Part 3: Pillow Talk

A plan is made...

May 05, 2025

I knew my stories couldn’t compare to Cheryl’s but I was eager to share them with someone, and it was her own confession to me that her and her husband were engaging in the hotwife lifestyle that had stirred things up to begin with. I was walking around glowing and unable to tell anyone why, though I felt like people knew something, even if just on a subconscious level. My favorite barista at the corner coffee shop seemed extra flirty, and then she comped my iced chai. I continued to exchange Good Mornings and warm smiles with the handsome stranger on the subway and then yesterday he asked me if I would grab a drink with him. I didn’t tell him I was pretty much married. I didn’t want the innocent flirtation to stop. I just said “That sounds wonderful but I’m afraid I’m all booked up today.”

“Maybe another time.” he replied. He was a fit brown skinned man in a stylish suit. I’d guess he was in his late thirties. I found myself thinking about him as I got dressed in the morning, knowing he’d be eyeballing me on the train. Don’t get me wrong, he was never gross about, with the lip licking, tongue almost hanging out of the mouth business that some men do on the train, but I had caught his eyes wandering, and after the first few smiles and polite greetings, he didn’t try too hard to hide it.

I hadn’t mentioned my train friend to Blair, my boyfriend of ten years. We were exchanging purely fictional fantasies, texting each other like a couple of horny kids through the workday. We’d been going at it between the sheets, and on the couch, and up against the washer machine, all week. As I’ve said before, I’ve never felt the need to follow up on every fantasy and drag it into my real life, where it had more potential to get messy, to bring up feelings of jealousy or insecurity, but the mere possibility of it was driving our libido wild and our sex life was turned up higher than it had been in years.

I texted Cheryl. “Sorry hon, can’t make lunch. Will have to take a raincheck.”

Then I wrote a text to Blair. “I will be outside your office at 11. Find somewhere to fuck me. You’ll have 15 minutes before I have to head back.” I hesitated before hitting send, savoring the buzz in my head before making this real. My jaw tightened, and I pulled the trigger.

I felt lightheaded. Blair text back “…” and then “!!!” and finally, “The Java Junkies on the corner by my building is almost always empty. They have three single use bathrooms with locks. I’ll see you there at 11.”

Had to hand it to him, the man knew how to take care of business. I was getting warm and wet as I crossed, and recrossed my legs on the train. I saw my reflection in the window, and I looked good in my office attire, including a tight skirt and high heels. I could feel my face flushing red as I walked to Java Junkies. I entered to find a group of business men speaking a language I did not recognize. So much for the shop being empty. I spotted Blair in the back corner and he shrugged. I didn’t even consider calling it off. I didn’t hesitate, didn’t allow thought or doubt to creep in. I walked quickly past him, giving him a wink on my way by and went into the first bathroom. I hiked up my skirt, pulled my panties to my knees, spread my legs as much as this would allow and bent forward, my hands gripping the sink. Blair came in, and gave a soft moan at the sight of me. He locked the door behind him. He stood next to me, and slid his fingers between my pussy lips. I was wet and slick. He pressed the thumb of his other hand into my mouth and I sucked greedily. He knew exactly how to touch me, he’d spent years learning and he had me struggling to keep quiet. After a couple of minutes that felt like much longer he stepped behind me and unzipped, pulling his cock out. He grabbed my hips and slid into me. I moaned a little too loudly. He wasn’t worried about being caught. I turned on the sink for some cover up noise. Remembering his limited time he fucked me hard and fast while reaching around and slowly, firmly circling his middle finger over my clit. He could play me like a flute and he had me cumming with time to spare. “Do do you want me to swallow you?” I whispered.

“Can I cum in you?”

“Oh god, yes!” Hearing him asking was hot. I wanted to feel him cumming in me, to feel it all, the warmth, his cock throbbing, and how hard he pushed against me. It was heaven. I quickly pulled my panties up to contain the lovely mess we’d made, and pulled my skirt down. I put a bit of water on my face, and asked if he’d like a drink.

“I’m good.” he said. We were too blissed out to think about the fact that we were walking out from the restroom together and then leaving the cafe without buying anything.

“Y’all come again.” the young man behind the counter called after us, and the woman behind the espresso machine let out a short sharp snort of a laugh that made it obvious they knew what we were up to. We both blushed and giggled as we got outside.

“I’ll see you at home.” I said, and gave him a kiss with a quick flick of my tongue against his lips.

