6521936 Fucking A Crossdresser For The First Time HD

Related Videos

Show more related videos

There are 334 comments on the topic:"6521936 Fucking A Crossdresser For The First Time"


(Imacoxlut @ USA 5 years ago):

I'd like to dress up like her and let every one of you guys fuck me


(Tatjanatv @ Mars 7 years ago):

who wants to fuck me???


(Jackuoff @ Mars 7 years ago):

I have cummed about 7 times to this video. I don't know what's hotter, the big guy and his big cock or the chick. Don't know who I'd rather be. The only thing that would make this complete is a creampie. Would love that. I have a nice musclebutt, would any hung guy with a big load fuck me?


(Reno Burch @ Mars 7 years ago):

I love dressing up like a sexy slutty girl with my girl friend while she fucks my ass with her dildos. We are looking for a well hung man to have our first experience together with.....any takers??


(Insane @ Mars 7 years ago):

Sweet ass


(New_Sissy @ USA 5 years ago):

I am so ready to dress like a little slut girl and have my sissy boi pussy pounded really hard!


(Cock lover @ United Kingdom 5 years ago):

Is it just me or does everyone want to suck his dick straight from her ass?


(jayshorney @ Mars 7 years ago):

No matter how many times I watch this vid I cum,cum,cum. She's Gorgeous!!!!


(Anonymous @ United Kingdom 5 years ago):

cannot imagine a sissy can be so pretty with a big dick


(james @ Mars 7 years ago):

ur pretty


(sara_love172 @ United Kingdom 5 years ago):

Hey boys, sissy here, hit me up on snapchat for some fun


(Anonymous @ United Kingdom 5 years ago):

Watching this with a butt plug in is making me so hard


(john @ Mars 8 years ago):

My ultimate fantasy to meet someone with place to go and undies for me to wear would love white stocking white pvc basque and white pvc knickers and be given a good hard fucking and spunked over my face


(Kinklover @ Mars 7 years ago):

Damn. I wanna hit that hard


(maybi @ USA 5 years ago):

The only way this could be hotter is if she fucked the guy's asshole too!
I will dress like this for anyone with an 8 inch or larger cock. I need long, thick cocks in my asshole - as many as possible. Line up and take turns fucking my ass, or give me two at the same time!
I will suck cum-covered cock straight out of my ass and suck a second load out with my hungry mouth. I need to be filled - mouth and ass - all night long!


(stacy @ Mars 7 years ago):

love it when my hubby is in the mood for cock and wants to share with me and we suck cock together


(justsoul @ United Kingdom 5 years ago):

imagine getting off with her at a club ,going back to hers ,getting into some heavy petting ,taking her dress off to reveal this sexy outfit , with that lovely cock straining in her panties , and letting her wank it all over your face


(john @ Mars 7 years ago):

Would love to be fucked dressed like that then spitroasted


(Hubby @ Mars 7 years ago):

I would have sex with you if you looked like that. At first romantically with lots of kissing and caressing, then morphing into really hard missionary buttfucking, your little hands on my flexing buttocks as I thrust deep inside you. Where would I come, in your butt, on your belly, or in your sexy mouth?


(chris @ Mars 8 years ago):

wish that was my ass


(Kwopper @ USA 5 years ago):

I would like to fuck a cd . It b my first


(Paul(a) @ United Kingdom 4 years ago):

I love dressing like this and going out to pleasure men outdoors in parks forests toilets wherever they want sex the feeling of a man penetrating me is heaven and taking his precious sperm inside me is amazing i am a sissy slut and always want men to use men as one and share me around


(john @ Mars 8 years ago):

Want someone dress me same as her and fuck me


(jim @ Mars 8 years ago):

Very nice I would have cumin in her mouth though


(Serge @ USA 5 years ago):

Sexy bitch!


(Annaskirt @ United Kingdom 5 years ago):

I love to be done like this. Slow and sensual, really feeling what a man is doing to me. Feeling his pleasure as he penetrates me deep and enjoys me as a woman


(Anonymous @ USA 5 years ago):

Cant wait til I take a real cock in my ass and suck it. My girlfriend is always pleasing my ass with my big dildo, but she knows i need A real cock really bad.


(justsoul @ United Kingdom 5 years ago):

would love to have her sit next to me on the bus and feel that rock hard cock through her skirt before taking it right down my throat , fares please !


(Jackuoff @ Mars 7 years ago):

Are you kidding? I played with a cock like that and had to take it slow.


