The Midnight Favor

It was a little past 8 a.m. when I awoke. Amy wasn’t in bed, and I looked around the room collecting my thoughts from last night. I vividly remembered what had happened.

Her sister Sydney knocked on the door around midnight, asking for a favor. After inviting me into her room, she offered me drugs. Once I was vulnerable, she took control of the situation and had sex with me.

My feelings of confusion lingered as I got out of bed and headed downstairs. I didn’t know what to do.

Should I tell someone? ~But if I do, how would I say it happened…or better yet, why did I let it happen? What trouble will I be in?~

As I got to the bottom of the stairs, the smell of a wonderful home-cooked breakfast that lingered throughout the house hit my nostrils.

“Morning, babe,” Amy said as she quickly got up from the living room and headed toward the dining room.

Her father was already sitting down reading the news from his iPad while her mother was setting the table. Once I made my way over to the dining room, I pulled up a chair and greeted everyone.

“Doing well. We got a busy day ahead of us,” said Amy’s mom as she finished setting down the plates. “I hope you made room for breakfast. Sydney decided to surprise all of us this morning by cooking breakfast. Isn’t that nice of her?”

Surprise is definitely an understatement, especially after what happened last night. I don’t know what Sydney was up to, but I was going to be more careful around her.

Before I could respond to their mom, Sydney walked in with breakfast.

“Good morning, sleepyhead. How was last night?” Sydney said cheerfully.

I knew damn well what she meant, but I had to play it cool. “Slept really well, thank you,” I calmly replied.

Granted, I felt a tad nervous, but I made sure not to show it. Luckily for me, she was wearing a baggier t-shirt and some leggings while serving us breakfast.

It was easier to control myself without her flaunting her curvy frame.

After everyone sat down, we all ate and talked about our plans for the day.

Amy suggested we checked out the newly renovated mall on the other side of town. From the way she described the size of it, it was going to take up most of the day.

Her mother then mentioned a campfire later in the evening.

Everyone seemed excited about these plans until their dad said,

“Well, I hate to be the bearer of bad news, but I will more than likely not join you for the mall. However, I will make an effort for the campfire.” He sipped from his large coffee mug.

“Seriously, hun? This is their summer break. Let’s go out as a family,” responded their mom.

They went back and forth on the matter and both got irritated. Their dad had an emergency at work and needed to stay at home to work in his office.

Everyone could see their mom was upset.

Sydney started to console her. “No worries, Mom. The four of us will have a blast. Plus, with dad staying home, there is now enough room in the explorer for us to ride together.”

Even though that cheered their mom up a bit, I got a little more nervous. Being in the same car with the person you secretly fucked can make one feel anxious.

We eventually finished breakfast and the four of us headed out to the mall. Amy and I sat in the back seat of the explorer while Sydney and their mom rode in the front.

The girls continued to share their excitement about the trip to the mall. After a thirty-minute drive, Sydney suggested we made a quick detour to pick up some Starbucks near the mall.

Once we pulled up, we noticed that the drive-thru line was long, so Amy’s mom pulled into a parking spot, and Sydney went inside to get the drinks.

While Sydney was inside, I asked more about the bonfire. Amy told me some of her friends that she hadn’t seen in a while were going to be there.

I had wanted to plan some time alone with Amy, but it seemed like things kept popping up. I wanted to talk more, but Sydney came back with the drinks.

As soon as she shut the door, everyone grabbed their drinks, and we went straight to the mall. The parking lot was packed, but we luckily found a spot near the entrance.

As we walked closer to the front doors, I asked Amy which store we all were going to first.

“Oh, I…uh, sorry babe. I forgot I wanted to spend more time with Mom. I haven’t really gotten to spend much time with her, with schooling and all. I hope that is okay with you?” Amy asked.

I was a little taken aback. I originally planned for this trip to allow us to spend more time together.

But before I could say anything, her mom spoke up, “Oh honey, that’s nice of you, but I don’t want to leave your wonderful boyfriend by himself. If your father would stop putting his job first before his family, he could have hung out with him.”

Even though their parents’ relationship wasn’t great, their mom was always super nice to me. Their dad was nice too, but he was usually busy with work.

I smiled for a split second until Sydney spoke up.

