The Art Student - Pt. 02

Spring

Things between Dan and me didn't fall apart. They just quietly loosened--like a thread pulled gently, repeatedly, until the fabric thins and gives without warning.

We still ate dinner together, still traded updates about our days, but his eyes rarely lifted from his phone, and I stopped asking for them to.

My thoughts kept drifting elsewhere. To Steve Lawson. To that painting.

I never mentioned it to Dan. Not because I was hiding something--at least, that's what I told myself--but because there was nothing technically to confess. A painting. A look. A pulse in my chest that shouldn't have been there, but was.

Steve showed up again in my classroom in late May. School was ending, the halls loud and fraying with summer energy. He knocked on my door after the last bell, leaning in with that easy, polished confidence.

"You ever consider summer work?" he asked, almost casual. "Something a little different?"

I blinked. "Teaching summer school?"

"Not quite." He smiled. "My assistant's going part-time for a few months. I'm buried in projects--design, logistics, trade prep. You're organized, sharp. Thought of you."

I hesitated. "I'm not exactly qualified for... whatever it is you do."

He laughed. "Neither was I when I started. You'll learn. It's admin, some scheduling, customer calls. You'd be helping Cindy--my assistant--until she leaves around noon."

I should've said no. Boundaries. Appropriateness. My marriage.

But then the water heater broke at home, and Dan's idea of solving it was Googling "cheap fixes" and calling his cousin. I was tired of the weight always landing on me. The extra money would help.

I told Steve I'd think about it. By the weekend, I accepted.

Early June

The office was tucked above a design studio downtown. Tall windows, clean lines, expensive furniture that didn't try too hard.

Cindy was already there on my first day. Late 40s, crisp haircut, tasteful jewelry. She smiled warmly as I arrived.

"You must be Jill," she said, standing. "I'm so glad you're here. Steve speaks very highly of you."

Her handshake was firm but kind. I liked her instantly--until she added, mid-conversation, "And thank you for helping Julia with her NHS application last year. It meant a lot."

I froze. "Wait--Julia's your daughter?"

She nodded. "You didn't know?" She laughed lightly. "I forget not everyone connects the dots. Julia's mine. Steve's... well, neither. We dated, but that was a long time ago. He introduced me to my current husband, so we have a couple different last names at our house."

She said it so easily, like untangling a necklace. I smiled, but my pulse kicked.

"Steve mentioned you were married," she added, glancing at my hand. "He said you are a very sharp person."

I laughed softly. "We'll see if I am sharp enough, as it sounds like I have huge shoes to fill."

But I did. I more than survived--I liked it. The structure, the clean workflows, the adult conversations that didn't revolve around GPA charts or prom committees. Steve was professional but warm, always giving credit where it was due. I felt competent again. Capable. Valued.

By late July, Cindy came in only three days a week. I handled more and more alone, and I didn't mind. I didn't realize I was waiting--each day--for the moment Steve leaned over my desk with a note, or glanced up from his laptop with that slow, appreciative smile.

August

The annual trade show was in San Diego. Steve told me about it in passing, then brought it up again one afternoon in a tone that was careful--too careful.

"Cindy usually attends with me," he said, fingers tapping the folder on my desk. "It's a major revenue driver. Thirty-five percent of our year, usually. But she's out this year as you know. Family stuff."

He hesitated. "I'd normally ask her to bring someone... attractive, engaging. It's not fair, but it's sales. People are drawn to an attractive person. I am sure you'd be good at it. As it is pretty fast paced and a bit fun, too. "

I stared at him. "Are you asking me to go?"

He nodded. "Only if you're comfortable. You'd represent the company, handle leads, manage appointments. It's professional--but yes, presentation matters. Cindy can help you prep."

My stomach turned. Excitement? Nerves? I wasn't sure.

That night, I told Dan. He didn't look up from his tablet. "Cool," he said. "Free trip, right?"

