All characters in sexual situations are 18 or older. Thanks for reading!
"It looks less frightening encased in rubber." Penelope finished rolling the condom onto her son's penis and scooted back on the bed to look at it. "My stomach is flipping over and over. I want nothing more than to be close to you and ... here we are." She tentatively reached out and grabbed his shaft with her hand. She pumped him a few times. "Do you need anything else from me before we try?"
"No, just get the fuck on already. Stop being such a fucking prig!" Theodore's voice reverberated around the room.
Penelope put her bare hand to her mouth in shock. With wide eyes, she looked at his smiling face. "Oh! You're joking." She barked out a nervous laugh. "I thought you were serious." She playfully swatted at his shoulder, careful not to aggravate any of his injuries. "My mind is clouded and my body ... is thrumming. You're naughty for teasing me like that." She returned the grin, gave him a quick kiss on the lips, and straddled him. His penis was tall enough to make the task of putting the tip inside awkward. "I'm going to be on top so that it doesn't go too deep by mistake."
"Sure, Mom. Just the tip. I remember." Theodore felt like he was about to bat in the bottom of the ninth with a runner on and his team down by one. Nerves buzzed, but that same strange sense of calm that came over him when he was at the plate descended on him now. She had tried to talk her way out of this by saying it wouldn't fit, but she was doing it anyway. She was passing the test with flying colors.
"I ... um ... I'm not sure how to ..." She lifted her hips and grasped his member, holding it steady. "I think I have to be on my feet for this." Penelope put the soles of her feet on the mattress and squatted, still holding the penis under her. She tried to look between her dangling, wobbling breasts to see what she was doing. It was an occluded view. She gave up and raised her eyes to her son's handsome face. She smiled when she saw joy and anticipation there. "My heart swells that you defended me so gallantly today. I love you, Teddy. You deserve this." With that, she lowered her hips. "Oh ... gosh ... it's even larger than my toy." Grimacing, she pushed the wide, mushroomed head past her netherlips. "Oooooohhhhhhhhhh ... this is ... uuugghhh ... difficult."
"You okay, Mom?" Theodore had a view of her stretching pussy, her shaking tits, and her beautiful hands. He chose to focus on her twisted face. One of her eyes opened wide, the other squinted with a fluttering lid. Her teeth were clenched and bared. She was always pretty, but never more beautiful than she was straining to take his cock.
"How ... how ... does Victoria do this?" Penelope felt some pleasure, but pain ruled the moment. She had clearly seen how much Victoria had enjoyed this. Was this something only a young woman could do?
"Don't talk about her, Mom." Theodore pressed his lips together. Some anger surged in him, but it was outmatched by the pleasure of her dedication and tight pussy.
"Sorry!" Penelope composed her face, only wincing slightly. "I'm ... so sorry. I shouldn't ... uuuuggghhh ... have done that. I make mistakes ... lambkin. I'm sorry ... for my mistakes. I'll ... I'll ..." She knew what to do. She lowered herself onto the massive penis, pushing past the wide head. "I'll make it up to ... you. I'll ... ooohhhhhhhhh ... gosh ... it's deep." She continued to lower herself. Her legs strained in the squatting position, her muscles starting to burn. But she dared not deviate from the course. "There ... there ... it must be all the way ... in."
"Not yet ... but you don't have to go any farther." He watched her face. It was glitching out again.
"I do ... I do ... for you. For all the ways ... I've failed as a mother. I will ... make it up to you. I ... uuuuugghhhh ... promise. I just ..." Penelope gritted her teeth and continued to impale herself on that tower.
A good mother commits to her son. A good wife perseveres. A good mother ... lowers ... her vagina ... to make him happy.
"That ... feels good ... Mom." Theodore tried to look everywhere at once. Eventually, he settled on his cock stretching her. They were just about to fully bury the condom.
"Oh ... that's good to hear ... lambkin." Penelope's smile was lopsided and strained. "I'm really trying ... I'm trying my best ... to be close to you ... I ... ooooohhhhhh ... what's that?"
"What's what?" Theodore gripped the sheets, his gaze moving back to her twisted face.
"Something in my ... belly ... it ... doesn't hurt ... it ... ooohhhhhh ... gosh ... Teddy. I think something ... magical is happening. I think ... I ... I ... nnnnnppppphhhhhh." Penelope's eyes rolled back, she bit her bottom lip, and her body convulsed. Without meaning to, she fell out of her squat, her knees touching down on the mattress on either side of him. This forced his penis the rest of the way in. "Eeeeeeeeeeeeiiiiiiii."
His mother was cumming. They hadn't even started humping yet, and she was going off like a rocket. He watched her gorgeous bare hands claw the air in some sort of ecstatic gesture. Victoria loved sex, but she'd never been this ready to go. His mother was as hot as they came. He wondered how his father kept up with her.
"Gggggaaahhhhhh ... ssnnooocckkkk." Penelope was aware that she'd just made some sort of odd snorting nose. It was indecent and uncouth, and she didn't care. Her orgasm ebbed and her vision focused. Her son was grinning up at her. "I ... um ... didn't know that would happen. Is it ... all the way in?"
Theodore nodded.
"I ... thought it wouldn't fit." Penelope shook her head in disbelief.
"You can make mistakes, Mom." He had to admit, this was better than fighting with her.
She gave him a strained grin. "Yes, and I'm making up for them ... uuugghhh ... right now." She followed his gaze. "I see you ... looking at my breasts. You can touch them ... if you want."
"You're smiling ... but you're also grimacing. Does it hurt?" Theodore cupped her breasts and hefted them. They were perfectly heavy and full.