(Mike @ USA 2 years ago):

I’d like to dress in some lingerie and get fucked in the ass like that…. I need a big cock in my ass


(justsoul @ United Kingdom 5 years ago):

would love to take her out in the country . dogging somewhere .on a lovely summers day . watch lots of big cocked men have their fun with her . then finally just me and her , lots of kissing and caressing before I swallow her load , and unload all over her face yhen stop off at a country pub with her all dishevelled and full of come


(Hubby @ Mars 7 years ago):

I like sound of that... You are a dirty little whore... Can you post a picture somewhere for me of yourself all dolled up, in makeup and lingerie and with a really sexy hairstyle, lots of jewelry and heels... Get me hot for you baby...


(Joe @ Mars 8 years ago):

Too bad he didn't fuck her rough


(Jack @ Mars 8 years ago):

Sweet ass


(BBC loving sissy Missouri @ USA 4 years ago):

I love bbc barebacking me when I'm dressed like a slut wanting and begging for hot cum in me on me wherever omg l love big black beautiful cock


(justsoul @ Mars 5 years ago):

As soon as I type those words in " Fucking a Cross Dresser for the First Time " my cock starts to harden knowing the images of this super sexy lady will appear with that amazing Ass and fabulous long . stockinged legs . riding that big fat cock , wonder where she is now ?


(justsoul @ United Kingdom 5 years ago):

this is just incredible ! he fucks her so sensually , who is she ? one of the hottest ever chicks ,could never get enough of her ,would take her out to a wine bar ,steal kisses all night ,rub her big cock,then take her outside and swallow her load , before going back to the hotel and watching her suck a BBC. WOW!


(justsoul @ United Kingdom 5 years ago):

would love to take her to church on a sunday morning in a lovely Summery dress with all her finery underneath .pull her skirt up and let my hands wander up her stockings to that wonderful cock , slowly wank her and squeeze those lovely balls til she comes during the sermon


(Anonymous @ USA 5 years ago):

I want to fuck so bad who wants to get fucked good and hard


(john @ Mars 7 years ago):

Genuine love all gay sex love my tight anal pounded for hours


(Hubby @ Mars 8 years ago):

I like your style :). Maybe you can put up a picture somewhere of you for us, all pretty in some nice sexy lingerie..? Just think of all the hot guys that will be looking at you, fantasizing about making love to you, masturbating as they gaze at you, cumming as they ogle your soft sexy thighs, long luscious legs, sweet lips and exhausted face... Would love to see it... :)


(justsoul @ United Kingdom 5 years ago):

love to dress up in stockings and suspenders , would someone do my makeup and show me how to suck sissy cock and give me my first cream pie


(justsoul @ United Kingdom 5 years ago):

feeling so horny , had to dressup in Stockings and suspenders . deep red suspender belt and black stockings , been some time since I wore them . feels so good to rub my cock on the sussy belt, only wish you were here to spunk over my cock while I wank over you


(justsoul @ United Kingdom 5 years ago):

who thought they were as straight as a diy til they watched this , never watch gay stuff ,but this is just amazing , she makes me come time after time , one hell of a woman , would be totally in her power


(Attygurl @ USA 5 years ago):

She's gorgeous with a beautiful clitty and ass and he has a lovely thick cock. What more could a gurl want! Can't keep my hand off my clitty watching hur take him.


(justsoul @ United Kingdom 5 years ago):

when she says I think you might be too big for me , drives me mad . when she says wank me . WOW!


(john @ Mars 7 years ago):

Hubby love you fuck me and cum in my mouth


(john @ Mars 7 years ago):

So horny want someone dress me like that love hubby to fuck me


(johno @ Mars 8 years ago):

That sounds well exciteing would love to be gangbanged


(Hubby @ Mars 8 years ago):

If you look anything like her you would have big hot well hung guys lining up to make love to you, you could have your pick, just one or as many as you want... How does that sound, exciting...?


(First time not the last @ USA 2 years ago):

Hooked up at a club. The tops of her stockings and garter clasp showing as she sat a Stunning girl got a room making out and foreplay i felt a budge under her panties. To late I was so hard. My first time with a CD, Trans, fem best fuck and BJ ever.


(Ft 5th tr @ USA 2 years ago):

Cant wait to try this first time!! Very gay!!