I wanted him to ask me something. Anything.

Instead, Cindy and I went shopping.

Steve had given us a company card and instructions: "Appropriate but eye-catching." Cindy knew the game. She steered me toward sleek dresses, heels that elongated my legs, and subtle makeup that said polished instead of trying too hard.

We ended up in a boutique fitting room surrounded by mirrors and soft lighting. I stood barefoot in a navy sheath dress, trying not to fidget.

Cindy peeked in, smiled approvingly. "That color's a yes."

Then her smile shifted slightly. She stepped inside, pulling the curtain.

"I hope this isn't awkward," she said, voice quiet. "But I know."

My chest tightened. "Know... what?"

She tilted her head. "That you're the woman in the painting."

The air vanished from my lungs.

"I recognized you the first time Steve showed me," she continued. "He didn't say your name. Didn't need to. I'm not judging, Jill. Honestly, it's a stunning portrait. Raw. Vulnerable. Beautiful, yet sexy."

I struggled for words. "I didn't pose. I didn't even know--"

"Julia told me all about it and her girl crush with you," she said, gently. "But that painting... Steve's never stopped looking at it. Not in the way men usually look at things. With him, it's different. He respects You. There is no obligation on the trip he simply needs your help."

I couldn't breathe.

Cindy smiled softly. "You don't have to explain anything to me. I am a little envious, if anything. I've known Steve a long time. I know his patterns. And I think I understand you, as well."

I blinked. "Mine?"

She placed a hand lightly on my shoulder. "You needed to be appreciated and seen. Really seen. And he saw all of you."

For a long second, we said nothing. Then she stepped back and opened the curtain.

"That dress is perfect," she said.

I looked in the mirror and barely recognized the woman standing there--poised, alluring, just a little dangerous.

I didn't know what would happen at the trade show. I didn't know if I wanted anything to happen.

But as Cindy handed me a pair of heels, her smile unreadable, I knew something already had.

And deep down, I wasn't sure I wanted to stop it.

I should have said no, but when she asked the clerk to bring in something more fun I did not stop her. Cindy added, "we need something a little naughty that shows off that figure of hers. The twins desperately need some attention, don't you agree?"

We both laughed at her comment until I realized she was not leaving the changing room.

"No need to be shy, I have already seen you naked, remember?", Cindy teased.

She had a point. I was not sure why, but I enjoyed her attention and had a lot of fun with Cindy.

The night before the trip, I came home to the usual: Dan on the couch, headset on, surrounded by empty cans and snack wrappers that never quite made it to the trash.

I dropped the shopping bags by the door and waited.

Nothing.

I cleared my throat.

He glanced over, pausing his game. "Oh--hey. You're back already?"

"Yeah," I said, pulling off my shoes. "Got everything for the trip."

"Cool." He pushed his mic up. "You leave tomorrow, right? Morning flight?"

"Six a. m."

"Oof." He grinned. "Early. Better set, like, three alarms."

I waited a beat. "Do you want to see what I picked out?"

He shrugged. "Sure, if you want."

I carried one of the dresses from the bag and held it up. It was classy--form-fitting but professional. A rich burgundy with a neckline that walked the line between polished and quietly sexy.

Dan nodded. "Looks expensive."

"Steve's company covered it."

"Nice." He glanced at the screen, then back at me. "Bet Cindy's making you go all-in with the sales look, huh?"

"Kind of." I tried to smile. "She says it's about presentation. You know--branding, impression."

"Whatever sells," he muttered, grinning. "As long as they're buying."

I folded the dress over the back of a chair, hoping he'd ask more. About the show. The people. About me.

Instead, he picked up his controller. "You gone all week?"

"Four nights."

"Got it." He stretched, popping his neck. "Honestly? Kinda looking forward to it. Haven't had a real gaming weekend in months."

My chest tightened.

He didn't say it to hurt me. It was just the truth--easy, thoughtless truth. No pretense. No filter.

