Tommy can't cum with a condom

You can feel how close Tommy is to an orgasm, but no matter what you try, you can't seem to make him cum. You massage his balls as your butt bounces up and down on him. You work his huge cock with your inner muscles. You lean back against him, pull his mouth to yours, and guide his hands to your big tits. He squeezes your breasts and tugs on your hard nipples as you grind your pussy up and down his rubber-encased cock.

After several minutes you're sweating and starting to cramp up. You look at Mrs. Cleft with a pained expression.

"What is it, Joy?" The older woman asks, fanning herself with a magazine.

You sit down fully on Tommy's enormous prick and it fills you up like a broomstick.

"Tommy is amazing," you pant, "I love his big dick-"

"Penis," Mrs. Cleft corrects.

"I love his big penis," you say and throw Tommy a sly look over your shoulder. "I just don't think he can cum wearing a condom."

Concern furrows Mrs. Cleft's brow. She looks down at Tommy's lap and you spread your legs so she can see the thick rubber-covered shaft of her son's cock disappear into your red and puffy teenage pussy.

"Oh, my," Mrs. Cleft clucks. "Well, if he can't ejaculate, I suppose we'll have to stop then."

"Mom!" Tommy complains. "I can do it."

"I have an idea," you say and stand up.

You and Tommy both groan as his huge prick slides out of your sore pussy and flops against his belly. You turn around and kneel between his legs. You can smell the warm rubber and your own juices.

You grab the ring of the condom and quickly roll it back up to the head of his cock. The reservoir tip is completely filled with precum, indicating Tommy's intense state of arousal. You snap the condom off his cock and discard it in the nearby trashcan.

"I'm not going to leave this job unfinished," you say. "Since you're a virgin I know you're disease free, so I'll give you a choice."

You begin to slowly stroke Tommy's cock. Mrs. Cleft and Tommy both look to you with intense curiosity.

"I'll finish you off without the condom," you say. "But you've got to warn me before you cum. Can you do that?"

"Yeah," Tommy says. "I know I can."

"You have to be sure," you say and then dip forward to give him a long lick along the underside of his shaft.

"I'm - oooh - I'm sure," Tommy groans.

"I'm not," Mrs. Cleft frowns. "What if he doesn't warn you?"

"I trust him," you say and give her son a wink. "Don't you?"

"Well," Mrs. Cleft folds her arms over her big tits, "I'm not convinced, but since this is my boy's first time I want it to go well."

"Great," you give Tommy's purple cock head a kiss. "Now, Tommy, do you want me to use my mouth? Do you want to fuck me some more? Or do you have a different idea? I'm up for whatever you want."

As he considers your question you continue to stroke his huge prick as it begins to ooze even more precum. Whatever he chooses you don't think he'll last very long.