(Bad Bob @ USA 3 years ago):

I keep chasing the dragon here. Many realities, my first ass fuck came from a friend when we were very youthful. He'd stay the night and we'd silently play our games. One night I grabbed his dick and said "hey, let's just fuck"...and I sucked his dick and he got horny and did me. I allowed him to mount me and slowly enter my ass until he squirted. He felt great but yeah...let's fuck..


(Sissy @ USA 5 years ago):

The top is so good! He's so gentle but firm. He makes sure she cums! Such a good daddy.


(Daddy4CD @ USA 5 years ago):

Any sissies/CDs need dick kik me: thatspanishguy9999


(justsoul @ United Kingdom 5 years ago):

love to take her somewhere classy like the Ritz for Afternoon tea , would probably have to go under the table and suck her beautiful cock and balls and swallow her nice full load,then pimp her out to some rich bastard with a big dick , watch her get fucked all Afternoon


(justsoul @ United Kingdom 5 years ago):

would love to take her on holiday . watching her get Dolled up like this every night , than go to a club and watch her dancing with young studs , teasing them , taking them outside to suck and be sucked and then choosing a few with big cocks to come back to the hotel and fuck her all night while I watch and wank and finnish over her pretty face , hair already matted with the multi-spunkings she's taken , then kissing and falling asleep in each others arms ,


(john @ Mars 7 years ago):

Love to do all that at your place


(john @ Mars 7 years ago):

Can meet you sunday night hubby about eight love sniffing poppers and watching gay porn your place leave contact to meet live near bigginhill kent


(Elk110 @ United Kingdom 2 years ago):

I'm not gay, or bi, or anything other than straight...but fuck me! I've cum 8 times over this in one day!!!!


(Pantieboy38 @ USA 2 years ago):

I would love to be someone's little cum slut


(Pantieboy @ USA 3 years ago):

I would love to be fucked like a girl please


(I’m cd @ Canada 3 years ago):

I’m living in Vancouver please someone fuck me hard


(BigAss @ France 4 years ago):

I wanna get fuck like this I'm boy and wanna dress like girls and suck huge dicks and fuck me hard


(Ace47 @ USA 4 years ago):

Who wants to fuck my gay ass?


(Jojo @ USA 4 years ago):

I get fucked a few times a week. Never enough though.


(Jesse @ USA 4 years ago):

I would love to be fucked like a girl any one want to try I really need some dick


(Shes @ USA 4 years ago):

Hot as fuck. I like the way she cums


(justsoul @ United Kingdom 5 years ago):

wanking so much over you . gonna need a drip at this rate to put some fluid back ! would you dress as a nurse for me ? give me a bed bath in my stockings and then climb on my cock with your big magic wand swinging all over the place


(john @ Mars 7 years ago):

Love this video would love this done to me always wanted to be spitroasted like this


(john @ Mars 7 years ago):

Want fucking like this someone giving it to me hard and deep in my tight arse love sucking and face spunked on love hubby fuck me


(Jessica CD @ USA 1 year ago):

I am more passable than her and I think I am a bit prettier to I am looking for a regular to fuck me every week and cum deep inside my boi pussy I am in Jackson TN area here any takers I will post my email if interested I am also wanting my first gangbang and someone to take pics and videos


(Anonymous @ Hong Kong 5 years ago):

He could lift up my skirt, pull down my panties and take my silky buns anytime!


(Jacqueline @ Canada 4 years ago):

Who wants to meet up and have some fun


(JFBJ @ USA 5 years ago):

I just watched this again. Wish I could share his cock and her cum.


(yourman @ Mars 7 years ago):

john if you are still looking to make something like this happen i can do that. would love to


(john @ Mars 7 years ago):

Have you got place to take me hubby


(john @ Mars 7 years ago):

Ill get you hot at your place if youve got stockings suspenderers basque and white satin panties porn and poppers do what you want be your whore hubby


(Randy @ USA 2 years ago):

They could both fuck my ass damm


(Fuk mee @ USA 2 years ago):

My ass looks just like that hmu


(Anonymous @ United Kingdom 3 years ago):

Why do I find men fucking sissy's asses so fucking sexy?


(Nicola @ Germany 3 years ago):

I Wish i am That Lucky guy ️️️️️


(sexaddict @ USA 3 years ago):

I always wanted to try


(I need a dick @ Canada 3 years ago):

Im rock hard just thinking of a cock up my virgin asshole


(Anonymous @ United Kingdom 3 years ago):

Who is she would love to nut in her mouth


(Jimmy /Lisa @ USA 3 years ago):

Wish I could get someone to guck my virgin ass while I'm dressed as Lisa. She needs a big hard cock rammed in and out of her ass. Then she needs to deep throat ot to the max. Can you help me please.