“Hey, I could use some company. He’s more than welcome to join me. This way, you and Amy could still spend time together, and I won’t be alone in this giant crowded mall.”

My body froze still, and my heart began to race.

Oh, that sneaky bitch.

She then gave me a wink, knowing Amy and their mom weren’t looking at her.

I was put on the spot. I tried to think of a clever excuse, but her mom interjected, “Oh honey, that’s a great idea!”

My jaw slightly dropped at what had just happened. I knew I needed to be on guard and make sure I do not repeat what happened last night…even though part of me enjoyed it.

As we made our way to the mall, we split into our groups.

“So I heard Torrid has this huge department store with a lot of deals going on. Let’s check it out!” Sydney said with a smile.

“Okay, what are you up to now?” I cautiously asked.

“I really want to check out Torrid. Can you blame a girl?” she responded.

I glared at her, giving her the you-know-damn-well-what-I-mean look.

“Oh, you mean last night. I had a blast, and you were great!” she said with a grin.

“You drugged me and had sex with me against my will,” I said in a soft tone.

Sydney brought her face close to mine and whispered in my ear, “Oh, did I? If I remember correctly, I didn’t force you to take the drugs. You happily took them. And as for the wonderful fucking that we did, you wanted it…admit it.”

“Yes, I was deprived, but that doesn’t mean you can just take advantage of another girl’s boyfriend and have your way with them,” I said.

Sydney rebutted, “Oh relax, you even had a moment where you grabbed my throat, slammed me down, and had your way with me. Am I right?”

“I…I had drugs in me, and I got lost in the moment, okay?” I nervously responded.

She looked up and down at me and smiled. Within a few minutes, we arrived at the clothing store. Sydney was right. The store was massive and very crowded. There was music playing when we walked inside.

Sydney soon found an outfit that she liked and held it to her body. She then turned around and asked for my opinion.

“So what do you think of this?” she asked in a playful tone.

“Looks nice, but why are you asking me?” I replied.

She smiled and continued shopping around. Sydney grabbed a few more pieces of clothing and handed some to me to hold.

“Would you be a doll and hold these for me?” she politely asked.

I rolled my eyes and held out my arms, signaling to her I could help carry them. Twenty more minutes passed until we eventually reached the bra and underwear section.

I started to feel slightly aroused. I could feel my pants getting tighter just by looking at the bras.

Sydney had a little more skip in her step and playfully fanned through the bras, looking at the tags. She then walked up next to me to look at the bras I was standing next to.

As she bent over, her plump ass rubbed against my crotch. I casually took a step back, making sure not to draw attention.

Sydney stood up with a bra in her hand and turned toward me. “You look a little red in the face. I hope standing in the bra section isn’t embarrassing ya. I just have a hard time finding one in my size,” she said in a mischievous tone.

I gave her the look I did earlier. She knew what she was doing.

She placed the bra on top of the small pile of clothes I was carrying. I had suggested a cart or bag to her, but she insisted we wouldn’t need it.

As we made our way deeper into the store, the selection started to become more…exotic. I continued to feel tense as I could feel my member getting harder.

After a few more minutes, Sydney walked up next to me again and looked through the clothing that I was carrying.

“Everything good?” I asked.

She smiled at me and said, “Yup! Almost done here. There is just something I need to get around the corner shelf over there.”

We headed over to a section in Torrid that seemed to have not finished remodeling. Not many people were over there, and I looked forward to leaving the store.

My cock was rock hard, and I had no idea why. I’d never gotten this aroused just looking at ladies’ underwear in a store.

She got right in front of me and sorted through the same clothes I was carrying, except now her other hand was on my crotch.

“Hey! What are ya—”

Before I could finish quietly asking her what she was doing, she shushed me and cleverly cornered me next to some clothing racks.

“You seem quite excited,” Sydney said as she began to rub the bulge protruding from my pants.

“Hey, what do you think you are doing?” I whispered while trying to block her from groping me even more. I knew I couldn’t step away this time without making it obvious.

“What does it look like? I’m just admiring the view,” she gently told me with a sinister smile on her face. “Plus, I’m happy that the drugs are now kicking in.”

I paused for a second before I nervously said, “That was last night. This is something else.”

