I woke up the next morning to Mike sitting down on the edge of the bed next to me and rubbing my back. His hand slipped under the blanket to reach up my shirt and then down under my panties. He squeezed a handful of my ass, kneading it.
I moaned and turned toward him slowly, not wanting to interrupt.
"Good morning," I said groggily.
Without opening my eyes, I ran my hands on him, up his arm to squeeze his shoulder, and over his lap to feel if he was hard.
"I have to go in a minute," he chuckled, allowing me to grope him.
I groaned disappointedly as I squeezed my hand around his bulge, feeling it stiffen from the attention. "You should stay and be a little late."
"I can't do that, but I do have something for you if you'll open your eyes."
"Is it hard and wet and yummy?"
"Wet and yummy, yes. Hard, not so much."
"Feels like it's getting there, though," I said, continuing to play with him through his pants.
"Someone's still in a horny mood after last night. Are you thinking about how much you wanted to fuck Ben?"
My chest tightened. From his tone, I couldn't tell if Mike was being playful or if he was upset. I finally opened my eyes, needing to see his expression to get a read on his mood.
"I'm still thinking about how you fucked me last night," I said, smiling up at him.
"Even though it wasn't what you really wanted?"
Shit. I knew I had to do some damage control. But it frustrated me that even the mention of trying a threesome, which we'd both talked about wanting, seemed to cause a problem.
"Being with you is always what I want," I said, honestly. Then I reached around to give Mike's ass a few playful squeezes, too.
That did the trick. He smiled and softened. "I'm sorry. I'm not trying to be a dick about this. I want to give you everything you want, but I guess it's making me feel more insecure than I thought it would."
"Well, I'm glad you told me. I would never want to make you feel that way," I said, feeling like an asshole as the words came out.
Then I glanced over to the side table and saw that the "hot and wet" surprise he'd brought me was coffee and a pastry. It was a thoughtful gesture that made me feel more guilty.
"Thank you," I said, sitting up and reaching for the coffee to take a sip.
"Have you decided what you're going to do today?"
The way he asked made me paranoid that he knew about the plans I was tempted to make with Ben. I'd deleted our texts and the call history before falling asleep the night before, but I wondered if maybe I wasn't quiet enough hiding out in the bathroom as we masturbated together over FaceTime the night before. But I knew I had to play it cool and hoped it was just an innocent question.
"I think I'm gonna walk along the waterfront and maybe do some shopping."
"Sounds fun," Mike said, not giving anything away with his tone.
"Do you still want to go out to the Mexican restaurant around the corner for dinner after you're done with work tonight?"
"Yeah. I'll probably be finished right around 6. Should I meet you back here so we can walk over after that?"
"Sure, that sounds good."
"Okay. I have to go. Hope you have a good day."
Mike leaned in to kiss my cheek before getting up and gave my ass one more squeeze. I hoped that meant things were mostly okay.
"You too. Send me a picture if you meet anyone famous at the convention."
"I will."
I waited until I heard the door click closed, then sighed and leaned back against the headboard. The night's sleep didn't really help me make up my mind, but I knew that the conversation I'd just had with Mike should have. I felt guilty about everything I'd already done and knew that it would be a terrible idea to do anything else behind his back.
But it also still felt so damn tempting. The way Ben made me cum so fast on his fingers at the tequila bar made me think sex could be really great between us. And that was before I even saw his impressive cock. Plus, we had a pretty good setup to make it happen discreetly. It felt so easy. And if I was honest with myself, the naughtiness of doing it behind Mike's back made it even more of a turn on for me, as wrong as I knew that was.
I took a few more sips of coffee and a couple bites of the pastry, then I got up to take a shower, still unsure of what I would do.
As I turned on the water, my phone chimed with an incoming text. A quick glance down and I saw it was from Ben. Of course.
Ben: Good morning. Just checking in, I know Mike must be at work by now lol
I smiled and picked up my phone to text back.
Ally: That's correct lol
Ally: Good morning. I'm still not sure what I want to do.
Ben: lol
Ben: No worries, I get it. If you're having doubts, we shouldn't push it. I wouldn't want you to end up regretting it or causing any problems.
Ben: Besides, I could always arrange a trip up to the office near you guys soon if he comes around ;)
Ally: haha, that's true
As grateful as I was that Ben was being so understanding and letting me off easy, part of me wished he'd be more pushy, to make it easier for me to go along with everything with a lighter conscience. But I knew it was for the best. Damn it.
I got in the shower then, wallowing in my guilt and mixed feelings. When I got out, I had another text waiting.
Ben: What are you up to today, then? Need any sightseeing tips?
Ally: Maybe. I was thinking about walking around by the shops near the water and the piers.
Ben: That's cool. Sounds like a fun day
Ally: Yeah
Ally: Maybe the second most fun thing I can think of lol
Ben: Haha
Ben: And what would be the first? ;)
Ally: I think we just ruled it out
Ben: Well, if it's your first choice, maybe we need to revisit the ruling out procedure
Ben: How about a pros and cons list? That always helps me make decisions
Ally: lol
Ally: I don't know if that would be a good idea
Ben: Maybe just the Pros then? That will be easy
Ally: Haha
Ally: Sounds like trouble
Ben: You seem to like trouble, though ;)
Ben: I'd say that fits on the Pros list
Ally: lol
Ben: What are you thinking about wearing to the shops?
I shook my head at the phone and sighed when I saw that message, unsure how to respond. So I didn't. I let it linger for a few minutes while I got ready, contemplating whether I should shut things down once and for all or continue flirting along. I knew what I wanted to do, and that seemed to keep winning out. Better judgment be damned.
Ally: I brought another dress to wear
Ben: Is this one kinda short like the one you wore last night?
Ally: It's about the same, about mid-thigh
Ben: Don't suppose you forgot the rest of your underwear at home?
I noticed my cheeks were hurting from smiling so much at my phone as I let things with Ben build up again.
Ally: lol
Ally: Maybe I can forget them at the hotel
Ben: I think you should
Ben: And maybe I'll happen to be in the area shopping, too
Fuck. The thought of meeting up with Ben in public again was even more of a turn on. My pussy throbbed as I imagined all the possibilities.
Ally: What would you do if we bumped into each other?
Ben: That would be up to you
Ally: What would you want to do?
He started and stopped typing a few times, which made me smirk to myself, wondering if he was hesitating about how much he should say, or just thinking through exactly what he would actually want.