Skip to Content

My Best Friend - Part 6

Her hair was a ragged mess, dangling around her face like a fraying mop. Her cheeks were bright red, and there was even a line of moisture leaking down her chin from where she might have been drooling.

She had never been more beautiful.

The post-orgasmic panting lasted for a few moments longer before I started to see the edges of her lips curl upwards. In less time than it took to blink, a full smile was plastered from cheek to cheek and Lilah was starting to giggle. I couldn't help it. A grin broke onto my own face and I joined in her chuckling.

"Wow. That was- wow!" Lilah breathed. "That's so much better with someone else helping me!"

Wait, did that mean I was the first person she's ever done something like that with? Did that mean...

I didn't get a chance to finish comprehending the thought before Lilah let go of my wrist, unlocked her legs from my back, and spread her legs to drop them back to the bed. "Alright, Jacobs. Your turn."

"Uh, what?"

"You help me get off, and I help you. Now swap places."

Oh. Right. I guess the original plan was to bring each other to completion, and then I got a bit carried away. Frankly, I had forgotten all about myself during that entire sequence. It was just too much fun to play with Lilah's special bits.

I could only nod meekly and swallow as the two of us pivoted around each other. When my back was up against the headboard the same way Lilah had been moments before, I felt Lilah's hands tugging at the waistband of my pajamas. All I could do was lift my hips and let her strip me. Only when my pants were off and my erection was standing proud and swollen did Lilah move in between my legs. I was caught off guard when she didn't keep a position on her knees like I did.

Instead, Lilah sat right on the bed and wrapped her legs overtop mine. That not only served as a way to keep my own legs open, but spread her own at the same time to give me a lovely view of her flower once more. A view that lasted a mere moment before she scooched forwards until our nethers pressed into each other.

Oh my.

I could feel Lilah's lower lips kissing up against my testicles while my shaft pulsed against her stomach. This position was so much more intimate than what I had taken. When Lilah wrapped one hand around my shaft and began stroking slowly, my mouth went dry. Her fingers felt indescribable clutching to my erection. She slid from the very base all the way to the tip, lingering for a moment before going all the way back down to repeat the process. It was not a long distance for her hand to travel, but every inch felt amazing regardless.

Until she released me suddenly. However, I didn't dare to question what Lilah was doing, especially not when she squeezed her hand into the gap between our nethers. Her knuckles were brushing up against my balls, and it took me far longer than it should have to realise what it was that she was doing. It was only when she stopped fingering herself and brought her hand back up to clasp around my member when I finally fit the pieces together.

Lilah was going to jerk me off using her own juices as lube.

The amount of blood that rushed to my cock left me light-headed. I felt like I was going to burst. She probably wouldn't have even needed to lubricate herself, since precum was all but drooling from me at that point. Still, every time her hand glided across my skin towards the head, she swept a thumb across the tip to gather my fluid and add it to the glistening sheen now covering my member. I was transfixed- watching her hand move up and down while her other was braced behind her on the bed.

"Hey, eyes up here."

I reactively glanced from Lilah's scolding, and fell right into the trap. It was then that I realised what she wanted. I had maintained eye contact with her for the entire time I brought her to climax, and it seemed she wanted to do the same with me. I also realised that it was an entirely different sensation to be on the receiving end. To stare so deeply into Lilah's soul while feeling her hand stroke my throbbing shaft was indescribable. She wore her classic grin, maintaining our staring contest even while she leaned back slightly and pressed her cunt even further into my crotch.

And she kept going. One hand braced on the bed, one hand rapidly increasing the pace as it worked to milk me, and even her pelvis began to grind up across the base of my cock. I could feel her sodden lips drooling against me as she half-scissored-half-masturbated me. I didn't know what to do with my hands. I resorted to clutching onto her calves, holding on like a fucking lifeline as Lilah went about her business.

There wasn't a snowball's chance in hell that I could last like that. I doubt I even made it half the time that Lilah did under my administrations. In fact, I had a feeling I didn't break a minute. I couldn't even accuse Lilah of 'cheating'. All I could do was groan and look ahead in the beautiful prison of her eyes while my entire abdomen clenched around my orgasm like a vice.

