Tell me about your first time sexual experience with a trans/shemale/trap

Tell me about your first time sexual experience with a trans/shemale/trap.

I'm horny and curious for the girl cock.

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youtu.be/SdJVI5zpra8
youtube.com/watch?v=pq5wgVrmM0w
imgdew.com/33deddn4nfx4/1.jpg
ts4rent.eu/Angelikah
twitter.com/SFWRedditImages

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I fuckd a bttm in da mouth...still tries to contact to this day

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I like this shit but I'm too picky

I'd fuck the shit outta whatever that is.

Name for any of them?

Totally

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Fuck Im in love with Maddy

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First time was with a CD shemale.
We met on CL, met up at her friend's place she was house sitting for and she dominated me.

First time ever sucking cock, sucking a guys tit, being fed cum milk from a bottle, and having my virgin ass spread.

It was awesome! I'll never forget it.

That is really hot. Wow.. Wow. I didn't know cocks are so... hot?
But masculine dudes arent, to me I mean. Or hairy guys.

youtu.be/SdJVI5zpra8

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Where do you find them? Inb4 just be one I'm too Male bodied to ever pass

If Jim and Dwight from The Office had a love child

Shes gross now

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You shut your fucking mouth fuckboi

lol, the fuck she is

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Goddess

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No lie I want my first gay experience to be with bailey. So fuckin bad

Shes fat and no longer fem

First - Hot blonde, big semi hard dick, fucked my mouth and then I fucked her ass. The condom was so full and hot that she thought it broke and I came in her.
Second - Hot Brazilian, fucked me roughly in the mouth with her hard dick and came on my face
Third - Tall transvestite with a huge cock. Sucked it til she filled my mouth with cum
Fourth - Fucking hot shemale model. Sucked her big cock, we 69ed and I came in her mouth
Fifth - She whipped her big dick out and pissed all over me then we got in the shower and rubbed dicks together til I made a cummy mess
Sixth - Visited no. 2 again. Fucked my face and showered me in jizz.

Not gonna lie, fucking hot as fuck bro. Don't even hesitate.

Met up with a hon from grindr.
Didn't look as good as her profile pic, but that's to be expected.
She was wearing thigh highs, high heels, and a chastity lock.
I unlocked her and sucked her fat cock, first uncut one I ever had.
Then I facefucked her, called her names and choked her.
She asked if I wanted to fuck her.
Yup
Lubed up and slid it in. Felt good man.
Fucked her hard, pulled out and shot all over her cock.
Good times, would do again.

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Who?

...goddamn.

Cross dresser used to post up on CL when it was a thing. He'd park on the darkside of this grocery store in the evening. His cars windows would be covered up with black trash bags so dark dark. Would ask what kinda porn you wanted to watch on his laptop. Dick out and he'd go down till you came. Liked to have his face blasted. Only did that one time. Because he liked it. Made him swallow all the other times. Was a great cock sucker.

met up with a black trap out of curiousity. We got high and then he blew me. Very very well.
Except I really had to piss. So I didn't cum lol

I wanted to fuck him but we didn't have condoms. And I didn't feel like driving anywhere with him. So

So hard to find in philly

Lotta negroes in philly, pretty sure it can’t be that hard to find

I'm just imagining the fat fuck criticizing her.

Go to Las Vegas (from Australia) find a tranny hooker on Backpage, she's free immediately head over to the room she's in.
Walk in and she's banging, and her friend is there as well, said it's an extra 200 for her to join in, fuck it why not.
They get me undressed and start sucking my cock, feels really good, lay me on the bed and one jumps on my chest and slaps me in the face with a cock that's atleast 3 times as big as mine.
I instinctively gobble that cock like id been doing it for years.
Go for maybe 10 mins before they flip me over and spit roast me mercilessly, I love every second of it, they both cum in me and then jerk me off while running their cum covered cocks all over my face.
I went back another 3 times

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Fuck, I'm in love...
With them dubs

She looks a lot like my friend Abby, like shockingly similar

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So cute...

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I feel that, I get in the mood for a cock once in a while but am super picky about it. And tbh IF you manage to find an attractive TG there's basically no chance at all that they will also have a nice package. That's just not really how it works

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twitter: babymaddyxo
reddit: maddyiscutexo

perfect

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i know them youtube.com/watch?v=pq5wgVrmM0w

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CL?