“Oh, I meant the drugs from earlier today,” Sydney said mysteriously. “There might have been a little something special for you in your Starbucks drink,” she continued with a wink.

I froze in fear. It just occurred to me that when she went in to get the drinks, she had an opportunity to put something in my drink.

I wanted to leave, but I couldn’t walk out the front doors with this massive boner. Right now, the clothes I was holding for Sydney were the only thing covering it.

“Oh… You sneaky little—”

Before I could finish, she whispered, “No need to worry, follow me.”

I had no idea what she was up to. I was hesitant, but it felt like I had no other choice. We walked past the large crowds of people in the store and soon arrived at the fitting rooms.

Sydney walked up to the front counter and spoke with the lady. She handed her a key, and Sydney turned back and walked toward me.

“Come on, handsome, this way,” she said.

I took a deep breath and followed her. We walked past the fifteen to twenty fitting rooms until we got to the near end.

Sydney opened up the door and walked in. I stopped at the door, still holding her clothes.

“Let me guess, you wanna try on everything before you—” Before I could finish the sentence, she quickly pulled me into the changing room and shut and locked the door.

She grabbed the clothes that were in my hands and placed them down in front of the door so no one could see our feet.

“Okay, what was that f—”

Sydney threw her arms around me and slid her tongue down my throat.

I froze for a second and let her taste my lips. I instinctively enjoyed it, only to realize what was happening. Once I quickly snapped back into it, I pushed her away in arm’s reach.

“What are you doing?” I whispered.

Her attitude slightly changed. She quickly went from a cutesy, playful vibe to a devious vixen. She then grabbed my junk and jerked me toward her.

I let out a quiet gasp.

“You look very appetizing,” she whispered in a seductive tone, tilting her head. “You will be a good boy for me while I take really good care of this. You got that?”

My body trembled from her firm grip on my crotch.

“You will not make a sound. You don’t want people to hear us, do you?” she continued.

My heart started racing. Is this really happening again?

She continued to look up at me, demanding an answer. Whatever she had spiked in my drink, I was now feeling its full effect.

I was trapped in this small room with her…and she had me right where she wanted me. I knew it would be a mistake to fight it, so I just nodded.

“Good boy,” Sydney whispered as she slowly massaged my painfully swelling crotch. She then got down on her knees and began to unbuckle my jeans.

Slowly, I lowered my arms to my sides. I could feel my breath picking up. I made every effort to stay quiet.

Within seconds, she unbuttoned my pants and pulled down my zipper. She then grabbed both sides of my jeans and carefully pulled them down until my large ten-inch swollen cock sprung out right in her face.

Her eyes lit up, and her smile widened as she enjoyed the view. She placed both hands around my massive member, slowly massaging it.

After admiring its size, she pulled it in front of her mouth, leaned in, and kissed the head of my swollen member. After a few seconds, she slipped out her tongue and began to taste it as well.

She focused on my cock the entire time as she savored every inch of it.

After a few minutes, she slowly looked up at me while still licking my member. She then pulled her head back, only to position herself right in front of the head of my shaft.

While locking eyes with me, she licked her hips, opened her mouth, and slowly begins to swallow me.

Her mouth felt so good as her lips wrapped tightly around the head. She pulled back and began to swallow me again…only this time she got a little deeper.

Without flinching, she stopped one more time at the head, gave me a wink, and began to devour all of it.

My mouth dropped, and my eyes widened. Without any hesitation or help, she sucked all ten inches of my monstrous cock down her throat.

I could feel her throat muscles tighten as she buried her face in my lower abdomen.

I automatically reached for the back of her head. Once I slid my fingers into her soft, dark hair, I felt her sway her head up and down while still keeping all of me inside her.

Sydney then placed her hands on my thighs and slowly pushed her head back. After quietly slurping me out, she caught her breath.

“Fuck, you are huge,” she whispered with a dazed look on her face.

She grabbed my cock again, leaned forward, looked at me, and said, “Let me try something real qui—”

Before she could finish, her phone began to ring.

There was a slight pause. Sydney reached for her phone while still having the other hand on my cock. As she flipped over the phone, I saw it was Amy.

My heart started pounding. I just stood there in silence with Amy’s sister on her knees with my cock in one hand and her phone in the other.

Without saying anything to me, she answered her phone.

