My boyfriend takes really long showers

M

I shifted uncomfortably in my seat as I heard my boyfriend Henry turn on the shower in the bathroom. Jason, my boyfriend’s roommate, had walked over and propped himself right next to me on their three-seat couch. Jason had an annoying habit of doing things that very slightly annoyed me. He probably didn’t even realize it. My boyfriend’s roommate was jovial, fun, and outgoing, always with a smile on his face and glowing confidence that endeared him to anyone he met.

“Sup Jenny,” he said with a grin. It was more of a statement than a question. “Looks like you two really worked up a sweat out there.”

Henry and I were personal trainers and led outdoor workout classes at the park across the street from the apartment. Today’s session had been particularly intense, a full body HIIT workout that had me completely exhausted.

“We did” I replied. “I’m completely beat. And starving. Hope Henry gets out of the shower quickly so we can eat”

“You know he won’t,” Jason grinned. “Henry loves his showers”

I smiled and knew he was right. Henry took forever in the shower. Right then, my knee accidentally brushed Jason’s and I felt a warm prickling sensation ripple through my body. Ugh, I thought, annoyed. Why can’t he just sit a couple of feet down the other side of the couch?

I pulled my legs towards me and pointed them away from him when I felt a sharp pain in the right side of my neck. Jason, who was now scrolling through a dating app on his phone, looked up and raised an eyebrow.

“Knots?” he asked.

“Think I might have pulled something while doing those burpees” I replied

“Let me fix that for you,” Jason said. “I’m a master masseuse”

“I’m sure you are,” I said skeptically. “But I’m good. We’re going to do some yoga later and that’ll sort it out.”

“A workout after a workout?” Jason rolled his eyes. “Y’all need to learn how to relax. Let me give you a quick message and you won’t need yoga after.”

“I’m not sure Henry would like that,” I said

Jason said grinning “Well, he’s in the shower. What he doesn’t know won’t hurt him”

I stared at him with surprise. Jason was looking directly at me with his dark brown eyes. He smiled and scanned his eyes down my body. I was wearing a low-cut tight-fitting workout shirt and yoga shorts and suddenly felt a bit uncomfortable, wishing I was wearing something a lot less revealing. Jason had never flirted with me so brazenly before and it was throwing me off. He had always been friendly, but I had just chalked that down to his jovial personality.

I knew Jason’s flirtiness has made Henry a bit uncomfortable in the past. Henry and I had a great relationship but it wasn’t without its ups and downs. Last weekend we had a terrible row over some jealousy Henry had with one of my guy friends and I’m sure Jason, in the other room, had heard every word. I didn’t want to exacerbate that situation by letting a guy give me a message in his apartment.

“No,” I said flatly, and perhaps a bit more forcefully than I intended

“Just give me thirty seconds” Jason pressed on. “If you don’t like it, I’ll stop. Henry is definitely going to be in there for another 15 minutes”. He hadn’t stopped smiling and his stupid expression was really starting to annoy me.

Right then, the pain in my neck gave another sharp stab. Would a quick massage really be that bad? It was unlikely we were going to do yoga in this exhausted state and I didn’t want to go to sleep like this. I reluctantly agreed to the massage but warned him to keep it short.

“Ok turn around,” Jason said.

I brought my legs up onto the couch, turned to look away from Jason and towards the window, and folded my legs into my lap. I noticed the sky had turned a light pinkish hue. The summer sunsets in this city were always incredibly beautiful.

I was not prepared for my body’s reaction as Jason’s rough hands gripped my shoulders. I give kind of a light shudder and felt goosebumps crawl all over my hands, neck, and legs. I heard Jason chuckle. “I’m not going to bite, I promise”

I had to admit to myself, Jason was really good at massages. His strong hands first squeezed my shoulder blades as his thumbs firmly made circles on my upper back. It may have just been work-related stress, daily grinding workout classes, or a combination of the two, but I felt my whole body start to relax and melt from the massage. The stress was quickly starting to evaporate.

“That feels good,” I said quietly. Jason said nothing but started to work his way down to my lower back. As he grabbed my hips and started to squeeze, I gave out an audible gasp and was about to protest, but I couldn’t bring myself to say a word.

“I can’t quite get to all the knots like this” Jason mumbled. “Can I reach under your shirt?”