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How did you feel when it came to actually sucking the dick?

I want to bang a trap but I think that's where I would freeze.

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Got to her house, dropped to my knees and sucked her off, then she sucked me off before getting on my cock, it was a great time

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I love when a woman has a bigger cock than me.

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more?

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cute

Chanel Santini

It was wonderful, we both got naked, and then our penises connected, and then we both experienced death. Really fun!

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sauce?

name?

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I'm in love with your TRIPS.........
and Her Cock.......

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>was senior in high school
>trap in grade below me in my friend group
>on hrt, has cute little tits
>invites me over to play halo
>he cuddles me on the bus
>parents aren't home from work yet
>play a few rounds of local multiplayer
>he's wearing a cute sundress
>he goes to get us some more mountain dew
>hands me a can of that dew
>i grab his wrist and pull him in for a kiss
>we make out for a bit
>he rolls over and pulls lube out of his nightstand
>he pulls down his panties and rubs a big glob on his asshole
>gets doggy style and tells me to be quick since parents will be home soon
>slip easily into his ass
>feels good, but he's definitely had a lot in his ass
>he begs me to cum in his ass after a few minutes
>pound him hard and blow my load
>he flips over
>his little dick is hard and dripping precum
>jerk him off, only cums a little
>feed it to him off my fingers
>we clean up
>play more halo
>his mom takes us to pizza hut

i stayed at his place and ended up having him ride me in the middle of the night. left bruises all over his little boobs and sucked him off. we did this a few more times, but just kind of stopped after a few months.

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who?

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Jenny Flowers

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Why did you stop?

Haven't had one, not a faggot, sorry OP.

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>be trans
>transgirl was really into me
be 6 months later
we go to bed
>we have slept in the same bed many times before but no homo
>she asks me if she can kiss me
we kiss, i panicked because it was my first kiss
>we laugh at the uncomfortable and awkward moment
>she starts slipping her hand under my underwear

the rest of the story is +18 so i wont post it until every kid go to bed

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your loss, toots

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i don't know actually. he just stopped asking me to come over. it was getting near the end of the school year and our friend group was sort of growing apart. that was like five years ago and we haven't kept in touch. Would fuck again though.

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Broke up with my ex from high school while at college. Got sad and drank my life away. One night got a friend request on MySpace from this chick. I asked if I knew her from a bar or club. She said no, but we kept messaging each other through MySpace and text. Few months later she calls me in the middle of the night and asked if I wanted to go over. Said yes and drove to her place. She had been drinking with a few friends at her place but wanted to me to stay the night. We were both kind of tired and I passed out. I didn’t feel it at first but she pulls my pants down and is jerking me off. I’m half asleep trying to figure out what’s going on. Ends up sucking my dick and blow my load in her mouth. Wake up in the morning and asked her if she wanted to fuck but was hesitant to answer. She tells me she isn’t a “normal” girl. I asked her “what did you mean?” Mind you, she was a really passable chick and you kind of couldn’t tell unless you really looked, her photos and that night before I couldn’t tell. She says she has a dick. I sat there thinking “well I already gone this far in” I tell her I didn’t care and we started to make out and ended up barebacking her and cumming inside her. This went on for 10 years

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would worship that

You should try reconnecting with her she seems pretty cute

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I love this girl so much, was posting her the other day happy to see this
@babymaddyxo on twitter im p sure

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How do you find a shemale? I don't want to have sex with girls and i don't want to have sex with guys and it's really bumming me out

Maybe try not calling her "he", see if she keeps fucking you this time.

who is this?

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Daisy Taylor

I'm not the dude? You've got your anger directed at the wrong dude I agree though

I had just moved to a new city and my roommate was gone filming for a few months. I was completely alone. Matched with a crossdresser on Tinder. Said fuck it.

They showed up in a dress, high heels, makeup, a wig - the works. I let them in and they immediately dropped to the floor and began undoing my pants and sucking my cock with a lot of passion.

After a while we moved to the bed and I fucked them in the ass before pulling out and having them suck me off some more. Blasted all over their face. Then they left. Never contacted them again.