(Andy @ USA 3 years ago):

text only please


(Ron @ USA 3 years ago):

It would be more fun, fucking her, and jerking her off, then eat her cum


(Anonymous @ Netherlands 4 years ago):

Such a god little cunt


(justsoul @ United Kingdom 5 years ago):

love the way she flashes her eyes at him as he wanks and fucks her . totally beguiling , cant believe he doesn't keep kissing her and sucking that beautiful cock - part two please !


(Anonymous @ Germany 2 years ago):

What a great ass! Born to be fucked! Actually 100% straight, but with that ass I would make an exception!


(Nick @ United Kingdom 2 years ago):

Love the video I love dressing up like this for my wife to fuck my arse. She tells me to dress up then calls me her fuck toy and fucks my arse hard. She now wants to watch a man fuck me


(Twink Hunter @ USA 2 years ago):

You got to fuck em slow and easy at first. I turned my middle schoo friend into an instant homo when I sucked his dick and shoved my tongue up his cherry ass. It took some time to enter him. I got about halfway into his tight ass and busted a nut..in the following weeks we were full stroking each other...we were some pretty nasty boys at that age..


(nycintjh @ USA 3 years ago):

So fucking HOT! Mmmmm


(Dag @ Canada 3 years ago):

Oh I wish I could be used like that


(Slut Tina @ United Kingdom 3 years ago):

She's gorgeous. I would love to be able to cum while being fucked!


(Outsidenudist @ USA 3 years ago):

Great video, I wish they were my neighbors…!!


(Jimmy /Lisa crossdresser @ USA 3 years ago):

Omg this has gotten us soooooo hottttttttt wish that was me riding that big hard cock . I can feel it ramming my ass aas I write this . Lisa needs a good hard stud to ride so she can cum.


(Anonymous @ USA 3 years ago):

i want to fuck that slut. anyone that wants to dress up and get fucked come on over.


(Sissy boy @ USA 4 years ago):

I love to dress like a whore and go out and fuck men like this!


(Cock Lover/Vanessa @ USA 4 years ago):

I would fuck her anytime and the dick up her ass could fuck me in the asshole anytime,but,no condom I'm clean,so both of you fuck the and cum deep in me!!! :):) call me Please....


(Bobbie @ USA 4 years ago):

I want to do everything shes doing any boby game im on bottom after. I have a taste hit me up bobby080119@g


(Anonymous @ USA 5 years ago):

I like her. She is sexy. But he does not know how to fuck.


(Creamylinkts @ USA 5 years ago):

Add my snap I love to show off to big cock daddies


(justsoul @ United Kingdom 5 years ago):

would love to take her to confession dressed like this , while she tells the young priest all the things she has done to big cocked men, until he can take no more and rams his big cock in her mouth . " Oh Father , I have sinned !


(john @ Mars 7 years ago):

Sounds good hubby want you hope youve got a big cock for me


(Bennybottom @ New Zealand 10 months ago):

If I had 1 wish I'd wake up and be a girly looking sissy and I'd straight away be looking for cock


(scifi @ Lithuania 10 months ago):

Beautiful femboy crossdreser with gorgeous cock and amazing ass that guy is so lucky to fuck that perfect ass.


(Pinky @ USA 11 months ago):

Love to fuck her deep in her beautiful ass


(Cd Carmen @ USA 1 year ago):

This video gets so horny because it reminds me of my first time with my hubby . I dress up like a women had no intention of having sex with another man but step pops friend came to the house get something I was all dressed up from head to toes my nails done . He liked what he seen & how something so wrong feel so good because before I know it is fat big 8 inch was in my mouth & popped my boy cherry .


(Andy @ USA 3 years ago):

any CDs near Hallandale beach Florida 3522347262 text only please, over 18 any age,


(McKayla @ USA 3 years ago):

She is so sexy. I wish I was her right now.


(Sheila @ USA 3 years ago):

I had a g that fucked me with a strap on and I cummed so hard it just kept gushing I knew my life had changed that until I got a real cockk I would always wonder and then u get it and rave it she was so right she said the real thing g is so much h better the cumm shooting g in u


(Brum56 @ United Kingdom 3 years ago):

One of the best vids on here .. damn girl your sexy. Always watching this … x


(Anonymous @ USA 3 years ago):

Fuck i wish this was higher quality.


