Jay Friday
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The Masseuse (Ch. 24B: Decisions)
🕑 Added 2025-07-16 16:46:31 +0000 UTCAuthor's Note: if you've for some reason decided just to skip ahead, please understand that this chapter is one of four different endings to the story.
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They both blinked.
Claire spoke first. "Are...are you sure?" She looked me up and down, obviously thinking that I was pretty turned on, that it was her turn, and she'd probably be able to finish me in no time. And she was almost certainly right about that.
Which is what I was hoping.
I nodded. She swallowed, hard. She looked like she was about to cry, obviously thinking Olivia would easily be able to finish me in forty seconds.
Olivia, who had just pulled off of my lap, leaned forward. She stood between my legs, eyes downcast. "Okay, it was forty seconds where you get to tell me what to do...so...what do you want me to do, Rick?"
I took a deep breath. "Let...let Claire do whatever she wants for forty seconds."
Olivia looked me in the eye. Her smile was knowing, like always -- but sad, brittle. She sighed, and broke eye contact, looking away. "Oof. Well, this sucks. Okay." She stepped back.
Claire looked at me in disbelief, and repeated herself. "You're sure?"
I looked at her. "Of course." I said the words, gently.
She stepped up and kissed me. I broke it off after only a few seconds. "Uh, we have like thirty seconds for you to-"
She laughed, giddily. "Do you think it'll take that long?" She went over, sitting on the edge of the massage table, and pulled me to stand between her legs.
"I mean, it mi-" my words dissolved into a moan as she slowly started working me inside her. God, she was tight.
She looked up at me, biting her lip as she worked more of me inside her. "Mmph...I want you to fuck me as hard as you want. Do whatever you want. You...you don't have to try to last...just do whatever you want to me."
Fuck. She didn't have to tell me twice. I slowly pulled my cock out, and slid back into her a few times, making sure I was well-lubricated. She moaned, and used her hands to try to spread her legs further apart.
I started pumping in and out of her. After two thrusts, I could feel the orgasm mounting. A third thrust, and a fuck, Rick from her, had me on the edge.
And after one more thrust, I felt myself cresting the edge. She made a series of small whimpering sounds, staring into my eyes, as my hips locked and I could feel my cock pulsing, deep inside her.
We were both breathing hard, staring at each other. The door opened, and with a resigned sigh, Olivia left the room, closing it behind her.
I spoke first. "Can...can we get dinner before we go to your place and talk to Brittany?"
She nodded, mutely. "That...that's a good idea."
---
We had gotten on the same page over dinner. I had apologized about fifteen times, and we had agreed to go back to Claire's apartment together to confront Brittany.
I was looking forward to tying up this loose thread, to putting Brittany behind us.
Claire looked nervous in the elevator up to her apartment. I smiled at her reassuringly.
"Look, however this goes, it's not going to change...us."
She nodded, and reached out, and took my hand, and then opened the door to her apartment.
Brittany and Emma were sitting in the living room, each with a glass of wine in hand. Brittany must've just said something funny, because as we opened the door, Emma was giggling uncontrollably.
Fuck. I hadn't expected Emma to be here.
They both turned to look at us.
Claire squeezed my hand.
Brittany had a look of absolute glee on her face. "Oh, hey Claire...Rick..."
Emma had about five conflicting emotions on her face. Guilt -- I got the sense maybe they were talking about me. Amusement. A flash of...maybe jealousy? Resentment? And some sadness.
"Hey Brittany. Hey...Emma...long time no see." I squeezed Claire's hand back.
Jealous and amusement must've won with Emma. "You must be Claire...Brittany was just telling me about you. Sounds like Rick is still...quick. My condolences," she said, still giggling. She sounded a little tipsy.
I sighed. There was a little anger and shame at her comment, but I was mostly just disappointed by her reaction. I had dated her for two years, and this was how she was behaving? "Brittany is an asshole but it doesn't mean you have to be one too, Emma."
"That's not what you were saying the other night, Rick..." Brittany's lips curved up into a smile.
I felt a lot more shame at that. "Fuck off, Brittany. That was a mistake."
"Mmm...you didn't seem to think so at the time..." she stood up, walking over to us, and took in Claire's lack of surprise. "Oh, you've told her already, I see..." She gave Claire a sympathetic, almost pitying smile.
Claire stiffened. "Wow. Okay. I see how it is. Britt, you're being a real piece of shit. I can't remember how much time is left on our lease but however much it is, it's too much. I'm going to be spending a lot more time at Rick's place, I think. Emma, I'd say it was nice to meet you, but it isn't. C'mon, Rick." Grabbing my hand, she marched me down the hallway to her bedroom. She basically shoved me inside, followed me in, and slammed the door behind her.
I sat on the edge of her bed, head in my hands. "Claire, I'm sorry. This is all my f--"
I was cut off when she pushed me back a bit, climbed into my lap, and started kissing me deeply. I reflexively pulled her against me and returned the kiss. It was long, and by the end of it, I was starting to get aroused.
Claire adjusted herself so that she was grinding against my rapidly-hardening cock. She still looked pissed -- but not at me, which was a nice change of pace. She whispered in my ear. "Fuck them. And I accept your apology. Now you can make it up to me by fucking me to a screaming orgasm while those two are in the living room listening to it."