I nodded, not entirely sure what I was agreeing to. I knew I would be in huge trouble if Henry came out of the shower now. Jason reaching under my shirt and exploring my back had crossed a line. But I didn’t want to stop him. His strong and warm hands felt so good and applied just the perfect amount of pressure.

Jason readjusted himself so he could get closer. He spread his legs out on either side of me and pulled me in. My ass lightly brushed his cock and I felt that it was semi-hard. I nervously glanced at the bathroom door but could hear the shower still running. Jason’s message had now turned into more of a caress. My mind didn’t really register what I was doing, but I placed my right hand down on his leg beside me and ran my fingers slowly up his thigh, giving it a light scratch with my fingernails.

That was the invitation Jason needed. He firmly grabbed my hips and pulled me in even closer. His cock was now rock hard and pressed firmly up against the upper half of my ass crack. He reached under the shirt to the front and squeezed my tits. With his fingers, he started lightly flicking and playing with my nipples. I put my hand in my mouth and bit down on it to stop myself from moaning out loud. I felt guilty and was more turned on than I ever remember being. Here I was, sitting on my boyfriend’s couch, getting fondled by his roommate as he showered in the other room.

Jason reached his hand down my shorts and felt my pussy which was already soaking wet. I was hoping and expecting to be fingered, but that didn’t happen.

“Wow, you’re already so wet” Jason whispered softly in my ear. “Let’s fuck, quickly”. I nodded and Jason motioned me to get up on my knees as he pulled my shorts and panties down my thighs. He pulled down his own shorts, grabbed my hips, and started to slowly sit me down on his cock, penetrating me as I sat.

Because I hadn’t been facing him, I hadn’t seen his cock and didn’t know what exactly to expect. When I felt it enter me, I actually grunted out in a mixture of pain and pleasure and for a minute was afraid that Henry would have heard me. His cock was THICK. Thicker than Henry’s and my pussy was not used to it.

I bounced slowly up and down his cock. I took turns grinding my ass in a circular motion and letting him pull me up and down. The reckless nature of what I was doing both frightened me and turned me on. Jason continued playing with my tits and I was in absolute heaven.

We had probably only been fucking for a minute and I heard Henry turn the shower off inside his bathroom. I frantically stood up and pulled my shorts back up. I could not believe I had just fucked Henry’s roommate. Jason was looking at me, grinning. I ran into the bedroom and shut the door, trying to regain my composure. I could not sit out there next to Jason when Henry came out of the shower.

I hadn’t cum and Jason hadn’t either. The massage and fuck probably only went on for ten minutes but it was the horniest I ever remember getting. I rushed to the bathroom when Henry came back, fingered myself till I came, and took a shower. We spent the rest of the night as if nothing had happened.

The soft clink of my earring hitting the floor startled me. I had been lost in thought while putting on my makeup and didn’t realize I hadn’t clipped it on correctly. I had not been able to focus on anything all day. Tonight was my boyfriend’s roommate’s birthday party and I was anxious and nervous about how the evening would play out.

Two weeks ago an innocent evening had taken a weird and unexpected turn. While my boyfriend was taking a shower, a shoulder massage from my boyfriend Henry’s roommate Jason turned into a quick but steamy fuck session where I rode Jason’s cock on the couch. I had not spoken to Jason since then and obviously had not said a word to Henry about it. I was full of guilt and couldn’t bear to tell Henry, who I really loved, what I had done.

Despite my guilt, I hadn’t been able to stop thinking about that evening. I often touched myself thinking about how Jason had fondled my nipples as I bounced up and down his thick cock and had even imagined being fucked by Jason when I and Henry made love. Henry had noticed my increased libido and commented on it. I was determined to not let what had happened derail what I had with Henry but I was nervous about tonight.

I hadn’t spoken to Jason since that night and hadn’t even set foot inside their apartment. I consistently made up one excuse or another and had Henry stay with me most nights. However, it was Jason’s birthday tonight and they were hosting a pre-game before going out to some bars, and I couldn’t really avoid it anymore.

I was getting properly dolled up for the party tonight. Henry commented as he came into my room when I was putting on makeup. “Wow, you look amazing babe. Haven’t seen you wear clothes like this for a while.” I blushed, smiled, and blew him a kiss. It had been a long time since we had properly gone out to party.