I felt like I was erupting. My cock throbbed once, twice, and then every subsequent pulse brought with it a stream of sticky cream that sprayed against Lilah's bare stomach. She kept stroking, kept grinding, and kept staring. I could only pulse in her hand as spurt after spurt of cum plastered onto her skin. It was the best orgasm of my life- that was for damned sure. Even after my balls felt like they were boiling and my shaft refused to spit out any more liquid, I continued to throb with the throes of my climax.

White lines were splattered across Lilah's smooth stomach, pooling down into her cute little belly button. Her hand was covered in my cum, making lewd noises and a slimy mess of my cock as she continued to slowly stroke up and down.

"Feel better?"

I struggled to find words. "Ohh... uh, yeah. You?"

"Mhmm." She smiled. "Now I can definitely focus on the show."

I noticed that when she rolled down her tank top back into position, she did so without bothering to do anything about the cum staining her stomach. I also noticed that when she crawled back into our cuddling position from before, she made no move to grab our pajama pants. Finally, I noticed that she was pressed up into my side even more so than usual, with one of her naked legs curled over mine.

Then she pressed 'play' and the sounds of the show returned.

Lilah sat on the edge of the bed, hands resting nervously in her lap. Just the memory of Henry watching her leave the washroom after her shower, fully naked and glistening with moisture, made her shiver. She could remember him doing the same as clearly as if it was happening right in front of her and not half an hour earlier.

Waking up beside him was such a weird feeling, too. It didn't matter that butterflies were swarming in her stomach the entire time they were cuddling- once her eyes closed they did not open until Henry had shaken her awake. She even slept right through the alarm. Lilah never slept through her alarms.

And- oh god- what they had done last night...

Lilah tried not to let a visible shudder run through her body. Miss Jacobs was leaning in very close with a makeup brush, after all.

It was a herculean task. Just the way that Henry was looking at her during that entire time made her heart go weak. With his fingers inside of her, her legs locked around his back, and his soft blue eyes refusing to move from hers...

Ugh. Lilah didn't look at the ceiling because her climax forced her to- though it came really close. Lilah had to look away because it was just too much, too quickly. Did Henry notice her crying when they were cuddling afterwards? She didn't think so. He fell asleep really quickly.

"Lilah, what's wrong?"

The native girl's eyes refocused and flicked back towards Miss Jacob's mere inches away. They were just as blue as her son's.

"I-uhh, I'm just nervous. I've never been to a wedding."

Miss Jacob's brow furrowed. She was just as expressive as Henry, so it was easy to tell that she was calling bullshit.

"Darling, just don't. I know that Henry's been lying to me recently and I don't need you to join in. Any time I bring the two of you up, he closes up like a clam and doesn't talk to me. I know the two of you are having problems, and I want to help. I can't do that if neither of you tell me what's actually going on."

"Erm..." Lilah struggled for several long moments. She wanted to say something. She needed to say something. She couldn't betray Henry's trust like that, though, and she still wasn't sure how she felt in the matter anyway.

But this was chewing the flesh from her bones.

"You aren't gonna like this."

Miss Jacobs huffed. "Please. I've had quite a few boy problems back in the day. I can handle anything you can throw at me."

"Well," Lilah said, "the thing is... we're not actually dating."

The woman just stared. "Come again?"

"Henry said that we were dating last year, right? He was lying. We weren't together, and we haven't been. He just told you to get you off his back about the whole dating thing."

She was staring silently. Lilah had never been one to feel awkward about things before, but now she could practically feel it drip from her skin.

"I knew about it the entire time, but he didn't actually admit anything about it to me until the day before yesterday when he told me about the wedding."

"I told you about the wedding."

Lilah shook her head and almost managed a tiny grin. "No, he told me on the way back. I was just pretending he didn't so I could get him in trouble."

"You always were a troublemaker." Miss Jacobs returned the brush to Lilah's cheeks, gently continuing her application of whatever makeup she decided on. "Let me get this straight..."

