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i was going to take anal training slow, but my tight teen asshole wanted more so i got a bigger plug

He told me to wear my plug with tight jeans and no panties. This is the 6th hour. I'm pretty sore, but I do what he says.

My 14 inches circumstance butt plug, but it wont stay inside my tight ass!

Anal Virgin (22 F) using Butt plugs for the first time and I’m hooked. I can’t even touch myself without one in me but it makes me so desperate for cock. I need my tight asshole filled 😭

First time posting here! I’m new to using butt plugs, my ass is so tight but I love it 😳

Daddy caught me .. I tried to play it off but he knew I was being a lil slut as usual ;-)

Let's see if gfycat works better! This plug goes in nearly every day, but my tight ass always puts up a (f)ight. (GIF)

It was hrad but I made it fit

It was so hard getting the plug in my tight little asshole, but so forth it 🤤

Butt plugs feel good but your dick would feel better 🤤

Just got this doc Johnson large plug in the mail today. It was a very tight fit but once it was in it felt amazing.

So close to taking it, but im too tight😭

It's still tight but I want you to fuck me

Bit of a tight fit but I gotta start somewhere ;)

So tight, but got there in the end

My first post...I recently discovered anal ain’t so bad...but still too tight for anything bigger than my plug ?

There, my butt plug is in place, but feels like something missing...

My asshole didn't want to let go of the plug, but was even happier when it got a cock

Still learning…but what do ya think of my progress so far, throwing and shaking my shaved silky smooth, oiled up, Tight Naked Ass??😜😏🍑

Tight fit but I ain't no quitter

First time sharing my [30] gaping pussy. I use plugs daily but I’m still tight. Hope you enjoy it though.

Can’t help but hold on tight

Very tight, but managed to get it in

sorry for being such a little cocktease all the time, but please don't rape my tight little holes 🥺🥺🥺🥺

Tight Squeeze but we make it work

Was a tight fit but I got in :P

Pulling out the plug but my tight ass doesn't wanna let go 😋

First time using a plug, so tight but feels amazing.

My ass might be tight but it can take quite a lot😈

I got the plug in, but my asshole was just too tight to keep it in

My ass might be tight but it can take quite a lot

It’s so tight, but I’m sure you could fit ?

[OC] NSFW about to go to work. But anal training is important. My tight hole is sore from yesterday, but I got to persist

I just can't help but moan when the plug finally pops out

So tight but not for long ;)

Looks tight but it's not ;)

I tried to put a plug in my little asshole but it didn’t go in, it’s so tight.

It’s always so difficult getting this in. My hole just keeps resisting, but at least it’ll be tight for you…

My ass is tight but you'll love how this vibrating plug feels when fucking my pussy

Early in the AM but ScarletteTheHarlot already has a buttplug in her ass and a monster cock breaking in her tight pussy

It’s so tight but I still love it

This catsuit holds it in nice and tight, but I wish it fit better.

... as I am not very deep .... Hubby just shortened our last XXL anal plug by cutting it 😱 no excuse but to keep it in almost an hour ! Walking, dancing with it maintained inside thanks to my preferred tight jean short 🥰

New to plugs it's so tight but feels so good

my dildo feels great, but i need a real cock to pound my little pussy