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Chapter 16
by sudonam
A chaste goodbye kiss, or something else?
Lynn stops
Lynn put her arms around me and I put mine around her, and then she stopped, looking up at me. "You look nervous," she said, concerned.
"I don't know if I should be here right now," I said.
"Because you want to kiss me, but you're worried about what might happen?" she asked, and I nodded. She looked at me and tousled my hair. "Don't worry," she said, and once again I felt my concerns slipping away. It felt good. "We can stop any time you want to," she continued, "and I won't mind whatever that is. You can do whatever you want to do."
The problem was I knew what I wanted to do, and that was to kiss Lynn. But somehow, that didn't seem like so much of a problem anymore. My worries had vanished, and I looked down at her. "I guess we already did this once tonight, and the world didn't end," I said, making a loose attempt at justification. She smiled, and we kissed deeply. I felt myself starting to harden again, and Lynn pulled back a bit.
"It looks like this soldier is doing something he did before too," she said, running her hand along my dick again. "I thought I told him to stay down. He's not great at obeying orders, is he?" I laughed a bit, and shook my head. She looked down at her hand holding my dick through my pants in faux consternation. "Drop and give me twenty, soldier," she said slyly with a grin, and looked back up at me. She slid her hand back along my shaft to the base, and smiled. "One," she said, pushing my dick down again, slowly sliding her hand down and then back again. "Two," and pushed my dick down again. "We did this before too, so this should be fine, right?" she asked, with flirtatious innocence. I bit my lip in response. Absolutely irresistible. She smiled more broadly at my non-verbal response. "Three," she said, continuing her hand's slow, torturous path up and down my dick. "Four... Five..."
I started kissing her passionately, and she picked up the pace. When I stopped, she slowed down a bit.
"I think you like your girlfriend giving you a handjob in her office after your date," she said, "Don't you?"
"You're incredible," I panted. As she'd said those words, I realized I had to agree: this had progressed out of light kissing and petting to just a straight up handjob, and I liked it. And if I was taking her to dinner and getting handjobs after it, I couldn't pretend she was just my former therapist having a simple dinner. And when she said it, I realized I kind of liked the concept of her as my girlfriend. Even if I knew I shouldn't. And I really shouldn't.
"Don't worry," she said soothingly, seeing the flicker of concern cross my face, and with that, my nerves were quashed once more. "Don't worry about a thing," she said, continuing to stroke me. "You've been looking at me all night, and I think you want this, don't you?" My desire for her was surging, and any shred of resistance was being torn. "We can stop whenever you want, don't worry. And we only will do as much as you want to." She started slipping down the shoulders of her dress, shrugging and then pulling it down, and pulled down her bra. Her enormous breasts hung on display as she looked at me, almost shyly. "Is this what you wanted to see all night?" she asked.
I nodded, enraptured. But how could I be okay with this? I was alone with a topless woman I was infatuated with, getting a handjob and kissing her. But Lynn didn't stop, unzipping my pants and stroking my dick directly. "Don't worry," she said, and it was like she was rinsing away any concerns I had. "Did you think about me this weekend?" she asked, and I nodded. "Were we doing something like this?" she asked again, and I breathily told her we were. She smiled again. "And when we were doing this," she continued, "did we stop here, or keep going?"
"Keep going," I breathed.
"And what did you do to me when we kept going?" she asked.
"I fucked you," I breathed again. She kissed me, then stopped stroking without taking her hand away, adopting a slightly more serious demeanor. I was a bit taken aback.
"Okay," she said, "I know this has been fun thus far, but I do really want to make sure you want to go through with this, and you're not just caught up in the moment." I gulped. Was I just caught up in the moment? It seemed pretty... Likely. I wanted to do what I'd fantasized, but some part of me knew I shouldn't. I started to sigh.
"So just to be absolutely sure," she said, still in her more serious, therapist tone. "You do want to fuck me, don't you?"
As I tried to tell her we should stop, I realized I couldn't keep my eyes off the half-naked fat woman in front of me holding my dick in her still hand. Her lips looked so inviting. Her breasts were massive. I hadn't even seen her ass yet. My denial died on my lips. I realized, in fact, I was certain. I wanted to fuck Lynn.
"I do," I said.
Her Cheshire cat returned. "Good," she said. "Although, I have to admit I was pretty sure about that already. You know you were telegraphing it pretty clearly all night, don't you?" I was a bit surprised at the thought, but I guess I'd been unconsciously making it clear? It certainly seemed to be the case, and Lynn was quite perceptive. "Don't look so shocked," she said, "I mean, you pulled me in for the kiss at the beginning of the night, and kept touching me all throughout dinner. And then you started kissing me again after you walked me back, even after I told you we didn't have to do anything you didn't want to do. And besides, you'd confessed as much during our therapy sessions." When she put it that way, I guess she was right: I really had done my best to seduce Lynn, even when she'd been so fine with keeping things platonic. Were my motives that unclean from the get-go? I'd immediately confessed how attracted I was to her, and pushed our date to go well beyond where it needed to go.
"I hope I haven't been too... Pushy," I said, slightly concerned.
"No, don't worry," she said, and I felt a calm certainty about how I'd seduced her. "I'm flattered. And I'm open to trying out dating you for a bit, and maybe that will help you in the long run. But really, I'm just flattered you want me this much."
I smiled. It felt good to know she liked this, even if I was moving things quickly.
"Should we keep the night going, then?" I asked, pulling her into the couch. My bare dick pushed against her panty-covered mound.
"Yes," she breathed, kissing me. "But there's something we should do first."
What does Lynn have planned?
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Seduced by BBWs
A happily married man faces temptation on all sides.
Multiple women have their eye on a married man. Who will tempt him to stray, and how will they do it?
Updated on Dec 9, 2023
by headzor
Created on Feb 17, 2019
by sudonam
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With every decision at the end of a chapter your score changes. Here are your current variables.
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