I watched him return to his game, shouting something into his headset as the screen lit his face in pale blue.

I turned away, walking slowly to our room.

In the closet, I packed quietly, folding the dresses Cindy picked out. I added my favorite perfume--one I hadn't worn in months. Not because Dan disliked it. Just because he never noticed.

I wasn't planning anything.

And yet--I couldn't remember the last time I'd felt anticipation like this.

Not just for the flight. Or the trade show.

But for the version of myself I might get to be, away from this house, away from Dan's passive indifference.

A version of myself that felt... new.

Seen.

Desired.

Alive.

I zipped the suitcase and stood still for a moment in the quiet room, staring at the shadowy hallway beyond.

The next day was busy, as the airport was not a place that I was familiar with, Steve made it easy for me making sure I felt comfortable, He went over the game plan on how I would be manning our booth while he was speaking and meeting with other customers. He told me what information he needed from the prospects, so he could work on negotiating the deals.

Again, he reassured my that I would be great at it and how he was looking forward to working with me.

When we arrived at the convention center all of our stuff was in boxes at the booth. Steve told me to dress comfortably for the travel day, as the setup work was a bit physical.

People were registering for the conference where we would see the first few prospects at our booth. I was nervous at first, but enjoyed the interaction with the people that I met. I was so thankful for Cindy's help with my outfits as it definitely made me feel more confident.

There was a couple that showed up and they introduced themselves as Nick and Maddie. They were about the same age as Cindy. After introductions I realized they were Steve's top customer. They spent a bit of time with me and at the end he and his wife gave me a hug as he said he is looking forward to doing a lot of business with us this year. In fact, he is meeting with Steve after his presentation to discuss the details of this year's contract.

I was excited to have a part of the company's success in making a good impression and bringing more value to the company.

While at dinner that night I asked Steve how his meeting with Nick and Maddie went. He was quiet and just said, "I am still working on it. He is asking for way too much."

I could tell that Steve had a lot on his mind as he excused himself and apologized, but he had a few more meetings before retiring. He suggested I relax and get ready for another busy day.

After returning to my room I saw that I had a message on my desk. The message was from Maddie inviting me to her room the next morning. She left her phone number, so I let her know that I received her message. She said it was important that I meet with her, as it could help Steve a lot. I reluctantly agreed, but wondered why the "cloak and dagger" routine.

The next morning I got dressed up and ready to hit the booth after I headed to Maddie's room. I kept wondering why she needed to meet me in person.

*****

When I knocked on the door, Maddie had just gotten out of the shower and was in a terrycloth robe that the hotel provided as she answered the door. Maddie shared that Nick had left for some meetings, so it would just be the two of us. Maddie ushered me into the living room section of their large suite.

"Why do men make things so difficult? Did Steve share that Nick declined his latest proposal" Maddie asked.

"He mentioned that there were some difficulties, but I did not know that the deal was lost." I shared.

"Want to know why? Before signing the contract, Nick shared that he wanted Steve to tell him if you were the woman in the painting. Steve declined."

Maddie laughed out loud. "See what I mean? Like why would that make any difference?"

"You are not mad at Nick for wanting to know if the naked woman in the picture was me? "

Maddie added, "Mark and I have an open relationship. As long as we tell each other what we want ahead of time we can even have sex with others as long as it's safe sex."

Maddie's robe had fallen off of one leg and she made no effort to pull it back up.

I had heard of couples like this, but never met a "swinger" before, so I asked, "So you can sleep with any man you want?"

"Yes or any woman." Maddie said waiting for my reaction.

This threw me off, as I sat back and pulled my dress down my thighs. "Woman?"

"Sure. Actually I find sex with women very enjoyable. I can tell you've never had a woman's mouth on your pussy." Maddie said frankly. "You should try it sometime."