I was wearing a short, low-cut crop-top with a skirt that only just covered my ass and a choker. I remembered the skirt being a bit larger the last time I had worn it, but then again, it could have been my ass that had grown. My outfit properly displayed my “assets” as it were, of which I’m proud to say I possess two perky round tits and an ass sculpted from years of working out and doing squats. My top showed a decent amount of cleavage and I could happily see that the part of my stomach that was visible showed the beginnings of a six-pack. Being personal trainers, both me and Henry take pride in looking good and I wanted it to be on display tonight. My black hair was straightened and curled towards the ends, flowing beautifully (or at least, I thought hehe), down to my waist.

The night air was quite chilly as we walked over to their apartment, but I only slightly regretted my skimpy choice of outfit. The party at the apartment had already started. At least 15 people were there, some old-school rap was bumping from the speakers and there was already a game of beer pong in progress. As we walked in, I saw Jason look up at me from the game, and our eyes locked in. He wore a muscle T that really flaunted his impressive frame and his carelessly untidy hair and stubbled face were effortlessly sexy. I had always noticed his good looks before, but looking at him now generated entirely new and uncomfortable feelings of attraction and fear after what had happened. He grinned at me and scanned my body up and down. Feeling very nervous and awkward, I quickly looked away.

Jason came over to greet us and as he hugged me, I wished him a happy birthday, almost a bit too enthusiastically as I tried to sound normal. As we pulled out of our hug, Jason’s hand brushed my ass and went all the way up my back. My heart skipped a beat. I flashed my eyes over to Henry but he hadn’t noticed and was already making his way over to greet some other friends.

“Excuse me?” I said annoyed, widening my eyes at Jason in shock.

“Let’s get you a drink,” Jason said, smiling shamelessly. He clearly had meant to do that. I couldn’t believe his nerve. We walked over to the drinks, and Jason made me a Tequila Sunrise which was actually really delicious. I silently promised myself to keep the drinking in check tonight, especially with everything that had happened between us and with Henry there.

The party went on for a while. I noticed a cute skinny blonde girl I didn’t recognize who was really close to Jason the whole night, touching and flirting with him. Jason always had a girl he was casually dating or just fucking so I wasn’t surprised about this. Tonight, however, I was feeling slight pangs of annoyance every time I saw them and I knew it was because of what had happened two weeks ago.

“Get a grip, Jenny”, I thought to myself. “That is none of your business. You’re here with Henry.”

The drinking games subsided and Jason’s blonde girl pulled him out to the center of the living room where they started dancing.

“This is for the birthday boy!” She yelled out, to cheers and laughter. She bent over and started grinding her small ass on him. Jason was clearly enjoying the dance as well as being the center of attention at the party.

“It’s a good thing you’re not out there showing them how it’s done” Henry came up to me and whispered in my ear.

“Huh?” I said, not quite believing what Henry just said. Had he really meant that?

“I’m just thinking about those lap dances you give me,” Henry said, grabbing my hips. “That girl’s got nothing on your ass either. You would totally own her”

I smiled, relieved, and turned around and kissed Henry. I started dancing with him and started to grind on him as well. Jason, who at this point, was sitting on a chair getting a full-on lap dance looked at us and whistled. I felt a sudden rush of excitement fill me up and I got really into the dance.

At this point, I had a few drinks in me and was feeling bolder than I usually would. I may have gotten a bit over-enthusiastic. I was twerking my ass on Henry when my skirt, which had been slowly shifting up, slipped up suddenly, exposing my bare ass and thin laced panties underneath. I hurriedly pulled it back down and felt myself getting red with embarrassment. I looked around and the whole party seemed to have been looking at me, but they quickly turned away to make the moment less awkward. Jason though continued looking right at me. He gave me a smile and before I could react, Henry grabbed my arm and walked me back over to the drinks table.

“I’m sorry, I didn’t mean to do that” I pleaded to Henry as we walked over. Henry didn’t reply but his face looked stern. I knew he was mad at me but didn’t want to create a scene. Jason’s blonde girl, whose name I learned was Megan, suggested taking some shots before going out to the bar. We were well and truly hammered by that point.