"You two are not actually dating, and have merely been pretending for the better part of a year. You agree to come to this wedding, and so the two of you are playing all lovey-dovey by going on a brunch date, cuddling during breakfast, and kissing each other, all to convince me that you two are dating so I don't catch on to your little charade."

Lilah could only give a small nod. Miss Jacobs returned the foundation brush to the obscenely large makeup-travel-kit-on-wheels and pulled free something that Lilah vaguely knew was meant to curl her eyelashes. Either that, or something used by Smurfette's gynecologist.

"Close your eyes. I'm all too familiar with the fake dating act."

"You are?" Lilah's eyes reopened at the statement, forcing the woman to back the curling device away.

"Ah, don't move, honey- I'm working here. But yes, I myself pretended to be a lesbian back when I was in college. I had a feeling that one of my professors was hitting on me, but I didn't want to make any accusations I wasn't completely certain of. So, one of my friends and I would just make sure to be a little bit more 'friendly' during his lessons, and it certainly worked because he backed off rather quickly."

Miss Jacobs moved over to Lilah's other eye once the first was finished.

"What I don't understand are some of the specifics. You agreed to come to the wedding, when you had no need to. My son has seen you naked at least once, not including the nude pictures you sent him, and I'm pretty sure I heard you moaning last night, which means something happened after we returned to our rooms."

Lilah felt her cheeks turn a darker shade. When Miss Jacobs pulled the curler away and Lilah reopened her eyes, the woman was staring with a question on her lips.

"I originally thought that my son was planning on breaking up with you, but now things are clear that you were pushing a lot harder than he was. However, now I need to ask you- were you pushing the act to try and sell it more, or were you pushing the act because you wanted it to become real?"

She looked down at her hands, clasped in the lap of her simple blue dress. "I... I don't know."

"Darling, look at me." Lilah returned her gaze to the older woman. Her cheeks were rosy with a faint artificial blush, but she still looked regal.

"Just talk to me, okay? Tell me everything."

Lilah nodded and took several moments to capture her breath, but also to figure out how to begin.

"When I first found out that he told you we were dating, I just thought it was funny. I wanted to see how long he could manage to keep the act going, and whether it would change how he acted with me. It didn't change anything, so I never spoke up about it. We were still friends, and I was having fun knowing that he was sitting on a live grenade that was gonna go off eventually."

"Anyway, then he 'lets me in' on the secret and invites me to the wedding, and I figured I could take the opportunity to really mess with him. I know he used to be really into me a long time ago, and I'm pretty sure he still is. So, that meant I could take this act and use it as an excuse to make him squirm. That's why I sent the pictures. That's why I've been so overly, well, everything. It was fun to make him uncomfortable. But then..."

Lilah's voice faltered. Thankfully, Miss Jacobs was more than willing to pick up the trail.

"But then you realised you were falling for him."

Lilah nodded. Henry's mother moved to sit beside her on the bed and rested one hand on the younger girl's knee. Lilah thought she would have to explain why her feelings would make things so complicated. Once again, Miss Jacobs proved that she was far smarter than she let on.

"You two engaged in some kind of 'activity' last night, and it was too much, too quickly. You've always seen him as a best friend so the sudden intimacy is terrifying, and now you're scared that trying to change your relationship from 'friends' to something else is going to cause you to lose him altogether. However, it's also too far beyond 'just friends' at this point that you two couldn't go back to the way things used to be no matter how much you tried."

Like a bobblehead, Lilah nodded yet again. The older woman gave a sad smile.

"Take it from someone who's been around the block a few times- what you're feeling is a good thing."

"It is?"

"Pretty sure. Every guy I've ever dated, even Henry's father, I was never scared with any of them. I knew exactly what I wanted and I was grabbing it with confidence. I never felt worried about losing them. Let me tell you though, I am terrified about Gary. The only thing I can think of when I'm around him is how desperately I don't want to screw things up."

"Like making one wrong move will destroy everything."

She smiled and took one of Lilah's hands in hers. "Exactly."

"What do you suppose we do?"

"Darling, if I had an answer to that, I wouldn't be divorced."

