You've been on the phone videochatting with your girlfriend Ditria for a little over a half an hour, yet she doesn't seem to be her normal self with you during this FaceTime call. She hasn't said much, her demeanor is totally different, and she's almost disengaged with you entirely, almost appearing no longer interested. Is it because of you, or is she simply not having a great time away? You ponder aloud, and she's caught in the act - there's certainly not been a lull in the conversation for no reason. You were correct. Unfortunate for you, because although Ditria seems very hesitant to reveal what it is that's plaguing her (and has been for a few days now), she's soon to unleash a valuable though hurtful discovery she's made - your penis is small! Too small for her all of a sudden, and too small in general. First, she conveys that she's sitting in the garage of the vacation home during what was a lingerie party with all of her hot friends due to fear of embarrassment. She sincerely does not want anyone to know how long she put up with this for! Having semi-planned out this conversation, she's hidden a bag with a few items to relay her thoughts aloud and be able to give you more than mental pictures of what it is she means exactly. She goes to grab the bag, and, out of it - pulls a -dildo-, although still wavering on to say word for word. At first, she's very cautious with your heart. She does care. But, not enough any more! She must get this off of her chest. Being newly exposed to the world of porn/masterbation/toys as she's always been sheltered and kept herself that way until this group of friends and becoming further experimental, Ditria has never owned a dildo, let alone walked into the likes of a sex store! These things have always intimidated her. Yet, she assumed because she was going to be on vacation, things may get a little lonely, including her pussy. She usually has sex with you almost every night! Therefore, she went out and found a dildo for her to utilize in her self-play. Though, there was one thing that was undeniable to her - it didn't look anything at all like yours! Yours is much smaller. Once she first used the dildo prior to your phone call, she immediately rationalized to herself that she'd been missing out on something. Not a dildo instead of solely a finger while getting off - a much bigger dick! She never did think she length mattered to her considering she's never had anything different, you were her very first boyfriend and only person she's had sex with! How could she have known she'd want something else? A standard sized dick even, a dick that measures *at least* 6-7 inches - not a sad, mere 3! She even gets out a measuring tape to physically showcase to you, from memory, how tiny your own penis is to her in comparison to the dildo. She's able to put 2-and-2 together on many things now that she's experienced, through a dildo, what's like to interact with an averaged size penis. She never did understand what her friend's meant by "deep throating" someone's cock, since yours could not seem to reach very far! She then sticks the dildo into her mouth, trying to deep throat - but, because she has no practice really with it so far (obviously, you couldn't provide it!) she immediately gags without it even going that far back. But, the saliva she produces from it being in her mouth alone... feeling both the length and the girth combined, it's evident she's loving every inch yours just doesn't add up to. Ditria catches the look on your face, feeling slightly bad, though reiterates how much it bothers her to know, at this point in time, just how unsatisfying your own dick is to her... she might even want to end the relationship due to it! You guys might have been together for a long time now, albeit not long enough for her to not be curious and want to explore due to her thought processes in accordance to the dildo's size. After all, she's still only in her early 20's. She goes on, also comparing you to a toothbrush and saying that not only is your dick not average/big, but - you're nowhere near as strong, intelligent, or intimate as she'd like, either. Ditria thinks she's already the ultimate package, but you... you don't have much to offer! You hardly make her cum let alone (she fakes it all of the other times), which is a very important aspect of a relationship, the sex. She might have small tits, but she could get a boob job if she so desired! You on the other hand, well... you can't add inches to your dick! Or any more time to her being your girl. It's over, loser!
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