Our first stop was a dark and completely packed three-story nightclub. There was hardly room to breathe, let alone walk over to the bar or to the dance floor. Jason and Megan were in front of us as we were getting jostled by the drunk crowd. Jason signaled to us to try to move upstairs to find some space and we started to make it up the stairs. I was holding Henry’s hand but felt myself getting separated from him in the crowd. Being quite drunk, I only vaguely registered what was happening and just continued upstairs. When we finally got up the stairs, I turned around but couldn’t see Henry anymore.

Megan grabbed my hand and ushered me towards the dance floor on the second floor.

“Wait, I can’t find Henry!” I tried to yell out to her over the music.

“Don’t worry!” She yelled back. “He’ll show up, come dance with us!”

Megan didn’t seem to hear any of my further protests. She led me towards Jason who was standing in the middle of the dance floor. The bass was so loud in this place that I felt that it was coming from inside me. The music felt good, had turned into a mellower 80s/deep house vibe and the alcohol had completely taken over my senses. I can’t lie, I was loving it.

I vibed to the music by myself as Jason and Megan danced next to me. A couple of random guys tried to approach me and one even grabbed me by the waist but I pushed them off. I looked around and couldn’t see Henry but at this point, I was too drunk to properly look for him. Megan walked off towards the restroom and I looked over at Jason. He was looking at me and smiling. He came closer and held my hand.

“What are you doing Jason. We can’t do this” I said, slightly slurring my words.

“You don’t want to dance with me?” Jason asked. “Not even on my birthday?”

I stared into his eyes. I wanted him again and he knew it. He grabbed my ass and pulled me closer. “Give me that birthday dance I know you want to. You’ve been giving me eyes all night. I haven’t been able to stop thinking about the other day. “

I couldn’t explain why I did what I did in a crowded club with my boyfriend nearby, but I wrapped my arms around Jason’s neck and started to dance with him. He pulled me up and down with one hand while squeezing my ass with the other. At that moment, I did not care that Henry was in the same club and that Megan could return at any minute. Jason did not seem to care either. I’m quite a bit shorter than Jason and as I ground on him, my pussy rubbed up and down his leg. Maybe he felt how wet my panties were because I felt him draw his breath in excitement.

Nothing could have prepared me for what happened next, but the force and authority with which Jason did it floored me. Jason firmly grabbed the hair on the back of my head with his fist and pulled my head back so that I was looking up at him. After staring into my eyes for a couple of seconds, he kissed me. I felt an electric charge ripple through me and I kissed him back. Our tongues sloppily explored each other’ and It felt like we kissed for hours but it had probably only been a few seconds.

I pulled my mouth away from his. “Your girlfriend could be back any minute” I teased him, whispering in his ear as we continued grinding.

“She’s not my girlfriend. And so could your guy” He replied and looked at me with a grin. As we continued dancing, I felt myself getting hornier and wetter.

I couldn’t stand it anymore and didn’t care where we were.

I had to fuck him.

I knew we didn’t have long. The minute we left the club or found Henry or Megan the window of opportunity would close. I grabbed his hand and led him towards the restrooms. As we brushed up against the wall squeezing our way past people, I saw Megan several feet away trying to make it back to the dance floor. I quickly motioned Jason to look the other way but I was pretty sure she hadn’t spotted us.

I caught Jason’s eyes and giggled. We were being so naughty.

Luckily this place had individual, gender-neutral bathrooms and not separate male/female ones. There was such a crowd and chaos that no one seemed to notice a guy and a girl approaching a bathroom door together. I pulled into a room, pulled Jason in, slammed the door behind us, and pushed Jason back onto the door without even bothering to lock it.

It was my turn to take control. I started to kiss Jason’s neck and ran my fingers up and down his hard chest. I got down on my knees and as I softly licked his stomach, I unzipped his jeans and pulled his cock out. This was the first time I actually saw his cock despite having fucked him two weeks ago! It was huge – eight inches, very thick, and honestly the most beautiful cock i had ever seen. I spat on it a few times and stroked it slowly with my hand. I wanted to make sure I really showed him what I could do.

“Happy Birthday Jason,” I said softly, looking up at him. His trademark grin was no longer there but he looked at me with a hard, fierce, and intense stare that showed me how much he wanted this. After slapping his cock on my tongue for a few seconds to tease him, I took the entire cock in my mouth. He gave out a loud moan in pleasure which turned me on even more.

