Yes, not quite

Licking and sucking Andrea's cock and balls is strangely rewarding for Matt, with her moans of pleasure and flattery completely banishing his ****. So when Andrea brings up the notion of deep-throating her, he feels the urge to do it, to impress her.

It's a little embarrassing to state his intention to swallow Andrea's cock out loud, so Matt ends up using his actions to communicate his acceptance of Andrea's suggestion. Releasing the heavy testicle in his mouth, Matt slides his face back up Andrea's shaft, still marveling at how huge her dick is.

Finding the head of Andrea's cock, Matt feels a little apprehensive, but opens as wide as he can, taking the tip into his mouth.

"Ohhh fuck, guess that's a yes, huh? You're the best, Matty!" Andrea sounds very pleased, which reinforces Matt's belief that he's making the right choice by trying to take the gargantuan piece of throbbing meat into his mouth...despite how much of a tall order that seems right now.

Disregarding length, it's already not a simple matter for Matt to fit Andrea's girth inside of his mouth, so it takes him some time to adjust, feeling the pulsing heat of her member and the salty taste of her dripping pre-cum as he strives to adapt.

"Nnn, take your time...you look so sexy like that, I could watch you all day..." Andrea purrs out encouragement, stroking Matt's hair as he sucks on the tip her cock. Looking down at the shaft and how much left there is to fit into his mouth, he feels overwhelmed, but his own cock is rock hard and throbbing despite how recently he just came.

Minutes pass, Matt making incremental progress as he pushes his mouth a bit further down, then stops to adjust. His gag reflex kicks in a few times, but with Andrea advising him, he manages to pull back a little, then try again more slowly, gradually overcoming the impulse.

At little under halfway though, he hits his limit. No matter how many times he gags, pulls back, and pushes his head down again, he can't seem to get her cock any deeper into his mouth. After failing for the fourth time in a row to get her cock any deeper, he looks upwards apologetically, feeling like he's disappointed her.

Andrea's grinning though, looking quite proud. "Haha, think that's a little over nine inches on your first try, Matty. I know a lot of the girls like to jam it in and make boys learn the hard way, but I like my way better. Nothing quite like teaching a new boy to work his way all the way down...looks like ya enjoyed your shot at gobbling a cock too, huh?" She reaches down and grabs his dick, which is throbbing madly as he continues to suck devotedly at the first nine inches of Andrea's dick.