“Sup sis! How’s shopping with Mom?” She put her iPhone on speaker.

“Oh, it’s going,” Amy said. “Mom and I talked about stuff and we are currently getting our nails done. We might check out a few more shops once we finish here. How’s your shopping coming along?”

“Oh, it’s great! We are still in Torrid. I am in the fitting room now, trying out a few things,” Sydney responded, giving me a flirtatious smile. “So, are you looking forward to the campfire tonight?”

After asking her sister about the campfire, she set her phone in the chair and proceeded to silently kiss the head of my cock.

There is no way in hell she’s doing this! Oh, was I wrong.

Sydney began to lick the underside of my stiff cock and immediately sucked it into her mouth again. Even though she was wearing a baggy shirt, it did not hide the fact that her massive breasts bounced with every stroke.

Only about five minutes had passed, and no one in the entire clothing store knew what we were doing.

As Amy began to talk about tonight’s campfire, Sydney grabbed the bottom of her baggy shirt and pulled it straight off, exposing her enormous breasts.

She then reached both of her arms behind her back and unhooked what I believe was the biggest bra I’d ever seen.

As soon as her bra hit the floor, Sydney cupped her hands along the underside of her breasts and pushed them slightly upward. She then spread them apart, only to wrap them around my wet cock.

She used her voluptuous tits to massage my girthy appendage. It felt wonderful. I was in a state of bliss until Amy said something that brought me back to reality.

“So I have a personal question. Can you not tell anyone?” Amy asked.

“What’s on your mind?” Sydney replied.

“Well…some old friends are coming over, and Bryce is going to be with them,” Amy whispered. “I mentioned him to you a few months back and...I don’t know. This is going to sound mean, but it got me thinking about the relationship I am in now.”

Sydney and I both paused. I could tell Sydney was taken aback but probably nowhere near as much as I was.

“What do you mean?” Sydney asked.

“It’s hard to explain. I was stressed with school and all. Bryce invited me to a party a few months ago, and we got high…”

Amy continued, “I didn’t tell anyone because…well, I told everyone I was still at my university even though I had dropped out.”

My body froze. All the guilt I had from fucking her sister went away and anger seeped in.

“Why? What’s wrong with the relationship you are in now? Are you going to tell him?” Sydney asked.

Amy paused before answering. “I don’t know. Hey, we’ll talk later. Just don’t tell Dad. I sorta told Mom about the school, and I can tell she is pissed.”

The call soon ended. If it weren’t for the drugs Sydney had slipped into my drink, I would have probably not been as aroused.

“I’m…I’m sorry you had to hear that. I was going to—”

I firmly grabbed the back of her hair and pulled her toward me.

“When were you going to tell me?” I demanded.

Sydney didn’t seem scared, but I could tell the guilt was creeping up on her.

“I was going to say something to you within the next few days. I promise,” she said.

I stared down at her as she was still on her knees. There was a brief moment of silence.

While aggravated, I knew I couldn’t leave this fitting room with my massive erection on display. I decided right then and there that I was going to take all my frustration out on her.

“What was it that you wanted to try?” I demanded.

Sydney looked up at me with a slightly confused look. I grabbed the base of my cock and positioned it right in front of her face to remind her of what she said earlier.

“Oh…I, uh…was going to swallow this whole and—”

I didn’t care to let her finish. As soon as she said swallow, I pried open her mouth with my thick cock and forced myself down her throat.

Her eyes widened at my reaction. I saw to it that I shoved her head down as I thrust, making sure she took all ten inches of me.

She let out a slight slurp sound, but no one heard us. For the next few minutes, I violently fucked her throat as she squirmed on her knees. Her large breasts bounced as I had my way with her.

Even though she tried to stay quiet, her eyes told me it was getting a bit too much for her, but she was also secretly enjoying it. It was only a matter of time before I felt something build up inside me.

I felt a pressure buildup in me, just like last night. I knew I was about to burst. With my hands still on the back of her head, I fucked her mouth even faster. Moments later, I came.

Sydney’s eyes widened. Her throat started to swell as I pumped my cum down her throat.

I could hear her inhaling sharply through her nose as breathing through her mouth was not an option at the moment. But like the good little girl that she was, she swallowed it all.