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Seconding

same
as a tgirl, women intimidates me and men scares me
i thought as a tgirl it would be easier to get laid w tgirls but i guess im too ugly to even get laid

When she get giant tits?

It was a bit weird the first time. It is weirdly soft and hard while. Not a similar feel to your own. I have obviously love it though because I love sucking cocks. I've sucked 3 other trannys and 1 guys. I like the taste of cum shooting into the back of my throat too.

shiiiiit who is that?

sauce plz

First is Bailey Jay, idk other 2

@babymaddyxo on twitter

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cause thats gay fam, obviously

one time at a house party i was very drunk and ran out of drink so i stole someone else's as a joke not knowing what was in it and next thing i know i'm pinned to the ground getting a tonsil swab and a free facial exfoliation from a 6'2 baritone in drag poking my fupa with a very long belt buckle

if you read this esther i am sorry for making you cry

It's gay to bang cute chicks now?

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olivia tremor

if they have dicks

more?

"girl cock" kill yourself pls, I really hope you feel ashamed of yourself

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sammi smith

...

name?

who is this?

>nice dubs

fuck, that's nice

She just got them redone recently.

Literally no one cares about your shirt opinion. GDIAF. Alone.

>super petite feminine trap from tinder, got her snap.
>she said she was a trap but honestly thought it was a joke.
>after trying to get at her for a while she finally said she was horny and wanted to drink and fuck but was a trap and asked if that was cool.
>figured it was worth a shot.
>we got fucked up and i fucked her and sucked her feminine penis.
>wasnt bad experience, if she wasnt a slut I would have done it again.

feel free to ask more.

are you usually that lucky? or was it just once that you got that lucky?

Pics?
did she have a prostate orgasm?

Yum. What a sissy. Old pics, is she alive?

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Kasey Kei

Fuuuuckkjjk

You’re too young for this shit my newfriend

I wouldn't say lucky but definitely was a little bit of luck that night.

10/10

not atm, but maybe in a future thread. she didnt, we were too drunk, but got a big load the next morning.

I did almost fist her though, couldnt quite get all the way in.

she's lurking, I talked to her in a trap thread last year

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Back when CL was a thing I used to post M4MW because I loved cucks watching me pound their woman. Anyways a cute asian trap message me with butthole pics and everything. Been a while since I do e anal, so went for it.

> showed up to "her" apartment complex. Sent a message asking which room in the building. Says shell come down to meet me.

>all dressed up like a woman, but exceptionally slutty. Still remember a group of guys watching me follow her up

>get to room and start to dress. Kinda messy, but can tell it's super feminine and apparently lives like a fulltime woman.

> girl penis is hard as a rock, I still remember stroking it out of curiosity. Probably 4-5", thin, curved up, and just fell like a hard rod.

>put on a condom and bend her over and ask about lube. Didnt have any and forced my cock in.

>worked my thick cock in and shes grabbing the bed, screeching in pain. Actually turned on that I'm basically raping her asshole.

>I cum, she doesnt. She now wants to cum but I'm not going to suck or have a real grand desire since I just came.

> she wants to fuck again, I said nope, only have one condom.

> walked out not giving any fucks and deleted/blocked all contact

Any more pics?

>walked out not giving any fucks and deleted/blocked all contact
traps love that
They love alpha dudes fucking them and then leaving
I guarentee she masterbates thinking about that night

Have a mixed experience but most of it were decent.

1st: Feminine latina with a huge cock but was very sensual and passionate.
2nd: Hot spanish but there were no chemistry so it came of as stale, amazing tits.
3rd: Femboi trap on tinder, more fun then the first two andn ow we chat every now and again.

don't have any saved, bing it on altavista

it would be heavenly to just go down on her lap and suck her until she cums so good in my mouth. or yummy 69 position too

3rd is domino presley iirc

WOW!!