I froze. Now I was rock hard and I had an absolutely massive case of performance anxiety. "Claire, I'll...I'll try if you want, but..." I trailed off, wordlessly. But if I can't, it'll just confirm what they already know. I felt my face redden.
"Rick. Relax." She nestled against my chest. "You can do this. It really won't take much...I've been on edge all day. I know I got mad during the contest, earlier, but it was so hot. I almost came when you did, earlier. And you've cum three times already today. You can last."
She gave me a small smile. "And if you can't, who gives a shit what they think? We'll have fun either way."
I took a deep breath, reassured by her last words. And she was right. If I was going to be able to do it, I'd be able to do it tonight.
I stood up, holding her, and put her down on the bed. I slid one hand up her skirt and between her thighs; remembering how sensitive her breasts were, I started squeezing and massaging them with my other hands.
She let out a moan. "Fuck, your hands feel good..." Her tits felt full, soft, and pillowy through the thin fabric of the crop top as I ran my hands over them. I took a moment to strip off her skirt and panties, as well as my pants and boxers, not even bothering with her top.
She looked up at me. "I need you inside me," she whispered.
I lined up the thick head of my cock and slowly started to slide inside her. She let out a needy groan. "God, I'm never going to get used to how big you are..."
There was a giggle from the living room. "Careful, Claire, if you keep making sounds like that, he might pop before you want," Brittany called. I heard a derisive snort from Emma as well, and I blushed.
"Ignore the jealous bitches," Claire whispered. I nodded. I was trying, but it was difficult not to think about them, listening, expecting me to cum quickly...I slid further into her, feeling the orgasm building already. Fuck. I had to try to last. This was my shot to show them.
I slowly worked in and out of Claire. I needed to start slow anyway -- she was tight, and it was helping to get the entire length of my cock well-lubricated.
Her face was flushed, and she reached up, gripping my hips, and started to pull me in faster. "Fuck, yes, give it to me..." she hissed.
God. How much she wanted my cock -- needed it -- would never stop turning me on. But it was also speeding me towards an orgasm that I didn't want, just yet. I resisted her pulling me in faster.
To make matters worse, Brittany had clearly heard her. "I'm sure he will, Claire -- for another two pumps, anyway." I heard a giggle from Emma again.
Fuck. I thought of the many times Emma had made me cum quickly -- often in only two pumps. I kept thrusting slowly, trying to keep control of myself. But my face was burning with humiliation.
Claire, on the other hand, just looked aroused. "Rick -- after you make me cum I want you to blow your load across my tits and face." She purred the words out, loudly -- clearly projecting for the peanut gallery in the living room to hear -- but with authentic desire in her voice.
There was a mutter from the living room. Brittany either didn't like that, or -- given her particular fetish -- was turned on by it. Either way, I grinned at Claire -- it certainly shut her up.
Claire winked at me, and then looked down at my cock pumping slowly in and out of her, and let out a deep, contented sigh.
"Fuck, this feels so good...play with my tits while you fuck me..." she pleaded.
I tried to. I reached out and squeezed them -- but after only a moment, I was right on the edge. They just felt so good, the way she responded with little whimpers and moans was so hot, and she was so tight, gripping me as I thrust into her...I stopped, and froze, trying to keep from getting closer.
Claire clearly saw what was going on, and pulled herself off me. "I want you to bend you over and fuck me."
"I'd be careful, Claire, he couldn't ever last for me fucking me from behind...he's probably not gonna make you cum that way..." It was Emma from the living room this time, amusement in her voice, maybe trying to shore up her friend.
It made me angry. Claire was nothing like Emma. Claire was bent over the edge of the bed, looking over her shoulder and up at me. I ruthlessly thrust my entire length into her in one fluid motion. "Ah...yes..." she let out a loud moan.
Reaching forward, I grabbed her hair, eliciting a gasp from her. I pulled, firmly, arching her back. And then I slapped her ass and started pumping in and out of her. Claire looked back at me, her mouth open, wanton need written all over her face, gasping at the sensations.
Emma had never liked it this rough, I knew. The living room had gone silent. But I wasn't paying attention to the peanut gallery any more. I couldn't. "Fuck, you feel so good. I love the way you take my cock..." I practically growled the words. I wasn't going to last long at all, but I didn't care anymore.
Claire was whimpering again each time my thick length bottomed out in her. "R-rick...you're gonna make me..."
The words were welcome, because I was on the edge too. I gritted my teeth, trying to last just a little longer.
It didn't take long. In another moment, Claire dissolved, collapsing into the bed, her back arching. "C-cumming..." was all she got out before the words disappeared into a single, long, cry.
I could feel her quivering around me. Fuck, she was hot. I managed to give her another five or six thrusts before I couldn't keep control anymore and pulled out.
As soon as I did, she turned around, dazedly kneeling in front of me. "Yes, give it to me, cover me, fuck..." The words came out breathlessly.
It wouldn't have mattered what she had said, I was already orgasming. In a daze, I absolutely plastered her tits and face with rope after rope of cum.
We were both panting heavily when my orgasm subsided.
"Jesus." It was a mutter from the living room. I couldn't tell from who...but it was an impressed mutter, a note of admiration in the voice.
"Aw, sorry, he's all mine, assholes," Claire called out, grinning at me. Neither Brittany nor Emma seemed to have a response to that.
I grinned back, and went to get her a towel. It was a good beginning to what I hoped was going to be a long relationship.