I stood there in silence as she sucked up the last little bit, and then slowly slid me out of her mouth.

“Whew, you are a lot tougher this time around,” she said softly.

I lowered myself and tilted her chin up to look at me. “Was that the same drug you gave me last night?” I asked.

Sydney smiled and nodded. I knew it had to be.

Sydney turned and reached for her baggy shirt. I grabbed her hair and yanked her back toward me.

“What do you think you are doing? We aren’t done, see?” I whispered, holding my cock, and indicated it was still hard. “Just like the last time I took your drugs, it took me two rounds before I was done.”

Sydney acted surprised.

Part of me believed her, but I knew she wanted more. I grabbed her throat and pulled her up.

She let out a slight gasp, but she also let out a slight smile. As much as she seemed to enjoy controlling others, it looked like she loved it when others controlled her too.

I inched closer and whispered to her, “Now…if you want more of this cock, you will be a good girl and remove your leggings for me.”

Without hesitation, she reached down and began to remove her black leggings.

“Good girl,” I said as I watched her undress before me.

Once her pants were fully off, she removed her underwear. I then walked up to her, caressed her face with my hands, looked into her eyes, and said, “Now, quietly slide that small bench over here for me.”

She did exactly as she was told and slid the small cushioned bench right in front of the tall mirror.

I got right behind her, placing my hands on her hips. Her eyes widened in the reflection of the mirror.

I glided my large cock right up against her ass as I moved closer toward her. When I got right next to her ear, I whispered, “Now…I want you to bend over and be quiet for me. Do you understand?”

Sydney looked at me through the mirror and nodded in approval.

“Good, because I am going to fuck you right now and I will be rough with you. I will make you pay for drugging me again,” I said.

With a slight lick of her lips, she nodded again.

She then bent over, and I positioned the head of my cock right against her tight, wet pussy. I felt one of her thighs gently shake, anticipating what was about to happen.

Then, with a little force, I slid the head of my large member in.

Sydney let out a quiet sound of pleasure and slowly shook her plump ass at me, telling me she wanted more. Holding her curvy hips with both hands, I slowly eased the rest of myself into her.

I made sure she felt every inch of me slowly enter her body. Her eyes were closed tightly, but her mouth widened; she was breathing deeply in and out as a response to taking all of it in.

After I bottomed out on her, I slowly pulled back out, but not all the way.

With the tip of my cock just barely inside her, I leaned over and ran my fingers gently up the sides of her body, to her shoulders, then way up to her neck.

I covered her mouth with my right hand and cupped her neck with my left. Not saying a single word to her, I gave her my all.

My large cock forced its way in and bottomed her out. She let out a moan through my right hand, but no one was able to hear her.

I pulled myself halfway out only to slam her tight pussy again and again and again with each thrust more violent than the last. I looked ahead into the mirror, watching myself punish Sydney from behind.

Her body was shaking, and her knees started to give in. Her massive tits were bouncing everywhere. Her eyes crossed and rolled to the back of her head. She was loving every fucking minute of this…and so was I.

After a few minutes, I felt her body tense up. I knew she was about to cum, but I didn’t stop fucking her. I kept burying my cock in her until she came.

Once Sydney’s body relaxed, she carefully lowered her knees to the floor and my cock then slid out of her. She panted silently while her legs continued to shake.

I didn’t know if she had enough, but I wasn’t finished. I got down on my knees right behind her, stroked my massive member, then grabbed her plump ass with both hands.

I relished the feeling of her ass in my hands and couldn’t help but constantly think of how much I enjoyed watching her ass bounce off of me as I kept impaling her from behind. It was such a beautiful sight.

With my hands still having a firm grip on her ass, my curiosity got the best of me. I spread her cheeks to see what her asshole looked like. And, just like I imagined, it was very clean and looked as if Sydney had never done anal in her life.

She looked very tight back there.

I put one finger in my mouth and then I began to slowly slide that finger from her lower back, all the way down to her anus. As soon as my finger made its way to her entrance, her head jerked up.

I saw her expression in the mirror. She was definitely surprised.

With a careful push, I slid my finger in.

Sydney’s face immediately showed excitement, and she quickly smiled. This was easily the tightest hole I’d ever felt.

I continued to slide my finger in and out of her ass for a minute or two, until I worked my way to two fingers.