This was nowhere near what I thought Maddie would be talking to me about when I entered her room. I know that I had to be blushing as I was feeling uneasy about the conversation. Thoughts of Julia in the locker room brought back feelings that I tried to tell myself that I did not have, but now I was less sure of myself.

I blurted out, "I doubt if my husband would like for that to happen."

"Probably not, unless he got to watch. It's one of Nick's favorite things." Maddie leaned back on the sofa which caused her robe to completely open all the way up to her pink panties. She slowly uncrossed her legs never attempting to cover up with the robe.

I felt flushed as the conversation got hotter and hotter. "Can we get back to the deal? What can we do to get the guys to agree?"

Maddie laughed. "Bet you have not had many experiences with other lovers, have you? Does your husband still rock your world?"

I felt a bit defensive, "Not that it is any of your business, but we married young, so he is my only lover."

"Hmmm. That doesn't sound very good. A shame a woman like you has had to live with mediocre sex. You need to think about your needs more often."

I had no rebuttal.

Maddie added, "Wait here, I think I have a way to get this deal done!"

"I hope this does not take too long, as I need to get to work soon."

I could feel my knees shaking together. as my body was on fire and my mind was in serious fear. I thought about leaving, but if there was any hope to help Steve I needed to stay.

Maddie walked back into the room carrying a large black box.

"Relax, Jill. Breakfast runs for 2 hours, so you do not need to be at your booth until 10. We have plenty of time. Here, I brought down an old friend of mine. I never travel without bringing him with me. Every girl should have one." Maddie laughed as she sat down next to me and handed me the box.

I opened it and was shocked to find a large rubber penis. It looked very real, just bigger than what I am used to. Maddie told me to take it out of the box.

I am not sure why, but I was curious about it, as I never owned a toy. I actually let my fingers move up and down the entire length even squeezing the spongy crown. "It feels like a real one. It's even warm."

Maddie laughed as she reached into the box and pulled out a small remote control.

Maddie pushed a button and the large dildo vibrated making me almost drop it.

"You should have warned me first." I laughed.

Maddie pushed the button again and it started a slow rotation at the top of the toy.

"What's this little knob for?" I asked as she ran a finger along a small lump at the top back near the base.

"That's the clitty rub." Maddie laughed.

"You're kidding right? There's no way a woman can take this whole thing to allow this knob to rub against her clit."

"I thought so at first too as Nick is nowhere near this size. Let me prove it to you!" Maddie giggled.

I thought again about running out the door, but my curiosity kept me glued to the chair.

"It comes with a tube of cream to make it go in easier but I've never had to use it." Maddie giggled. She leaned back on the sofa and pulled her robe off, so all that she had on were her pink panties. A damp spot was now apparent. Her breasts were a little bigger than Julia's, but with thicker nipples.

I kept watching as Maddie pulled her pink panties under her butt and down her muscular thighs. Maddie shamelessly opened her legs showing me her wide opened bare pussy. I had never seen this kind of detail of another woman's body before. Both the outer and inner lips were so wide as Maddie's hard clitoris and large opening was easily seen. Droplets of moisture cling to the pink flesh of her pussy lips.

"Here." Maddie said handing me the remote. "It's much more satisfying if someone else does the honor."

I watched the tip move up and down, right and left over her damp pussy. The pink tip glistened as Maddie lifted her bottom and pushed the rubber man slowly inside of her. Five inches moved easily inside and Maddie stopped. "Push the button."

My fingers trembled as I obeyed Maddie's commands. Maddie's hips suddenly rose as the faint hum of the vibrator came on. "Ahhhhh." Maddie moaned.

Maddie smiled at me as she slowly pushed more of the vibrating cock up inside of her. Maddie held the dildo in place with one hand as her hands wandered over her creamy white breasts and hard nips. Her fingers moved slowly to lightly pinch her rigid buds.

