Rose Ch 02 2

Rose

Previously on Rose: Lonely, quiet, and unlucky in love Ryan Wong is asked a favor by his roommate and friend Judy Chan. Judy wants Ryan to help her become more sexually adventurous or in her words: "How to be a slut." After a night of passion and experimentation, Ryan is left unsatisfied and confused about his own personal feelings for Judy as well as worried that he may have taken things too far. After a day spent with friends, Ryan agrees to be set up on a date with Cassie's friend, Emma. Ryan spends the night having dinner with Judy and clarifying their situation having sex and spending the night together. An arrangement is made.

This is where we pick up on our story.

Ch. 2 The List

As a man, there are few pleasures greater than waking up to a blowjob. Judy had surprised me this morning. It had been four days since we had come to our little agreement. Since then, we had mostly reverted to our roommates/friends relationship paradigm. The only thing that had changed was that we had started spending more time with each other. We ate dinner, watched movies, and even cooked together almost every day. Neither one of us had mentioned the sex nor Judy's desire to 'become a slut.' Hell, we hadn't even been intimate, except for the occasional cuddle. This was a most welcome surprise. I pulled the covers off of me to find Judy between my legs. Her mouth wrapped around my cock. Her tongue massaging my shaft as she bobbed her head up and down on my length. Fuck. She was really starting to come into her own as a cocksucker.

"Mmm, g'morning." I said, still half asleep, though that feeling was fading. Hard to be asleep when your gorgeous roommate has her mouth wrapped around your cock.

"Morning." Judy said, disengaging herself from my cock for a second and diving right back in. She went to licking my balls while her right hand jacked my cock. Her saliva providing the lube needed for her hand to slide across my cock with ease. I moaned with pleasure, while Judy delicately licked my sack. Fuck. I didn't teach her this move. She was getting bolder and bolder with me.

"Fuck." I groaned, "Gonna cum."

Judy took that as a signal and accelerated the speed of her strokes. "Yeah baby, cum for me." She said, taking a playful lick of my cock head. "Give me your fucking cum. Cover my slutty face with your cum. I want to fucking taste it in my mouth."

It didn't take much dirty talk from Judy to get me to cum. My cock quivered with pleasure as my orgasm tore out of me. Judy must have sensed it because she immediately aimed my cock at her face and let my cum shoot out all over her face. The first shot streaked across her right cheek and landed in the middle of her forehead. The second hit her right on the nose and the last shot nailing her forehead again.

"Mmm," Judy moaned giving my cockhead a light peck. "Thanks."

"Thank you." I said with a grin, I sat up and covered my softening cock with my blanket. "What prompted this?"

"Always wanted to try waking someone up with a blowjob." Judy said with a shrug. She took a finger and wiped the cum off of her face. She grabbed a box of tissues that she had left a top of my bed and cleaned her fingers. "I figured, now was a good time to try that, with our little agreement and all."

Made sense.

"Anything else, you've been meaning to try?" I asked

"What do you mean?" Judy said

"Well, since you want more sexual experience, I figure now would be the right time for you to experiment."

Judy blinked as if she hadn't thought about that. "You make a good point. So how should we do this?"

"How about you make a list of things that you'd like to try and we'll try to work our way down the list together?" I suggested.

"Yeah, I like that idea." She said nodding her head excitedly. There was a twinkle of eager anticipation in her eyes. "I'll start working on it today." She crawled over to me and gave me a quick kiss on my cheek before heading out.

Well, that was unexpected. I laid back down on my bed. Things couldn't get any more complicated. A buzzing at my side alerted me that I had received a message. I grabbed my phone and turned on my texting app to find a message from an unknown number.

Hi Ryan, this is Emma, Cassie's friend. She said that we should go out. Call me <3

Or maybe they could...

I put my hands over my face, rubbed my eyes and got out of bed.

I needed something to distract me.

***

One of the benefits of being a software engineer is the ability to work from home. The company that I work for is a relatively large software firm, which means that I'm allowed to work from home two days out of the week. Today was one of those days meaning that I was able to get in a quick jog around the neighborhood. I was just getting back in when I ran into Judy about to head out the door. To my surprise, she was wearing a long white dress decorated with yellow sunflowers, along with a pair of red sneakers. Her hair was down and held back with a hairband.