I felt slightly, pleasantly high all day, but was remarkably productive. My good mood seemed contagious. Getting well, and thoroughly laid was turning out to be great for my relationships at work.

I got home to find Blair had drawn a bath for me. He sat on the edge of the tub and rubbed/washed my feet, and my back. I added conditioner to my hair and he treated me to a lovely scalp massage. We ordered up sandwiches and took to bed early.

“That was some lunch break.” he said, as we lay our heads on our pillows, finally mentioning our afternoon, public sex.

“Sorry you didn’t have time to grab a burrito.” I joked.

“Not me. When I opened the door and saw you there, ready for me like that, wow! What were you gonna do if one of the business men walked in there before me?”

“I don’t know. Maybe they’d have to get their turn first?”

“Maybe I’ll move slower next time.” he replied.

“Yeah? Is that something you’d want? Do you want to see me fuck another man?” I asked playfully.

“Yes.”

The speed with which he answered surprised me. “Really?”

“Well, I mean, I’m not signing up to be swingers or anything, but once, I think it’d be a thrill, only if you were into it. I don’t want you to do anything you weren’t sure you’d be into of course.” he sounded nervous and excited. He was being so careful of my feelings.

“Another man, not another woman?” I asked. In my experience most men fantasized about lesbians, or at least about women pretending to be lesbians in a performance meant mostly for them. I always assumed if we tried a threesome it would be with another woman. Cheryl had certainly offered enough times to put the idea in my head.

“That’s its own thing, and I’m not taking that off the wishlist but right now, the thought of watching you turn someone on, and watching you get fucked well by somebody who was totally hot for you, someone who could really appreciate how fucking sexy you are.” I could see that his cock was growing hard. “Do you have anyone in mind?” he asked, his voice going to a whisper as it did when he was asking something that made him nervous.

“Maybe. There is a good looking man on the train who asked me to join him for a drink.”

“Really? And you like him?”

“He’s handsome. He’s charming. He’s very different than you.” I answered cautiously.

“How so?”

“Well, he’s mixed race I’m guessing, with brown skin. He keeps his hair cut very short. He’s a couple inches taller, and he has at least 5 years on us, maybe a little bit more. I’d guess he’s not in a creative field, strikes me as more of an investor, or maybe a corporate lawyer. He wears very expensive suits and they’re always perfectly pressed and tailored. I reached out and wrapped my hand around my lovers hardening cock through his silk pajama bottoms.

“If we did this, just for the sake of fantasy, IF we did this, how would it work? Would you rent a room, go back to his place, fuck him on the train?” he asked. I now had a fully hard cock in my hand, and I started to gently stroke.

“Would you want to be there to watch the whole thing? Would you join us?” I asked. I pushed his t-shirt up over his stomach, and pushed his pajamas down over his cock. “You talk, tell me just for fun what your fantasy would be.” I said, as I continued to stroke him.

Talking about this was definitely turning him on and his voice went deep and breathy. “I want to watch. I want to watch you seduce him. I want to be there but only as an observer when you first make it clear to him that he can fuck you. I want to see you kiss and tease him in public, and then I want to watch you fuck him good. I want you give him the fuck of his lifetime.”

“Where?” I asked quickly. “Please, keep talking.” Keeping one hand on his cock I grabbed the small bottle of lube I kept in my nightstand, and dropped some onto the bulging head of his cock.

“We can rent a room and we’ll both have keys. You tell him to just ignore me. If he thinks its weird, good. You be so fucking hot that he’ll want to, have to, do it anyway. God damn, I want to watch you fuck him. I want to watch him fuck you.” and then I felt him start to cum, in record time. He came so much so quickly past his belly and onto his t-shirt, some even hit his throat. His cock was pulsing in my tight fist long after and I almost wondered if could make him go again before he finally started to soften.

I brushed my teeth, and washed my face while he grabbed us each a glass of water, and changed shirts. As our heads returned to the pillow he asked, “Can you invite your train friend to meet you for a drink Saturday night?”

He’d cum and was still interested. That was significant. He really wanted to do this, not just because he was hard and turned on and wanted to dirty talk his way into shooting his load. He was still interested.

“Yes.” I answered, short of breath. I rolled onto my side, putting my head on his chest and I tried to find sleep. Were we really going to do this? It seemed we were.

This is the third chapter in this saga. Part four is live now here: