The Physical Therapy Student Ch. 02

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Anna has something to tell her boyfriend.
5.1k words
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Part 2 of the 4 part series

Updated 06/09/2023
Created 12/20/2018
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"You did what?" Dorandel said.

"I..." Simon paused. He was unsure of how to tell him what had happened between them. It felt easier yet harder to tell someone he never met in person.

"I talked to her about it." He typed. Feeling his finger shake as he hit the enter key.

"How did she take it?" He responded quickly.

"Well at first she was upset but then later on we role-played it in bed. She seemed to enjoy herself."

"How much did you enjoy it?"

"A lot." Simon responded with shaking hands.

"Enough to tell her you want to try it?"

Simon took a deep breath.

"Yeah." He typed in feeling the need to stand. He paced around the room until he heard the game receive an incoming message

"Well, what did she say?" Dorandel said.

Simon took some time and told him everything. He felt more nervous as he hit the enter key. Simon stood up and made a cup of hot chocolate. feeling his hand shiver as he took a sip.

"I see." Simon read on screen.

"That's it!?" Simon said to himself.

"Hopefully she chooses a good guy to do this with. A friend of mine did the same thing, they found a guy online. He swears he never saw a dick that huge before and his wife took it." Dorandel added.

Simon swallowed, he didn't think about the consequences of if he was huge, if sex would feel the same with him ever again.

"Hey Maxil, make sure she does kegel exercises haha." Dorandel said.

Simon felt stupid needing to look up what kegel exercises were. Still he went on about his days wondering when it would come. And several more days passed. One day he returned home from work and started eating dinner, Anna looked as if she remembered something.

"Hm? What is Anna?"

"Ah, Simon. About...that. I did it."

Simon stared at her.

"You know. What we talked about last week."

Simon almost choked on his food.

"I saw him today, you know. I asked him." Anna felt embarrassed to even look at him.

"Who!?" Simon's eyes lit up.

"I can't tell you! It's suppose to be a secret." Anna snapped back at him. Simon played with his food.

"Sorry. Um. How did it go?" He asked.

"He was surprised of course."

"Well, I'd expect as much."

Did, did he give you an answer?"

"He said to hold on and that he'd give an answer tomorrow."

"Tomorrow, huh?"

Simon felt more nervous than she was. He was sweating and trying to keep his fork hand steady.

"If this guy says yes...Anna is gonna have sex with him."

"Well, we didn't really talk about anything else. Guess I'll talk to him tomorrow." Anna pulled out her phone. Simon tried to look at the screen. She turned her phone away and smiled.

"Okay then." Simon said.

The next day Simon his work at the office as usual. He couldn't pay attention to much today. Luckily, things were not that busy. He was able to get by until he wrapped up for the day.

"He said to hold on and that he'd give an answer tomorrow."

Her words echoed through his mind.

"He's gonna answer her today. Today there would be an answer." Simon said to himself.

For all he knew she could have already gotten his response by now. Simon struggled to pay attention to anything else at work. He punched out at the time clock, the phone vibrated in his pocket. It was a text from Anna.

"'Have a good day at work. I love you."

Simon saw the message was suppose to send hours ago. He eagerly awaited for more but there was nothing. On his drive home from work he received another text.

"I'm making your favorite, beef stew tonight :)"

A lot of prep work went in to her stew. Simon thought maybe this was her way of saying that she was ready and she wanted him to relax. He mentally prepared himself just one street away from his apartment. Simon pulled his car against their building. If she did it here, they would have privacy with no one under them besides a garage that the landlord never used. Simon's hand shook as he touched the door knob, slowly unlocking the door and opening it as if he was sneaking in to his own home. He remembered that even hen they played loud music, you could barely hear it from outside. He felt the heat coming down the stairs. He heard nothing out of the ordinary, Anna had her music playing, he could smell the beef stew as he took his shoes off. He took a couple breaths and waited for his erection to go down before he went up stairs.

"Hey Simon." Anna came to his side and kissed his cheek. She had on a white apron with her white t shirt and jeans.

Simon remembered talking to her during dinner but could barely remember what was said. he only knew she did not talk about the mystery guy. Exhaustion that felt like he had been working non-stop for twenty-four hours washed over his body.

"You seem tired." Anna commented. She handed him a cup of tea. She sat at the edge of the couch next to him knowing what was bothering him. Anna rubbed his leg.

"I don't think there's any turning back now." She said.

"Yeah I guess so. Wait, so you did hear back from him?"

"Yes, he said he would do it."

Simon felt his heart sink from his chest.

"Simon, are you going to be okay?"

"Huh?"

"Are you getting cold feet?"

"It's not that, it's just...of course I want you to have sex with another guy. But having someone who's important to you sleep with someone else isn't exactly what you'd call a good feeling."

"Huh? You say this now..."

"No, I'm fine, that feeling was there in the first place. On top of that...it's already been decided."

"Y-Yeah...but if you're really not okay with it, say something, okay?" Anna said.

"I really don't want to do anything you wouldn't like." She added.

"I can't believe your telling me that, after what I requested from you. I'm not sure what to say to make me happy." Simon smiled nervously.

Anna gave him a big hug, her affection hidden in the gesture.

"It's like I don't want you to do it. But I want you to. It's that kind of feeling." Simon rubbed her back.

"If I weren't perfectly fine with you sleeping with someone else, it wouldn't turn me on so much in the first place."

"Hmph...So that's the way it is. Not that I get it." Anna said lowering the tone of her voice.

"You're doing your best to grant my wish. That truly makes me happy Anna."

"As long as your happy. If you're not, then I absolutely won't do it."

"Yeah, I know."

Anna got more comfortable putting her feet up on his lap as she laid on the couch.

"So...When exactly ashould we do it?" Anna asked.

"We've gotten this far, so I don't think we should put it off for too long." Simon said.

"Hmmm...that's what I thought, to."

Anna paused.

"How about this weekend then?" She said.

"Is your guy free this weekend to?"

"Yeah, he doesn't work too many weekends and he had this one off."

"I see..." Simon noted that Anna didn't work this weekend either.

"Are you gonna ask him about it?" Simon said.

"I guess I'll try asking him tomorrow." She said.

"Okay."

Anna sat upright and looked at her phone. Simon couldn't help but stare at her screen just in case she pulled up any text. She didn't make a sound as she put down her phone. Anna put her head up against Simon's chest and rubbed him with her fingertips.

"Hey Simon. Can I ask you a question?"

Simon said nothing but felt his heartbeat rise.

"Would you be happy if I felt good having sex with uh...him?"

"...Well..."

The image of Anna that had been in his head the past few days reared itself up once more. The image of Anna having sex with some stranger, letting out moans of ecstasy He had never heard before. Just thinking of Anna losing herself in the pleasure like that was enough to make him hornier than he'd ever been before.

"In all my fantasies, I always pictured you going crazy from pleasure. All the time." Simon said.

"Then you'd be happy if I felt good?"

"Well, I guess that would be the case."

"You don't have to be shy about it Simon. I'm past the point of being able to make fun of you for it."

Simon smiled.

"Ah, yeah. Thanks."

Anna sat up and turned towards him.

"If we're going to do this, we should do it in the way that makes you happy. So please tell me. What do you want me to do?" Anna said mustering up what little courage she had.

"W-Well..." Simon swallowed.

"I want you...to feel...better than when you do it with me." He said ending unexpectedly louder.

"I want you to...almost drown in the pleasure. Also..." He added.

"Also...?"

Anna's hand placed itself on Simon's bulge. Simon wondered when she would discover he was as hard as a rock.

"You uh..." He paused reacting to her hand.

"You do it all night! Until the sun comes up..."

"Hmm...So that's the way you like it."

Anna's enticing gaze locked with Simon's as she drew nearer. Her hand that was resting on his crotch began to move. Stroking hid cock through his pants. Simon's hand instinctively moved up her chest, his fingertips touching her large breasts over her shirt. Anna backed off suddenly.

"Got it." Anna cleared her throat.

"Okay, I'll do my best to make you happy Simon." Anna smiled, her face notably red.

Simon wondered if sex with another man would make that smile melt away. Just thinking about it made his dick begin to leak precum.

Once it had been decided, the details soon fell into place. Just like Anna said. Her chosen guy had no plans that weekend and gave his okay. Anna said that he requested a hotel and help paying for it which Simon agreed. He worried that they might not be able to handle it partway through. Simon replayed something he had told himself since everything started. He wanted this to happen so badly. But once they were going, there was no going back. Those conflicting emotions . Coming to terms with both of them would be a big problem. Maybe he would never come to terms with his those emotions. jealously and arousal. While he struggled with them, he continued to wait for the big day. Sitting on the couch one day, Simon couldn't believe that soon enough she would leave to have sex with someone else. The day seemed to go along slowly as the evening approached. The appointed time grew closer. Looking at the setting sun, Simon's heart began to race. Anna had gotten out of the shower and was in the bathroom getting ready. Simon was glad she could not see him right now, He shivered and noticed he could not hold his phone steady. Just barely able to make out that it was almost ten at night. He turned on his computer just for a way to distract himself of what's to come. He heard Anna's text alert from outside the bathroom. She came out of the bathroom looking at her phone as she brushed her long hair.

"Hey...it's time." She said quietly.

Simon said nothing. He stood up and gave her a hug.

"Call me if you need anything, okay?" He said.

"I know. I love you Simon." Anna said.

"I love you to."

She stood at the top of the stairs and looked back at him before descending down the steps. Simon had to sit down. She really was leaving. To fulfill his request. To go to the arms of another guy. Finally...it was about to begin. Simon watched as her car pulled away and out of site. He saw his phone light up.

"Remember, if you ever change your mind, if you feel any doubt. Let me know. I love you." The text from Anna read.

He spilled his water when he saw it was already ten thirty. He couldn't figure out what time she would come back. The thought drove him crazy. Until that time came, Anna would be having sex with some stranger. Her naked. The warmth of her body, transferred in their embrace. The Anna in his imagination was already in a complete state of disarray. Orgasming over and over again, too many times to count. Yearning for another man, she would act feminine in ways she had never shown before. Feminine in a way that not even, her boyfriend had ever seen.

"Ah...ah." Imaging it made Simon's breath grow ragged. He wasn't even touching himself, but feeling it rub against his underwear was already almost enough to push him over the edge. He wondered what they were doing right then. Was he letting his fingers sink in to her ample breasts as he fondled her? Or were they sharing a kiss so deep that they had to hold their breath? Their bodies pressed together tightly. The heat of their bodies combining. Their sweat rising from them. Anna's scent being overtaken and replaced with his. Her fingers traced the contours of his neck. A saccharine moan begging for him to push himself inside of her. The Anna in his fantasy stimulated his desire with every single one of her actions. Simon felt the urge to cum. Was this guy enjoying her so much to make Simon jealous? He was left alone. Completely forgotten. Was she enjoying...sex with another guy? At that moment his phone vibrated. He received a message from Anna. Tension drained from his body. It read they just got to the hotel.

"G-Geez, after I got all worked up like that..."

An intense feeling of relief swept over him. They didn't start...yet. However, the message relayed that it was about to begin. To Simon it said we're going to have sex now. The fact that checked in to the hotel meant that they hadn't had a change of heart. The chance of either of them quitting now was dwindling. Very soon, Anna would be having sex. Another man's cock would be thrusting in to his girlfriend's pussy. Right up to the hilt. Pressing against her womb. And then, she'd let out a cry of delight. In the arms of another man, the entire time his dick inside of her, she'd be letting out sweet moans. At that moment, it had all been decided.

"A-Anna..."

His bewitching vision of Anna reared itself once more. She was going to have sex now. Faced with that reality...Simon felt a wave of dizziness and excitement sweep over him that almost made him cum. The sound of the clock seemed incredibly loud. It was grating Simon's nerves.

"This is how on edge I am huh? Experiencing an infinite loop of regret and acceptance. Yet...I still hadn't found n answer for my actions. Was it really okay that they were doing what I wanted?"

Simon felt a strong pang of regret over his actions. While he was fully erect. Feeling remorse. It felt like he was slowly being swept up in the flow of time.

"...Anna..."

Not a single message showed up on his phone. No matter how many times he checked. An hour had past since they arrived. No matter how he looked at it, they must have already started. Now he was wedged firmly between arousal and regret. As time inched forward, his feelings flipped back and forth over and over again.

"I shouldn't have let her do this." he clenched his hands together.

"No, I wanted her to do this."

Those two feelings ruled his mind in equal measure. The feeling was enough to make him go crazy. Painful enough to go mad. Yet he was turned on. At this point he couldn't tell up from down. Simon was horny to the point of passing out.

"If I never told Anna about my fantasy, my life probably would have gone, unfulfilled and unsatisfied. Even though my desires had been granted, now I was treated to this hellish pain. This could never be undone."

At one in the morning, Anna had returned home. Passing by Simon, who wanted to know right away what had happened, she plopped herself in to bed and fell asleep.

"What happened to her!? What did she do that would make her this tired!?"

Simon knew his sleepless night would continue for a while longer yet.

In the morning Simon spent his day off shopping for groceries while Anna stayed home and cleaned the floor. He put all the bags on the table sounding out of breath.

"Welcome home, even though it's your day off. I'm making you do the shopping. Sorry about that." Anna said.

"Oh don't worry about it. It's your day off to."

"Do you want something cold to drink? I've already made a pitcher of ice tea."

"Oh uh, sure."

"Okay." Anna bent over in the fridge and pulled out the pitcher and poured a glass.

"Here you go." She said with a smile.

"Thank you." Simon took a sip.

Anna pulled out a popsicle from the freezer. Simon's mind went to dark places.

"Do you want to know? Hmmm...I wonder if I should..." Anna suddenly said to him at the table. She could see it in his eyes.

"Hehe...if you want to know that badly, I'll tell you."

Simon nodded lightly.

"Oh hand on a second." Anna bounced away in to the bedroom. A minute later she came back out in a lace black bra and panties.

"Come on in Simon." She said.

He felt nervous to approach her. Already feeling himself getting hard. He watched as she unclasped her bra and tossed it aside. He undressed immediately. Anna turned around completely naked. Her big breasts, swaying with her movements, her shaved pussy.

Simon...can you see my body?"

"Y-Yeah..."

"Yesterday...this body had sex with somebody else..."

"Ngh...!" Simon felt his cock twitch.

"Y-You really did...go all the way, right?"

"Yeah....We had so much time to ourselves...we flirted the entire time."

Simon was speechless.

"I haven't even touched it yet, and your thing is already this big. Are you really that excited about me cheating on you?"

Simon answered with a stiff nod. He couldn't rest until He heard every single, vivid detail from Anna's lips.

"Okay." Anna said.

She pulled herself close to Simon. She had an unusually seductive look on her face. She pushed him down on the bed and straddled him.

"You're so hard Simon." She giggled.

She slowly sunk his cock in to her.

"Ah..." Simon moaned.

His cock felt much more sensitive than usual.

"You're really hard Simon. Are you really that excited from me having sex?"

"Y-yeah..."

"I see. Did you notice I've been thinking about it all day." Anna whispered.

"Seriously?" Simon's eyes widened.

"Mmmhmm. Even when I was talking with you, I was thinking about the sex I had yesterday. The whole time." Anna said feeling his cock twitch with excitement.

"Hehe, your thing just moved. So you're not against what I did? Are you happy?"

"I-I'm not but...I mean I'm happy. I don't know."

Anna giggled.

"You really are a pervert, you know that, Simon?"

He said nothing. Too embarrassed to talk.

"You know...we did a lot of this as well."

"Did a lot of...you mean?"

"Yeah...we kissed. We kissed a lot. Just like this." Anna leaned in and kissed his lips, their tongues swirled in each others mouth. She exhaled clearly enjoying herself.

"Hey Simon, are you excited? We haven't kissed like this in a while have we..."

"Did they really kiss like this? I know I said they could have sex but I never said they couldn't kiss. I can't shake this feeling, like weight."

"And we held each other. Just like this."

"R-Really? Like this?"

"I feel like I should say...well he finished pretty quickly."

"Really?"

"Yeah...he did a lot but he recovered pretty quickly too."

"I wonder who that could mean? Maybe someone of inexperience and youth? She did mention a father, he could be stressed out, maybe..."

"He was able to go for a while so I didn't mind at all."

"How long did he last?"

"How long do you think?" Anna hid her smile.

Simon couldn't believe that his nerdy, quiet girlfriend was talking like this, doing this. Of all things she could have done. Yet he was so turned on he felt his hand shaking."

"Uh...an hour?"

Anna held him close and pecked his cheek.

"More." She whispered.

"Th-Then...two hours?"

"More."

"Three!?"

Anna kissed him on the lips.

She pressed against his lips once more.

"Three hours...Anna had another guy last three hours. I can only imagine how many times he had to cum."

"Pretty good, isn't it? I was surprised too.

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