Stylish. Especially when you consider that her normal attire usually consisted of a pair of jeans and a hoodie bought from the university bookstore.

"Wow." I said "You look nice today."

Judy smiled warmly. "Thanks, I've got a busy day today. But I wanted to try something different."

"Gonna be a long day?" I asked, it was more a rhetorical question than anything else. I knew that Judy TA'ed for a few undergrad classes at the university and held office hours today. That, along with writing her master's thesis, grading papers, and holding office hours meant that a good chunk of her time was usually spent at the university.

"Yep, see you tonight?" Judy asked.

"Definitely," I said with a grin. Since coming to our little "arrangement", Judy and I had started eating dinner together. It was nice. "I'll make dinner tonight."

"You too." Judy said and to my surprise, she walked over and gave me a quick kiss before walking out the front door.

**

I spent the majority of the day, working on one of the projects that my company had assigned me. I tended to work on the dining room table whenever I worked from home. A cup of coffee and a large water bottle, usually reserved for hikes, sat next to my laptop along with an pair of noise cancelling headphones. I spent the next three and a half hours, writing, testing, and debugging code. I only stopped only to use the bathroom, drink water or grab a snack or two. The harsh, energetic beats of dubstep booming in my ears through my headphones as I worked. Around 11:30am, right when I was finally satisfied with how my code was running, I got a text from Jack.

Lunch?

I instantly felt my stomach rumble in anticipation. I didn't know how hungry I actually was until the thought of food was planted into my head. It's amazing how a single word, phrase or even sound can prompt such a physiological response from our brains. Pavlov really was onto something.

I picked up my phone and texted back.

Where?

A beat and a moment.

I'm craving burgers and fries. Driftwood Diner?

Burgers did sound good and I had been working long enough. I didn't have any afternoon meetings meaning that I could take it easy for the day.

I'm down, 30 minutes? I typed and sent it.

Jack replied after another minute. Yup.

I smiled. It was amazing that 15 years of friendship could result in a nearly binary form of communication. I closed my laptop, satisfied with the amount of work that I had completed this morning and went to get ready. I washed my coffee cup, finished the rest of my water and got ready to ride out.

Judy and I live on the fifth floor of our apartment complex, a short drive away from the college town, Ingleside, where Judy worked. The town was known for having rowdy parties, especially after finals week, and good restaurants. Driftwood Diner was located at the very heart of Ingleside's downtown area. I parked my motorcycle on the street and walked in to find both Jack and Jane waiting for me on the patio.

Jane Olson was Jack's new girlfriend, and before that, his closest female friend. She was pretty and petite with pale skin, and beautiful brown eyes. Presently she was wearing a pair of jeans alongside a forest green blouse that hung off of her arms exposing her pretty shoulders. She gave me a bright smile when she saw me and waved me over with her hands.

Jack grinned when he spotted me and got up to give me a hug as I approached the table.

"What's up, brother." Jack said.

"Just work," I said with a grin. "You didn't tell me that I was going to be playing third wheel."

"Hazards of being single, dude."

"Fair enough." I took a seat at a table and gave Jane a grin. "Good to see you again. Have you guys ordered yet?"

"Waiting for you." Jane replied, and as if on command, a pretty blonde waitress wearing a tight black tank top and a pair of daisy dukes came by with menus for us.

I ordered a burger with a spinach salad and a glass of house made lemonade. Jane ordered a burger topped with mushrooms and a salad. Jack ordered a cheeseburger and fries with a coke and lemon wedge. We spent the next 15 minutes talking and joking around while we waited for our food. I wasn't particularly close with Jane, but I could tell how happy she made Jack. That was all that mattered to me. Plus, it was entertaining watching Jane poke at Jack's buttons. It was kind of nice being the third wheel, but not feeling like the third wheel. Jack and Jane made me feel like a part of the gang.

"So, settle this debate for me." Jane said after a moment. "Ocarina of Time or Skyward Sword?"

I blinked, out of all the things that I had expected to come up during this lunch hangout, the subject of Legend of Zelda was not on the list. "Ocarina of Time," I replied. "The story just feels so well written and engaging. My older cousin bought an N64 back in college just so he could play it."

"See told you!" Jack said teasingly.

"Boo," Jane pouted, "Breath of the Wild will always be my top."

"That's just because that was the first one you tried." Jack countered.

