Chapter 20: MILF Club

Arthur slowly opened his eyes, waking to the smell of food.

Little by little, his memories returned. He remembered where he was, and that Vanessa had given him a handjob, and then... he had fallen asleep?

He wasn’t entirely sure, but as he looked around, he recognized Vanessa’s bedroom. He was still lying on her bed, exactly where she had left him.

Arthur slowly sat up and rubbed his face, trying to clear his head. His body still felt strangely relaxed, almost as if he had just woken from a deep night’s sleep.

Then he remembered she had removed his underwear, and his cock throbbed at the memory of her handjob. His face immediately turned red.

"Oh, come on..."

He looked around the room, eventually spotting his underwear on the floor beside the bed. His pants were nearby as well, so he quickly grabbed both and put them back on before leaving the room.

Once he was properly dressed, Arthur stepped into the living room, where Vanessa greeted him with a warm smile.

"You arrived just in time." She clapped her hands together cheerfully. "The food I ordered just arrived. Come on, sit down."

"You ordered food?" Arthur asked, still looking somewhat surprised. "What time is it?"

Vanessa smiled gently and told him it was already almost eleven at night. Seeing the worried expression on his face, she quickly reassured him.

"Don’t worry. I already told Amanda that you got so tired after helping me that you ended up taking a nap. So you don’t have to worry about her."

"So I... I really fell asleep after the handjob..." Arthur muttered, feeling rather embarrassed.

Vanessa couldn’t help but smirk.

She walked over to him and stretched up onto her toes just to reach his head, gently running her fingers through his hair.

"Don’t worry. You were tired after carrying all those heavy pieces of furniture and working so hard. Besides, it’s not unusual for men to feel sleepy afterward."

Arthur still felt that his pride had been wounded. Falling asleep so quickly afterward made him feel rather pathetic.

Vanessa noticed his expression and smiled proudly.

"Besides, I’m sure your ex-girlfriend never came close to me when it came to teasing and skill." She gave him a confident smile. "I simply gave you an experience good enough that you couldn’t keep yourself awake."

She leaned closer, lowering her voice into a teasing whisper.

"Don’t worry. You’ll have plenty of chances to get used to the real thing. Now, be a good boy and sit with me. Let’s eat."

Arthur nodded, deciding that arguing with Vanessa was probably pointless.

He watched as she turned around and walked toward the table, casually swaying her hips with every step. He couldn’t help but stare for a moment before following her.

Finally, he sat beside her.

Vanessa had ordered a delicious assortment of Chinese food, and the two of them began eating together, enjoying the quiet atmosphere of the late evening.

As they ate, Vanessa reassured Arthur once again that he could stay at her house for the night. In fact, she deliberately left the suggestion hanging that he might even be sleeping in her bedroom, which immediately made the young man feel hornier.

However, Vanessa wasn’t interested in rushing anything. Before anything, she wanted to enjoy a good bottle of wine with him and have a proper conversation.

For some time they talked, as the MILF told him a great many stories. She told him a few embarrassing stories about Iris at first, and a few embarrassing stories about herself too, like how once, in college, she joined the wrong class and kept attending it for a full week before finally realizing her mistake.

And by all accounts, the woman was not holding back when it came to her alcohol consumption. She wasn’t wearing just a small bikini anymore, either. The only thing separating her from being completely naked was a robe, loosely hanging from her shoulders.

"Did something happen?" Vanessa asked, noticing how the boy had become more silent, his eyes drawn to her body. More specifically, her breasts, which were dangerously close to becoming bare.

She tellingly pushed her robe open just a little bit more, letting him see a hint of her nipples. Then she slowly closed it, reducing the temptation.

"Maybe I have tempted you too much?" she asked.

"A bit..." Arthur admitted with a silly smile. "But I was just mostly thinking that you seem to trust me way too much..." He struggled to find words. "I don’t want to say you are too careless, but..."

"But we barely know each other, right?" Vanessa crossed her legs, her eyes shining mischievously. "But at the end of the day, you are Anne’s son, so how could I distrust you?"

That was the point Arthur had a hard time wrapping his head around. Or, better put, this was what made him so curious: how close were Iris and Vanessa to his mother, to trust him so fully just because of her?

His mother never spoke about herself or about her friends, so it was not like Arthur knew much about it.

"Hey, boy, if you want to ask something, just ask. Beating around the bush won’t get you anywhere." Vanessa teased him, slowly opening her robe once again. "It’s like I said before: you must tell me what you want, do it firmly."

"Could... could you tell me more about my mother? And why do you trust me so much?"

Vanessa smiled and looked up, lost in thought. "You have been listening to me speak for so long, so I think I could answer one question or two." She raised three fingers, her expression becoming laced with mischief.

"However, telling you everything would be so boring, so I’m giving you three options."

"Three options?" Arthur blinked, trying to understand which were the options.

"First, I believe part of the reason we trust you so much is because you look like your father. So if you want, I could tell you about him." She slowly lowered a finger. "However, if you choose this one, we will never have sex."

"What? How are these things related?" Arthur asked, confused.

"Second option: I will tell you about how I met your mother and how we became best frenemies in college." She lowered the second finger and then struggled for a full second to find the right ’but.’ "That said, if you choose that, I will tell your mother you have been seducing me and sleeping around, breaking girls’ hearts."

"This is a lie!" he said, his body trembling a bit, imagining how angry his mother could get at that. And his mother was beyond scary when she got angry.

But once again, Vanessa completely ignored his protests. She only smiled, enjoying her own teasing and wondering what he would choose.

"And last, I could tell you about the MILF club," she lowered the last finger. "And if you do that, you will need to obey all my orders until I fly out of town. Don’t worry, because I will be leaving by tomorrow."