She slowly rocked back and forth, enjoying the feeling of my fingers inside her. Soon, she began to bite her lip and picked up her pace.

She seems to have gotten more comfortable, I thought to myself.

I pulled my fingers out of her while stroking my cock with my other hand, then placed the head of my cock right up against her hole.

Sydney’s body froze. Her terrified expression in the mirror reassured me she had never done this before.

She quickly turned to me and whispered, “Wait… I don’t think I am ready.”

I grabbed her face and covered her mouth with my hand that was just stroking my cock. I then placed my other hand on my shaft and pulled her head toward me.

“I told you to be still and quiet for me, got it?” I commanded softly.

Sydney nodded slowly, but this time I could tell she was very nervous about what I was going to do to her next.

“Now be a good girl and let me in.”

Slowly, Sydney turned toward the mirror, lowered her head, and pushed her ass up, giving me easy access.

I began to slowly push myself up against her ass. I could feel she was breathing heavily by the way her breath hit my hand that was covering her mouth.

It was difficult at first, but after a few seconds, I shoved the head of my cock in.

Her body jerked, and her ass cheeks tensed up. Sydney’s breathing picked up even more. I knew it was overwhelming for her, but I didn’t care.

“Fuck, you are tight,” I muttered.

After letting her get used to the head, I slowly forced more of myself inside her.

Sydney clenched the bench with both hands as she took in another three to four inches of me. Her thick thighs started to shake, and I could feel her tensing up again.

There was no way she was willing to handle this in her ass all on her own.

I placed my right palm on her back and pushed her upper body down to the ground. With about half of my cock still lodged in her ass, I leaned over once more and whispered, “I…said…let…me…in.”

With everything I got, I forced more of my monstrous cock into her ass. Sydney began to moan and squirm more violently than before.

I hovered on top of her while still burying my cock deeper and deeper inside her.

Her thighs trembled ferociously. She was beyond overwhelmed and was fighting me off, but I stayed on. I kept her down and forced more of myself inside her. It was only a matter of time before I finally bottomed her out.

Sydney’s was still trembling under me. This was her first time doing anal, and she now had all ten inches of me inside her. But soon, her shoulders began to relax.

I sensed the energy from her body depleted. Her eyelids looked heavy, and I knew she was done.

Slowly removing my hand that was covering her mouth, I whispered, “How does it feel?”

She lay there in silence, then, still collecting her breath, she slowly nodded.

“Good girl,” I said as I kissed her gently on the cheek. I then carefully pulled myself back and began fucking her ass a little harder.

I enjoyed watching her body jerk and her ass jiggle as she reacted to each thrust. Her firm grip on the bench began to loosen. After a few minutes of pumping my cock in and out of her ass, I further picked up the pace.

This time, Sydney didn’t squirm. She just lay there and fucking took all of me. Her beautiful plump ass kept bouncing off of me as I fucked it.

I picked up the pace even more. She was so tight back there, I knew I wouldn’t last long. After a few more minutes, I felt a familiar pressure build up again. I simply kept my pace and continued to pound her ass…and just like before, I finally came.

I pumped my juices inside her. Her eyes rolled back, and her jaw slacked. She continued to allow me to fill her ass up. After a few seconds, I was done.

My body then began to relax, and I slowly slid my cock out of her ass. I then sat back and took in the view of Sydney laying on the floor with her ass still up. Both of us were catching our breath.

After a few minutes of silence, I slowly got up and began to put on my clothes. Sydney lay there in a daze. I knew she was worn out, so I helped her up.

Her body was still trying to recover from what I just did to her. It took her a little longer to get dressed, but eventually, she did.

I picked up the clothes that Sydney brought from the store and we both slowly opened up the door, making sure nobody noticed.

Thankfully, everyone was too busy to notice.

We quietly left and made our way to the front counter. After Sydney dropped off the fitting room key and paid for the clothes, we both headed back to the car.

She did her best to walk casually, but I could tell there was a slight limp in her step. We soon met up with Amy and their mom.

Before leaving the mall, their mom asked if we wanted lunch. As a response, Sydney slowly rubbed her stomach and answered, “No thank you, I am actually pretty full.”

We all then got in the car and enjoyed the quiet ride back to the house.