We laughed and talked. Jack may be with Jane, but at no point did I feel left out of the conversation. It was nice. We talked until a waitress dropped off our food. My burger was still steaming hot, a sliced tomato and two lettuce leaves on the side. I grabbed the fork, scooped some spinach onto my burger along with the tomato and lettuce and dug in. The vinaigrette dressing on the spinach contrasted well with the burger's juiciness. We ate and chatted for a bit longer, topics ranging from sports to recent movies, before Jane brought up the dreaded topic of my love life.

"You're way too cool to be single." Jane said, stealing a fry from Jack's plate. Jack didn't seem to mind. "So why are you?"

I shrugged. "Taking a break from dating,"

"Did that girl contact you yet?" Jack asked

"What girl?" Jane suddenly looked interested.

"Some friend of Cassie's," Jack replied, "She's crazy hot." Jane turned to Jack and frowned. "Her words, not mine."

Jane turned back towards me. "So, have you contacted her yet?"

I shrugged, "she actually texted me this morning." After Judy had literally just finished sucking my cock.

Jack suddenly seemed more interested in the conversation. "And? Gonna make a date?"

I shrugged again, "Not sure." There was still a lot that I needed to work out, especially in regards to Judy and I. Was our relationship romantic? Or was it more of a friends-with-benefits type of situation?

"Why not?" Jane asked,

"Well, she texted me first, actually." I said,

"OH?" Jane and Jack said at the same time. Both of them leaned in, suddenly more invested in the conversation? "Let's see it!"

I shrugged, pulled out my phone and handed it to them. Jane snatched it out of my hand excitedly.

"Hi Ryan, this is Emma, Cassie's friend. She said that we should go out. Call me." Jane read aloud. "Ooh, she even gave you a heart emoji."

I raised an eyebrow, "Is that supposed to mean something?"

Jane shrugged. "Means that she's probably at least somewhat interested in you."

"Hey wait a sec, you used to leave me hearts in your texts all the time." Jack said turning to Jane.

"Yeah, and you never got the hint, you dense piece of wood!" Jane replied, playfully smacking Jack upside the head.

I chuckled at that. Jack smiled too and gave Jane a big kiss on the cheek.

"You gonna text her back?" Jane asked, handing the phone back to me?.

"Eventually." I lied. I still hadn't decided if going out with someone was a good idea.

"What's stopping you?" Jane said, then her eyes widened. "Is there someone else?"

Jack sat back on his seat and folded his arms. "You didn't say anything about that on Saturday."

"Nothing much has happened on that front." I said, another lie. A lot had happened on that front, but the events that had unfolded had left me more confused than ever. I didn't like the idea of moving forward on something unless I had a solid plan of action.

"Well, I don't think it would hurt to play the field." Jack said, Jane nodded in agreement.

"Yeah, until you two make things official, I don't think it would hurt for you to go on dates with other people." Jane added in.

"Wouldn't that hurt the other person's feelings?" I asked.

They both shrugged at the same time.

"True, it might." Jack said. "But part of it is their fault for

"Or it may also force the other person to actually confront their feelings for you. It may move the relationship forward." Jane added. "For better or for worst."

I hadn't thought about it like that. There was a lot for me to think about.

***

Jack and Jane ended up inviting me over to their place for dinner on Friday. An invitation that I was more than happy to accept. They told me that Shawn and Cassie would also be heading over, so it would be a good idea if I brought a date. It was either that or playing fifth wheel to two couples.

Definitely not.

I rode home not long after finishing lunch. The ride was peaceful and allowed me time to think and reminisce. Date other people? While fucking Judy? The thought hadn't really crossed my mind. But both Jack and Jane made good points. Judy and I weren't dating, hell I wasn't sure what we were, so why would it hurt if I went out with someone else? But that begged the question, did I want to try dating other people?

Maybe I should bring Judy to dinner this Friday. It would be a good way for me to test the waters and figure out my feelings.