I began to realize that Maddie was not just showing me how to use the dildo; she was actually fucking herself to completion with it. I felt the moisture forming from my own pussy as I watched Maddie push another two inches inside. The clitty rub was only an inch or two away from the small mound of flesh.

"God. It's never felt this..... good..... be... fore." Maddie panted. Her eyes were closed as she spread her legs wider and lifted her hips to allow the huge cock to forge the final two inches. As the vibrating clitty rub touched her passion button she screamed. "OH SHIT!" Her hips were now pushing upward and her thighs were quivering.

I was about to turn the dildo off.

"PUSH......... THE......... BUTTON......... A.... GAIN!" Maddie screamed. The veins in her neck were pushing outward.

I did as she said and Maddie's eyes opened wide as the rubber invader started to rotate. The woman's hips moved in rhythm around and around. "OH YES, OH FUCKING YES!"

My hand was now pressing downward onto my dress against my own pussy while Maddie's body was getting fucked. As my hand moved down to slide up under the hem Maggie climaxed.

"AHHHHHHHHHHHHHHHH!" Her hips were now almost two feet above the sofa cushion. "AHHHHHHHHHHHHHHHHHH! TURN IT OFF!" She yelled.

I quickly pushed the off button on the remote. Maddie's body dropped lifelessly on the sofa.

I think I was panting as much as Maddie when her eyes opened and she smiled.

Maddie pulled the slippery penis slowly out. It kept coming, coming, coming until finally the mushroom head appeared.

"Your turn."

"Oh no. I can't." I replied, quickly sitting the remote on the table like it was a hot potato. I had never masturbated in my life, so doing anything with Maddie was all new territory for me.

"Besides, I thought we were going to try to figure out a way to make our deal happen." I added.

Maddie did not say a word, but reached for her phone and after a few swipes she handed her phone over to me and said, "OK, tell me, is this you?"

I was surprised to see that she had a picture of the painting. I am sure by the way I blushed she already knew the answer. I quietly, said to Maddie, "yes, it is me, but I did not pose for it or wanted it, but..."

Maddie held up her hand as to stop my excuses about it. She reached for her phone back and smiled as she looked at my picture. She dialed her husband. Still naked, as she walked into her bedroom, so that I could not hear her conversation.

My heart was racing as I was hoping this would bring in the new business. All of a sudden, I heard Maddie yell, "Can you back to my room, Jill? I want to share Nick's counter offer."

As I entered the room I saw the rubber penis on her dresser along with her makeup bag. Maddie was still naked and sitting at the edge of her bed.

"Nick thinks you will say anything to help Steve out. He has asked me to confirm that you are telling the truth about the painting, as he has his doubts."

Maddie patted next to her and smiled, "We are both women. Come over here and prove to me that you are the woman in the painting."

My heart was pounding as I crossed the line for the second time. Again, my knees were trembling as I now stood in front of her.

Maddie giggled and stood in front of me. "I think your dress is too tight. Let's take it off." Maddie quickly pulled down the back zipper and pulled the dress off my shoulders and slowly down my arms.

As in a trance I lifted my feet to allow Maddie to pull the dress and slip away from me as she laid it over a chair. I stood in just my new lacey white panties and matching bra.

"Wow, you have a beautiful body." Maddie commented as she released my bra. My fingers grabbed the cups before they fell from my naked breasts.

"Do you really need to remove the bra?" I pleaded.

"Nick is expecting me to make very sure it is you. So, stop making it difficult for me." as she pulled the bra quickly from my trembling fingers. "Nice tits." Maddie said as she could see my nipples hardening from the exposure.

I surprised myself when I made no effort to resist, allowing Maddie to pull the last remaining article of clothing off. I was hoping Maddie would not see the wet spot on my panties, but her smile as she held my panties told me she was very aware of my arousal.

Maddie tossed the panties near my dress. Like Julia did earlier, I felt her fingers gently run through the hair over my pussy. Her fingers wove into my hair and eventually grabbed a handful as she told me, "A bushy pussy is like hiding a beautiful flower with weeds. If you really want to close this deal now, then you are going to have to lose this!"