(Ron @ USA 3 years ago):

She's got a very nice ass, but his clock looks,very nice, too, I'd be up, to have both


(Jayshawn @ USA 2 days ago):

Fuvk she's tight ass Boi pussy


(Moi @ Canada 1 month ago):

What’s her name?


(Anonymous @ United Kingdom 2 months ago):

I consider myself straight but would love to get involved in this. She's gorgeous.


([email protected] @ USA 4 months ago):

Pound that pussy


(Joe @ USA 9 months ago):

Can’t believe that big cock went up the poop chute.


(Anonymous @ USA 10 months ago):

i have a huge ass and small cock so feel free to ask for my number also im a twink


(The truth @ Canada 10 months ago):

How your co workers get that raise befour you


(Anonymous @ USA 1 year ago):

That is soo hot and she us soo pretty


(Anonymous @ United Kingdom 1 year ago):

Lucky girl getting it with such a yummy looking cock.


(Wanda @ USA 2 years ago):

I would love to get fucked and throat fucked mmmmmm


(Anonymous @ United Kingdom 2 years ago):

Looks like something out of white chicks


(No homo @ Chile 4 years ago):

Like para no homo


(no homo @ Argentina 4 years ago):

no homo


(Policeman @ Mars 7 years ago):

It not a girl it boy You see Fake girl you should watch the Real Girl


(Wtf @ India 5 years ago):

Wtf I thought this MF was a girl ewww disgusting


(sara @ Mars 7 years ago):

this video sucks. thats the lamest dead fuckin ive ever seen in porn


(Yoana hot trasv @ Mexico 5 years ago):

Hay chiquitos hermosos que Rico ser cogida muy fuerte me abren todita ya me tienen bien amoldada del culo para que me Cohan de todos Los tamanos


(Movistar @ Mexico 3 years ago):

Mis locos cambiense a Movistar


(Mike @ USA 5 years ago):

Quiero352 singarme 234alguien como72 ella soy 62 cubano casado pero quiero metersela a otro ,tengo la cabeza ancha de mushroom y la pinga gruesa, vivo en pecos Texas si alguien por aqui quisiera que se la metiera mandame un text ,si no puedo hablar en ese momento dejame un mensaje por favor quiero singarme al que me deje , me encantan los CD pero no tiene que ser necesario , pero mientras mas bajitos mas me gustan ,y gorditos tambien


(Jesic @ Argentina 3 years ago):

Como me gustaria que me penetren asi me visto igual lenceria portaligas y una cola parecida alguien de argentina que me desflore el ano


(casado viado @ Mars 7 years ago):

Tenho uma amiga cd que fazemos troca troca uma x por semana, e ela é pausuda, é gostoso demais, beijo Aninha, nesta rola linda.


(Anonymous @ Italy 1 year ago):

Voglio un Daddy figo con un bel cazzone, travestirmi come lei e farmi scopare il culo "scopami papà, riempimi il culo"


(Le curieux @ Mars 7 years ago):

Je veux vivre ça une fois dans ma vie !xx


(Jose @ USA 3 years ago):

Me he mastubado muchas veces con ese rico video


(Yasser @ Mars 7 years ago):

Wawa mmmmmmm


(Anonymous @ Austria 5 years ago):

Cooles Video


(Cross...casado @ Brazil 4 years ago):

Socorro....vem um pau desses me comer urgente...quero me sentir uma fêmea passiva e comportada pra um pau fodedor...


(Cuco @ USA 2 days ago):

A mi mujer le encanta que me cojan asi,me abre bien las nalgas y los ayuda a que me la metan,en una hora me vengo entre ocho y diez veces…se los juro…que rico


(SI SACO LA GUN @ Panama 1 month ago):

SI SACO LA GUN


(AlexD @ Mexico 1 month ago):

Necesito uno de esos...


(Juan @ USA 1 year ago):

Que rico ser cojido asi


(Caniche @ France 1 year ago):

Je la desire


(Anonymous @ Russia 1 year ago):

Как восне


(Анонимо @ Russia 1 year ago):

Очень хочу чтобы меня от ебли и в рот и в жопу


(Anonymous @ Iraq 4 years ago):

مشتهي هيج وضع


(نيك حلو @ Jordan 5 years ago):

نيك حلو


(Аноним @ Russia 1 year ago):

Очко классное . Но мое лучше .


(Anonymous @ Egypt 3 years ago):

تمام


360 characters left