When I got home, I put on a playlist consisting of lo-fi hip hop beats and spent the afternoon working. I let the chill beats drown out the sounds of my thoughts. The music helped me focus and I was able to get a great deal of work done. Good thing. The deadline for this project was fast approaching. Before I knew it, 4:00 had rolled by and I had finished most of my work for the day. Since no one was around to monitor my work hours, I decided that now was a good time to call it a day. I went out for another run, somewhat enjoying the feeling of my feet pounding the concrete with every step. I ran out to a park about ten blocks away from the apartment and did three laps around the local soccer field. A group of local kids had taken up the field, playing a game of pick-up soccer with each other. I kicked their ball back to them, the few times the ball crossed my path. Afterwards I did a quick hike through the park petting every dog that approached me and chatting with a few of my neighbors.

Judy was parking her car, a well driven Toyota Camry, when I got back to our apartment. I headed over and watched her exit the vehicle. "Just in time!" She said, "I got take out!"

I smiled, that was a pleasant surprise. "Awesome."

She popped open her trunk and I instinctively walked over to help. "Just finish working out?" Judy asked, giving me a quick once over, there was a twinkle of approval in her eyes.

I blushed. "Yeah, I went for a run." I reached over and grabbed the heaviest looking items: her briefcases and backpack. Judy grabbed the two bags of take out and we headed in together. Our apartment was on the second floor of a massive apartment complex so it wasn't too much of a walk. I unlocked and opened the door, pushing it open with my back and let Judy walk in first.

"Can you put my stuff on the couch?" Judy asked, she put the two bags onto our dining table and began taking out the food.

I spied, Korean food, stored in plastic containers. Jajamyeon, noodles in black bean sauce, along with a kimchi pancake, and japchae, stir fried glass noodles with vegetables. My stomach began to grumble in anticipation.

"I'm going to take a shower," she announced after placing her bags onto the couch. "I'm all sweaty and gross."

I nodded. "Go, we'll eat after you're done."

I went into my room and grabbed a fresh pair of clothes. My run had left me sweaty. I didn't want to have dinner with Judy while reeking of sweat.

I blinked and realized that I needed a shower too. I stripped down to my boxers and walked over to our bathroom. The water was already running, and I could hear Judy humming some song inside. I gingerly reached for the doorknob, my hand shaking the entire time. Should I do this? Was this crossing a line? My thoughts drifted back to the blowjob that Judy had woken me up with. She wanted to be more sexually adventurous right? Shower sex seemed to be a good thing to explore. A quick twist and a bit of forward pressure let me know that the door was unlocked.

That was a good sign.

I took a deep breath and stepped in.

Heat and moisture hit me immediately upon entering the bathroom. Our bathroom is really nothing special. A toilet, that I try to the seat down, a standing shower in the corner next and a bathtub directly in front of the son. Pretty standard stuff. Judy was inside of the shower softly singing some song in Mandarin. Her voice high and operatic. Beautiful. Steam obscured my view of her leaving only a silhouette gracefully dancing amongst the veil of water and air.

I quietly dropped my boxers and opened the door. From this close, I could see the water running down every inch of Judy's perfectly flawed body. The soft curves, the splattering of blemishes on her back, the places on her body that were flabby all just seemed to enhance her beauty. Her pale skin, slick with water and suds, seemed to glow in the amongst the bathroom's fluorescent lights. I stepped into the shower, cautiously placing a foot in first.

"C'mon in, the water's perfect." Judy said, not turning around. She gave her perfect ass a playful little wiggle.

My cock stirred at the gesture.

"You knew I was going to come in?" I asked, stepping in and wrapping my arms around her. I nestled my hardening cock between the valley of her firm, supple ass.

"Mmm, no. But I thought that you might want to." She replied.

"You thought?" I echoed. "Any other thoughts?"

Judy nodded. "I think about a lot of things." She moaned, my hands cupped her breasts, I enjoyed the weight of her soft, bouncy flesh in my palms. "How much sex I've been missing all these years. How much more I want to try. You."

"Me?" I echoed, I gently kissed her neck, nibbling on the firm flesh. Judy gasped in response.

I could feel her nod. "The way you touch me, the way you kiss me, the way you make me feel."

I rained kisses onto Judy's neck, peppering them with my lips. My hands snaked up from beneath her armpits, one arm wrapping around her stomach, the other hand cupping her chin. Judy sighed as I kissed the nape of her neck.

"I've missed this." Judy hissed between moans. She turned her head so she could breathe into my ear. "I've touched myself over and over thinking about you, thinking about the way you touch me. I always cum, but it's never the same. I never cum as hard as I cum with you. I never cum as hard as when you make me cum."