Who’s this stunner

bless your heart user

as a straight male I've Gotta say Shemales are the True Aplhas.
Hung and sexy big O ttties. she males you're the chads pls fuck my wife

i cant beleive she has a penis bigger than mine too

What a fucking she chad

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the Perfect Male Body

Got dicked down by a trap I met off Grindr jn her van a few times.
She loved eating my ass it was so hot

>no Communist Manifesto
>no Origins of the Family

I wont be jacking off to you Bailey Jay

before i had sex with any guys my first cock was a trap i matched with on tinder

went to tokyo on vacation
looked around on CL at the time to find someone to play with since I had a lot of fantasies about it
found cheap but gorgeous shemale
met her in shinjuku where we walked to a love hotel
once I was in she proceeded to change into a school uniform, extremely cute
we then sucked each other off, and made out
she made me cum extremely fast, but I really enjoyed my time sucking on her cock too
sadly no release in my mouth

there's trotsky tho

and Idiot's Astrology lmao

The fuck is with that dick?

that's not his dick it's a lace jockstrap or whatever it's called

where is trotsky?

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>#transrights

horse dick transplant

upper right corner, leftmost book

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>tfw the tranny at my work looks nothing like this

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I'm trying to find the good trap spots in my city but all they want to do is use grindr or whatever else there is. I would like to meet them a out some where.

Anyone make out the image in the corner... for research purposes

>be around 22 or 23
>had a gf
>gf wouldn't have sex as often as i'd like, so i watched a lot of porn
>porn lead to wanting to suck a tranny somehow
>get into local gay chatroom and look for a tranny around there
>ask her how it works, tell her i want to suck a dick and try to be fucked
>she says that she'll do it as long as i pay for a nice motel
>tranny turned out to be a local celebrity among trannies, but i wouldn't know about it, i just saw she had a very fine SUV
>she picked me up, we go to a nice place, i paid and we got to the room
>tranny sucked me a bit to get me going, but then started putting her dick in my mouth, first gently, then a little rougher
>i sucked her for a while, i knew about it cause i had sucked my brother before, so she came in my mouth
>she needs to take a moment, we watch porn on the tv and when she's hard again she shoves her dick in my mouth, this time calling me her bitch while doing it
>after a while she puts me on my back, puts some lotion on my asshole and on a condom and fucks me
>not so big of a dick, so not too much pain
>she calls me her whore and pumps my asshole for a while, then demands that i call myself her whore
>to this day i still make my wife to call herself my whore, she loves it, knows nothing about this
>after fucking me, which was ok but i didn't loved it, we started talking and she says i'd make a fine tranny
>she lends me her heels and wears my sneakers, forced by her i wore them until she dropped me off
>we had sex 2 more times before she appeared dead in the middle of a street
>it seems she had sex with high ranking politics and policemen and somebody wanted her dead

:O more of her please?

why r u being degenerates, ur all gross, there is no female cock. its cock so its a male. ur gay, super gay

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No doubt, no doubt.

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Omg need sauce .....real saucy

The is the type I’d like to have a first with

Anyone has her pay-walled stuff on MEGA or other cyberlocker?

id fuck, does that make me gay?

Anyone have name?

It says "Claude."

Traps are even more picky than bio women. I though I (ethnic manlet) could get laid with a shemale on Tinder. WRONG. You need to be a gigachad to match with them.

Post pic for fap purposes

underrated post lmao

Grindr

>seriously

Damn. Name?

> i had sucked my brother before

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>i knew about it cause i had sucked my brother before

how is this not a legendary pasta?

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got more stories or a pic of a look a like ?
>definitely had a lot in his ass
dildos or other dudes dicks ?
she was a prude or a s lut ?