"Now lay down and do not make a peep! Understand? It is now or never on this deal? Do we have an agreement?"

Maddie then spread a towel over her bed and pointed to me. I was feeling both aroused and committed to making this deal happen. I surprised myself and did as she told me. "OK, Jill, open up those legs, as I got some work to do."

I closed my eyes and slowly opened my legs as wide as I could. Inside Maddie's cosmetic bag were some scissors and shaving supplies. Slowly I felt her clipping away my curls and setting them in a pile on the towel. Maddie was kind, careful, and focused as she removed every hair. Looked like she gave my pussy a crewcut when she was done with the scissors.

Maddie brought in a warm wash cloth and set it over my pussy before applying the shaving cream. With several strokes she made several strokes of her razor. When she thought she was done she wiped away all the extra shaving cream.

I felt so vulnerable as her eyes were studying my newly bared pussy. She placed another warm washcloth over my eyes and told me to relax as she gently pulled my thin lips apart to make sure there was no strays. I then felt some oil squirted over my pussy. Feeling her slippery fingers moving all over my pussy was starting to make me feel very aroused. Maddie opened up my legs again and focused on my pussy lips slowly teasing me.

"I don't think we are going to need any lubricant with you either." Maddie giggled.

I jumped when I felt something touch my vagina. I removed the wash cloth expecting to see the huge dildo but instead I saw Maddie's hand resting between my thighs. "What?"

"I just want to be the first to enjoy your new pussy." Her fingers moved down until her middle finger pushed gently inside.

"Wow, you are much tighter than I expected. Your husband is definitely not rocking your world, is he? His pecker must be even smaller than Nick's." Maddie commented as she pushed another finger into my tight box.

I shook my head no and again closed my eyes as the woman explored my tightness. Suddenly Maddie touched my hard clitoris. "Ahhh." I moaned and lifted my hips.

"God, you really need this don't you?" Maddie giggled as her thumb pressed against the hard lump of flesh. "I've only did this a few times." She announced as she moved her head downward until her lips pressed against my clit.

"OH GOD!" I moaned. I had never thought another woman could make her feel this way but right now I was as hot as I had ever been. My fingers moved down to pull Maddie's head tighter as the woman's tongue flicked against my clit.

"Don't stop. Please don't stop." I moaned. I so badly needed to come.

Maddie wanted to make my first time a good one as she soon brought me to a shattering climax. My screams and moans filled the room as my hands and legs trapped Maddie's head against my dripping smooth pussy as I felt my release coming.

"I'M COMING! OHHH, WOW!!" my voice shattered the air as I exploded.

We both lay in that position for almost a minute until Maddie forced her head from my grasp. "See, not so bad being bare, is it?"

"No. Not bad at all I don't think I have anything left right now." I laughed. "That was unbelievable. Thank you."

"My pleasure." Maddie smiled

"Rest assured, Nick will be letting Steve know he has reconsidered. When I let Nick know that I made you cum he will even increase the deal by 10%!" She laughed.

"I feel used." I grinned. "But, I'm not complaining."

Time was quickly approaching for me to be at our booth, so I knew I needed to quickly get dressed. I found my bra, but my panties were now missing.

Maddie smiled and held them in her finger, twirling them and said, "looking for these? I think today you need to feel how nice it is to be without them."

I had no time to return to my room and had no time to argue, so I put my dress back on and was ready to leave when Maddie leaned forward to kiss my cheek.

But, Maddie quickly turned her head and placed her lips on mine. Before I could react Maddie's tongue invaded my lips and mouth. Nether of us pulled back and swapped tongues for almost two minutes as her hand squeezed my ass.

Finally I broke away and gasped. "Enough. I have to get used to this woman-woman thing. Thanks again for your help." I giggled and quickly ran down the hallway.

*****