Chandler walked into Rachel and Monica's apartment one morning, with a look of obvious frustration on his face. Monica was sitting at the kitchen table eating toast and orange juice.
"Hey there, lover boy. How are things going with Kathy?" she teased.
The week before, the roommates had given Chandler some "tips" on pleasing Kathy, with Monica coaching as Chandler practiced on Rachel.
"Oh fine," he said disgusted. "Is Rachel here?"
"No, she's already at work at Bloomingdales. What's up?"
"Well, it's just that... okay... Kathy's been... agreeing with me... A LOT during sex... you know, since you guys helped me out last week."
Monica smiled, pleased with herself. "Yeah, yeah, you should have seen her running in here the next morning to thank me... well, and Rachel too."
"Yeah well, things have been pretty good for the last seven days..."
"You've done it every night since then? I'd say you'd doing REALLY good, stud!"
"Yeah, until last night... she, she wanted me to do something... different."
"Like what?" Monica asked, confused.
"Like... rear-u-lar... things."
Monica tried to hide her giggle.
"Ohhh, I understand. Kathy wanted anal sex."
"Yes, she wanted 'anal sex'," he responded sassily, irritated at himself more than anything.
"So what'd you do?"
"I, I froze. I didn't know what to do. So I just went into her 'the normal way'. It was fine and all. And she agreed with me as much as ever. But, but I just wanted to do that for her, you know? So I was hoping that maybe you and Rachel could help me again... like, like before... with you telling me what to do and Rachel letting me practice on her."
"Well, as much as I like telling people what to do..." Monica paused, then laughed knowingly, "yeah, I don't think Rach would do that. She's still a virgin... in that area, at least... and I'm pretty sure she wouldn't change her mind just for you."
"Great... and now... and now my girlfriend's gonna break up with me because I won't do her in the ass."
Frustrated, Chandler got up and started to go.
"Wait, Chandler," Monica said, brushing the crumbs from her fingertips. She took a sip of juice.
"C'mon," she said getting up and walking to her bedroom. Chandler followed her, and she closed the door behind him.
"Okay. Take off your clothes," Monica said, as she started to disrobe.
Chandler looked at her. "Wait a minute. You mean, you... you've done... 'that'... before?"
Her high heel boots were already kicked to the side, and her pants were quickly coming off. She stood there in a thong and tight long sleeve shirt that clung to her arms and chest.
Monica smiled coyly, "I have some experience..."
She pulled her shirt off, over her head and shook out her short bobbed hair. Then she continued, conversationally.
"One guy told me that I had 'an ass, made for fucking'..." she smiled, "but whatever."
"Well, all right then," he said, cheerfully. "Thanks, Mon."
As they stripped naked, it never seemed strange to them that the subject was anal sex. It was as if Monica was going to be teaching him how to bake a cake.
"Okay. Get into bed," Monica said, pulling back the covers and climbing in. Her nude friend joined her. "Now, in the drawer beside you there are condoms, a towel, and a tube of lubricant. Why don't you grab all that now."
"Condoms, huh? I didn't think girls could get pregnant that way," Chandler said, laughing at his very bad joke. Monica smiled, tolerantly.
"Well, it's up to Kathy if she wants you to use one. But for me, if I'm gonna give the guy a little 'oral action' to finish him off, I don't want it in my mouth after it's been up there."
"So I'm gonna get some oral action too, huh?" Chandler said, intrigued.
Monica gave him a sultry look, "Depends on how well you do. Let's just call it... your incentive plan."
As Chandler pulled the items out of her nightstand drawer, he questioned, "So you always keep this stuff nearby?"
"Like the Boy Scouts say, 'Always Be Prepared.'"
"Well if you were in the Boy Scouts, you would have been the most popular Scout in my troop... and you probably would have gotten some interesting Merit Badges."
Monica laughed, "No, silly, I wasn't in the Boy Scouts. But I dated a former Boy Scout."
"Who?" Chandler inquired.
"Richard," she replied nonchalantly.
"Ohhh, Richard," Chandler said flatly, remembering who Monica's last boyfriend was. He immediately imagined how Monica would be comparing him to "that mustached bastard". She sensed this and comforted him.
"Chandler, trust me. You won't disappoint me. And I KNOW you won't disappoint Kathy."
Monica's hand went under the covers to Chandler's soft penis.
"So first, let's get you good and hard," she said as she began to fondle him.
Chandler lay there for a few moments, letting Monica stroke his dick. She was watching the bump in the covers move back and forth. He looked at her beautiful face. Perfectly formed mouth. Her red lips.
He kissed Monica. This almost surprised her, but in a split-second, she was happy to join in. They made out in bed, as Chandler cupped her medium-sized breast. His rod quickly got hard in her hand; yet with her objective reached, she still kept stroking it, enjoying his attention.
"Rachel was right. He is a good kisser," she thought.
Monica could feel herself getting "hot and bothered" as Chandler's kisses became more passionate, and his hand roamed her breast, neck, cheek, and through her hair. She cleared her throat as she pulled away slightly, discretely licking her lips.
"This is, um... good. Very... good. Because... you'd be having, uh, foreplay with Kathy before you... you know... so we should, um..."
She fell back into his kisses, returning them with equal passion. Chandler's lips soon drifted away from her mouth, to her neck. Monica settled onto her back. A lusty sigh escaped from her. Then she giggled as he began nibbling on her earlobe.
Monica took his face in her hands and breathed deeply as she tasted his mouth, once again. Then she moaned softly as his tongue left her own and traveled to her shapely breast. A louder moan came as he sucked on her pretty pink nipple.
His hand glided the length of her body, from breast to ankle. She curled her leg up, responding to his touch, and wanting him to caress her.
His fingertips traced little circles on her abdomen, scant inches above "Number Seven".
"Mmmm... he's learned his counting lesson well," she thought, with a little grin.
Chandler's fingers were teasing her into wanting more intimate touching.
"Do it," she whispered.
Chandler barely brushed his fingers on Monica's clit. She gasped and her body shivered. Then the flesh of his finger met the flesh of her clit. He slowly pushed it across her button.