>be 23
>browse 5chins too much and get a thing for tranny porn
>find a Brazilian escort called Vitoria online
>D-cup tits, quite short, thick uncut 8.5" cock
>meet in a hotel and pay her fee
>we kiss on the bed, I suck, kiss, lick her tits/nipples
>she's rock hard, her cock is poking out of her panties and comes up to her navel
>I kiss down her stomach to her crotch, she takes off her panties and I saw "wow" as I genuinely have never seen a cock that big outside of porn
>I go down on her for about ten minutes, cock is clean, is fun feeling her throb in my mouth. She enjoys it, tells me to stop before she has to come
>she has me kneeling on the bed facing her and takes my cock and compares it next to hers. I'm about 5.5" and pretty thick. She's easily 150% of my length and girth, she points this out and says "I win. I guess that means you're the taking it", I laugh and agree
>she tells me to lay back on the bed, puts a condom on and lubes herself up
>she kneels between my legs and pushes the head of her cock in my butt slowly, it hurts a bit but not too bad
>she tells me to take a deep breath, as I do she shoves her while length in up to the hilt. It hurt quite a lot and took my breath away. There's a bit of blood but not much.
>she fucks me slowly but builds up speed and intensity. We make out as she's fucking me missionary.
>change positions several times, I come while she's fucking me doggy and giving me a hand job
>she has me lie at the end of the bed as I suck her cock and she occasionally slides her whole length down my throat and make me gag.
>after a while she starts jetking hard and tells me to open my mouth
>she comes a big thick load and I swallow it
>we talk a bit and kiss afterwards, she said she doesn't usually come but I'm quite /fit/
>she told me to come see her next time she's touring the area, and will charge me only for the hotel room and travel costs

It was fun. Different. No regrets.

You thought this was worth sharing?

Is this the guy from catfish episode

They do exist, but they are unicorns.

>gf at the time knew a super hot TG
>gf invites her over to house
>Super hot, like 9/10 easy
>tiny, short, no masculinity at all to her face
>just no tits
>1000% passable if she wears a bra making it look like she has tits.
>never even been on hormones
>allofmywut.jpg
>eventually we all get stoned and sexytimes are imminent
>gf had talked up how big her dick was
>I had seen some massive cocks before so I told myself I wouldn't react when I saw it
>she pulls out this absolutely massive schlong
>I almost weep. It's beautiful.
>bigger than any I've ever seen, and perfectly shaped
>I couldn't help but gasp and say "Oh my god..."
>She wouldn't let me fuck her, but I wore a strapon and laid on my back while she bounced on the strapon and came all over my chest and face
>Thick, pearly white cum, like in porn
>10/10 would lick cum off my face again
>Left not too long after.
>Never saw or heard from her again.

Fucked a trap/trans. Very passable like holy fuck. Anyways first part they're sucking my cock eventually they start riding me was pretty hot watching their cock flap up and down. Bend them over the bed fuck some more get them on their back and put their legs up and go to town on their ass. She gets back to sucking me off and they're taking my dick all the way in their throat and I'm a decent size 7-8inches and finally I blow my load down their throat. I start sucking them off and they're just a little bit smaller than me which is perfect, nice clean cock take it all in as much as I can licking it up and down the shaft going to their ass as well and having some fun. eventually they convinced me to bend over the bed and started Fucking my ass real gentle thank fuck. Started kissing me on my neck as they went in deeper even left a hickey on the back of it. Anyway they pick up the speed and start fucking harder and it feels great. Start to finish them off by sucking their cock and they blow their load all over their body and my face and I lick the rest up. Was a great night

Alice Blitz

>well I already gone this far in”
You fucked a dude before that night ?
>10 years
really ? stories or details on how the everyday life was + the breakup ?

Why she sucked you while sleeping ? she really wanted the dick or just affection ?

caught an std ?

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>f she wasnt a slut I would have done it again.
why the slut part is stopping you ?

Hey she's got the same body type I do!

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Nice one

Oh fuck, so sexy

Nice! Got a sexy booty aswell?

Gave in got on grinder dressed in laced panties an booty shorts got picked up went to his house nervously undressed he sat on the couch i crawled to him grabbed his bbc licked it put the head in my mouth and just moved mybtounge around then just slowly started sucking his fat cock then told to bend over and he forced that big black dick in my tight ass oh my goddd it hurt at first i tried to move he grabbed me spanked my ass and said take it after about 10 seconds i was in. A trance then he layed me on my back choked me and came inside me i wanted more but didnt ask so a month later i got fucked by an even bigger bbc kik me billgates 565

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Love this
And good past time

>i had sucked my brother before
Wait wut?

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Seconded. Definitely gay.

Yeah theres just one part there that's somehow gayer than everything else. Definitely the brother blowing

Kik?

ts4rent.eu/Angelikah I paid for her. She sucked me off and fucked my ass nice.

Met her through Grindr, we talked a bit and then i came over to her place, we smoked some weed and then i fucked her. met her 2 more times after that and it was actually pretty fun.