Cock Too Big / Too Deep / Won't Fit / Asking To Stop Or Go Slower

I am sure this scene is referenced somewhere in this long thread. If it has been posted it is worth a repost. Probably the ultimate Too Deep scene. Skinny Tiffany Mason handles Mandingo well taking him deeper and deeper from the start of fucking. Already deeper then 90% of Mandingo scenes, she seems to genuinely love it. But it is at 11:40 when they get in standing behind her doggy the shit gets serious. At 11:50 he is doing slow bury and bottom out strokes raising her eyebrows but she is taking it, he is almost buried. 20 seconds of slow deep strokes and she is open and he starts railing about 3/4 of it for couple minutes, at 13:48 they move the camera under and you can see how much she is taking and there might be 2" left out but she is taking it harder and deeper then most anyone I have seen. He gets serious and starts pounding bottoming out deep as he can go. He long strokes her until 14:27 and then gets aggressive and starts grinding her fast all she can take, A great under camera angle shows the assault perfect. He is giving her a little more then she can take at 14:34 and 5 seconds later she runs "Shit your dick's too long!" rubbing her belly he has been fucking. I am sure the director talks with her, ok, we will take it a little easier and they restart in mish. She takes it well in mish but the fucking is the typical Mandingo using 3/4 of his cock at most. A couple times he tries to slowing grind into her at 16:08 some great shots of his grinding but there are at least a couple inches out and you can tell he is been asked not to hurt her too much! When they go to reverse at 17:22 and they have likely negotiated with her that she can control the stroking, she uses about half of it. At 18:18 he pulls her down deeper and the look on her face is grimace like damn I can't handle much more of this, how much longer do we have to shoot? The scene splits and we are back to her riding half of it again. I am sure there was a break, I can't fucking handle that, he is killing me, I am so fucking sore! Ok honey, let's just try and finish the scene, you have control so you don't get fucked to deep! At 18:38 you can see she is like whew, eyes rolled back just trying to grind out the scene and get to the end, It was fun, now it is just work!

Tiffany Mason vs Mandingo
 
I am sure this scene is referenced somewhere in this long thread. If it has been posted it is worth a repost. Probably the ultimate Too Deep scene. Skinny Tiffany Mason handles Mandingo well taking him deeper and deeper from the start of fucking. Already deeper then 90% of Mandingo scenes, she seems to genuinely love it. But it is at 11:40 when they get in standing behind her doggy the shit gets serious. At 11:50 he is doing slow bury and bottom out strokes raising her eyebrows but she is taking it, he is almost buried. 20 seconds of slow deep strokes and she is open and he starts railing about 3/4 of it for couple minutes, at 13:48 they move the camera under and you can see how much she is taking and there might be 2" left out but she is taking it harder and deeper then most anyone I have seen. He gets serious and starts pounding bottoming out deep as he can go. He long strokes her until 14:27 and then gets aggressive and starts grinding her fast all she can take, A great under camera angle shows the assault perfect. He is giving her a little more then she can take at 14:34 and 5 seconds later she runs "Shit your dick's too long!" rubbing her belly he has been fucking. I am sure the director talks with her, ok, we will take it a little easier and they restart in mish. She takes it well in mish but the fucking is the typical Mandingo using 3/4 of his cock at most. A couple times he tries to slowing grind into her at 16:08 some great shots of his grinding but there are at least a couple inches out and you can tell he is been asked not to hurt her too much! When they go to reverse at 17:22 and they have likely negotiated with her that she can control the stroking, she uses about half of it. At 18:18 he pulls her down deeper and the look on her face is grimace like damn I can't handle much more of this, how much longer do we have to shoot? The scene splits and we are back to her riding half of it again. I am sure there was a break, I can't fucking handle that, he is killing me, I am so fucking sore! Ok honey, let's just try and finish the scene, you have control so you don't get fucked to deep! At 18:38 you can see she is like whew, eyes rolled back just trying to grind out the scene and get to the end, It was fun, now it is just work!

Tiffany Mason vs Mandingo
Excellent recap and times, thank you! Her body is amazing. Love that body type. Cheers
 
I remember seeing a amateur/homemade video of a guy and an Asian escort which fits this criteria. But it had so much more to it.

The scene is starts with her getting him hard on a leather couch with his friend creepily watching in the background, over his shoulder. He gets hard, applies the condom, she lies down and he tries to penetrate. After a 20 second or so struggle, he barely gets the tip in (I’d guess) and prematurely ejaculates. Afterwards he has a nightmare actually getting the condom off because of how thick his dick is.

A comedy of errors really. He’s embarrassed, his friend is laughing away in the background but she’s really cute and understanding. Some snapshots of the scene for anyone interested:
Do u remember what the vid was called