Anal virgin. My college classmate broke my ass and came inside, it hurt but I didn't want him to stop until he made me come screaming. 6 min

6 minGema691 - 5k Views - 1 week ago -

This big black guy took the young 18 Affected Fairy and blew her away. She says it hurt but it was pleasurable and there were several squirts 12 min

12 minFadaafetada Official - 14.4k Views - 1 month ago -

first time anal plug play and riding cowgirl with it in, it was a bit sore, but loved it - ravmon22 3 min

3 minRavmon22 - 2 months ago -

Submissive Whore's First ANAL - It Hurt A Lot But I Liked It A Lot 5 min

5 minTu Sumisa Sexual Official - 11.2k Views - 2 months ago -

My ex fucked my ass for the first time, it hurt a lot but I loved it, he came and left my ass full of cum, I hope my husband doesn't find out 8 min

8 minGema691 - 245.2k Views - 2 months ago -

That hurt babbyy 10 sec

10 secJackoff Toyou - 3 months ago -

It hurt but he continued 46 sec

46 secJosecabulla - 4 months ago -

Oh, I was in the wrong hole... I put it in his ass and it hurt, but in the end he liked it and even wanted more. 5 min

5 minTony Fuckboy - 1.5M Views - 5 months ago -

Brand new foxtail toy in my stepsister's ass. It hurt her a little but she liked it even more! 16 min

16 minXattlalust - 39.1k Views - 6 months ago -

It hurt when I put my entire cock deep inside. 81 sec

81 secHealsa - 6 months ago -

I deflowered my stepsister's ass with a plug, it hurt but she enjoyed it and ended with a great orgasm 17 min

17 minXattlalust - 49.8k Views - 8 months ago -

I deflowered my stepsister's ass with a plug, it hurt but she enjoyed it and ended with a great orgasm 17 min

17 minXattlalust - 105.8k Views - 8 months ago -

This anal hurt me, but in the end I came deliciously! 7 min

7 minMari E Chell - 57.9k Views - 10 months ago -

I went to give my ass tight and it hurt - Mary Jhuana 5 min

5 minMary Jhuana Official - 270.1k Views - 1 year ago -

Vaginal sex. Anal Fail. View from below. I thought I wanted to have anal sex but when the cock entered it hurt a lot so we continued with vaginal. Wrong hole. 11 min

11 minF4p_top - 180.6k Views - 1 year ago -

My sugar lady: Her ass is so tight that it even hurt when I came inside. The ass is not the wrong hole. 5 min

5 minTony Fuckboy - 68.5k Views - 1 year ago -

The hottest orgy I've had sex but my ass hurt. Alex Lima Official 19 min

19 minPaty Bumbum - 1.3M Views - 1 year ago -

we told the whole world about our first time we had sex. they broke our gourds 10 min

10 minMarcio Baiano Official - 34.4k Views - 1 year ago -

Our first anal sex. I give the best blowjob and my anus to my boyfriend. It hurt but I liked that he hit me from behind 12 min

12 minAngelSexpornXXX - 341.9k Views - 1 year ago -

Love Test. I fucked her in the ass and it hurt her because it was her first time and her ass was very tight, but in the end she liked it and she wanted more. 11 min

11 minEl No Contactado - 662.9k Views - 1 year ago -

DIFFICULT ANAL - GIRLFRIEND WITH A TIGHT CUSH - IT HURT BUT ENTERED HOT WITH RIGHT TO HORSEBACK (FULL VIDEO ON RED - LINK IN COMMENTS) 3 min

3 minCasalpockt - 330.8k Views - 1 year ago -

I asked her for her ASS and it hurt but I convinced her and I fucked her ANAL. 5 min

5 minStill Flux - 1 year ago -

I convinced her to suck me off, but when I was done I pushed her up and shoved it up her ass. It hurt but it wasn't too bad for his first time. 5 min

5 minTony Fuckboy - 684.6k Views - 1 year ago -

I tried to give the ass but it hurt a lot 6 min

6 minNikke Casada - 295.8k Views - 1 year ago -

My Lesbian Lover Has A First Time Anal Sex And She Says " It Hurts Me Babe " 11 min

11 minSolange Sun - 878.4k Views - 1 year ago -

Anal was painful, but I was waiting for him to cum 7 min

7 minAngel 011 - 282.4k Views - 1 year ago -

sex in the kitchen they put both dicks at the same time inside my pussy it hurt a lot more it was delicious my pussy kept blinking wanting more (trailer) 7 min

7 minTigresavip - 838.1k Views - 2 years ago -