Both girls gave a short chuckle. Miss Jacobs eventually patted Lilah's hand. "I'll tell you what. Let's both focus on trying to get through this wedding first. I won't say anything about the act to either of the boys. You just keep doing whatever it is that you're doing with my son, even if it's scary. Especially if it's scary. I'll do the same, and then on the way back home we can consider the idea of letting everything out onto the table."

"You're not upset?"

"Oh, I'm upset." She smiled. "I'm furious that the two of you have been lying to me for all this time, but I also know that Henry was the one who crafted the charade to begin with. He was the one who pulled you into this mess, so now I have until tomorrow to think of a suitable punishment for him."

"I was the one who chose to keep playing along, though."

"Lilah honey, you did not do a single thing wrong. Even if you did, you know that I adore you too much to ever try and punish you." Miss Jacobs stood from the bed, returned to her position in front of Lilah, and gave a warm wink. "Now I want you to show me that beautiful smile of yours."

Lilah blushed and looked down. Miss Jacobs laughed.

"No, I'm serious! You have such a pretty face, and your smile lights up a room. I want to see it again, but I also need to see it so I know which shade of lipstick best suits you."

There was no witty comeback. No sassy joke. No confident grin, and no playful laugh to hide behind. For what may have been the first time in a very long while, Lilah's lips curled in a smile that could only be described as genuine.

"Absolutely gorgeous. I think I might have a necklace and some bracelets that would look spectacular on you, but we'll worry about that once I get you some lipstick and work on your eyeshadow, okay?"

"Sure."

I stood straight, trying not to stare at Gary's face in the mirror before us. He was standing behind me, both of us wearing white button-up shirts. The collar on mine was curled upwards to allow space for Gary to work. His hands were just in front of my collarbone, working away to finish my tie. One of mine was held up in front of me with my phone on fullscreen to show a step-by-step tutorial about the process.

"So you're lying to Patty about dating your best friend, but now you two have agreed to actually date each other for the weekend instead of just pretending, and then you're going to see how you feel after you get back?"

"I guess that about sums it up."

"So that moan we heard last night, that was you two consummating your new temporary relationship?"

My cheeks flushed with red, leading Gary to chuckle. "Hey, no worries! From what it sounds like, both of you are really, really into each other."

"You really think so?"

"I do. But would you mind holding the phone a little steadier? I haven't tied a tie in twenty years and let me tell you- this isn't like riding a bike. Granted, I haven't done that in a long time either, so who knows?"

Gary fumbled for a moment, pulled the fabric through a loop, then scowled as the knot turned out sideways. He grunted as he untied it and returned the tie to the starting position of draping over my shoulders. I restarted the video for a second time.

"You think Lilah likes me?"

"Based on the way you two were kissing yesterday, I think she more than 'likes' you."

"That's the thing- she said to my face that she would take this act however far I'm willing to go, which makes me think that she likes me back, but she also rejected me when I asked her out."

Gary's hands faltered. "She rejected you? Okay, that makes things a little bit more complicated."

My heart sank. "I thought so. We didn't even talk for months after she declined me, and now this weekend might just end up destroying everything we have."

"Wait, months? When did she reject you?"

"Fifth grade."

Gary's hands let go of my tie and rose to rest on my shoulders. He wore an expression of bewildered annoyance. "You made it sound like she said 'no' last week!"

"What difference does it make? She already said she didn't like me in that way."

"Yeah, ten years ago! People change! I would never have been into someone like your mother back when I was in fifth grade, but now she's the only one I can imagine. If it was that long ago that Lilah rejected you, you should consider the possibility that she genuinely wants this as much as you do. Especially with how 'friendly' you two have been with each other this weekend, I'm willing to put money on it."

I didn't know what to think. I wanted so desperately to believe him, but I was so scared of that little gremlin in the back of my mind. He's wrong. Lilah never changed. She's just doing it for the act. You're right to be terrified, because everything is going to fall apart tomorrow.

"I'm not sure..."

"Henry." He rolled his eyes. "Based on what I heard last night, she has to want this. Nobody goes that far for an act unless they're getting paid for it, or they want it to be real."

As if on cue, Gary and I both looked towards the door as we heard the electronic lock click open. Gary smiled when Mom walked back in with her makeup bag rolling behind her.