I was kneeling on the bathroom floor of this club, slobbering up and down Henry’s roommates’ cock with Henry in the same building. My mouth made its way up and down his thick shaft. I was trying to make the head as sloppy as I could and every few strokes I made Jason grab the back of my head with his hand and push his cock all the way into my throat, making me choke and gag. All the while I was fingering myself with one hand, getting wetter and wetter. I thought, with a rush of satisfaction, that basic blonde bitch would never be able to fuck him like this.

I could tell from Jason’s reactions that he was surprised at how good my skills were in this department. “ah I think I’m going to cum soon” Jason warned me. I immediately stopped blowing him and pulled his cock out of my mouth. I wasn’t going to let him cum yet.

“You’re not cumming till you fuck me,” I said, looking up at him and smiling. Jason gripped my shoulders, brought me roughly back up, and turned me around.

“I’m going to fuck you like the little slut you are” he whispered into my ear as he lifted up my skirt and pulled my panties down. Being bent over made me feel like a real sexy slut and the way Jason was talking dirty to me turned me on even more. Not bothering to start slowly, Jason shoved his huge cock in my soaking pussy and grabbed my hair. I gave out a loud moan.

“Fuck me, Jason. I’m your dirty little slut girl. Fuck me hard”

He immediately began pounding my pussy with reckless abandon. His cock was so deep inside me that it almost felt he was fucking my heart and brain. He pulled my hair with one hand and lightly choked my neck with the other, only moving it to occasionally to smack my ass. Henry had never fucked me like this.

With every pump from his thick cock and every slap of my ass, I felt myself get closer to orgasm. His hard fucking, dirty talk and the excitement of fucking in a public bar had driven me completely wild.

“OOOh, Jason I’m going to cum!” I yelled out

“Cum on my cock, Jenny, you slut… I’m cumming too!” he warned me as he pumped.

My body trembled and shook with the violent force of my orgasm, and I came as I hadn’t cum in years. I felt Jason’s hot load fill up my pussy and even when I was done cumming, I kept backing up into his cock to help him finish. I pumped back into him slower and slower until I felt his cock stop releasing cum and start to soften up. He smacked my ass one last time to let me know he was done. I raised myself and turned around, staring at him, lost for words. His cheeky grin was back on his face.

“We need to get out of here,” I said breathlessly, pulling my panties back up, buttoning my skirt, and trying to fix my now messy hair. I couldn’t help but smile.

“Right,” he said. As I reached to grab the door handle, he stopped me and gave me a passionate kiss.

“I expect you’ll come over again soon,” He said, as he pulled away. “You know Henry’s going to keep taking those long showers”

We left the bathroom and went over to find Megan and saw that Henry had found her, they were getting a drink by the bar. We lied and said that we had gone around the club looking for both of them. It was so crowded and everyone was so drunk that they hopefully did not suspect anything. To this day I’m shocked we didn’t get caught.

Later that night, I fucked Henry hard and passionately when we got to their apartment. I tried to be extra loud so that Jason and Megan could hear us in the other room. I couldn’t stop thinking about Jason’s cock in my mouth and in my pussy and Henry had no idea why I was so horny and that he was fucking me where Jason had cum just an hour ago.

I jumped up out of bed and squealed in excitement when I first read Lisa’s text. Henry awoke with a startle and I honestly must have given him the fright of his life. It was only 7 am but the early morning sun shimmered a soft glow through our half-shut blinds and I couldn’t contain myself.

“Wuts-the-matter?” Henry said groggily, rubbing his eyes.

“Lisa’s coming into town next weekend!” I yelled at him excitedly.

Henry grunted, barely registering what I said, turned around, and fell back into bed. 

Lisa was my best friend and the closest thing to a sister I ever had. We grew up together, went to high school together, and even roomed together in college. We had been through thick and thin and there was nothing about each other that we didn’t know. For childhood crushes, drunken escapades, traveling the world, and getting over serious heartbreaks, Lisa had always been by my side. Of late, however, working life had caught up to us and we hadn’t spoken in ages. When we discussed meeting each other and she finally decided on visiting, I couldn’t contain my excitement. I just hadn’t been feeling like myself lately and had so much to talk to her about.

There was no way I was going back to bed now, I thought excitedly. I looked over at Henry who was turned away from me, snoring into his pillow. He looked really cute and kind of majestic, I thought giggling, laying there in his boxers, with the soft filtered sun making a striped pattern on his smooth body. I looked at his strong legs and up to the golden locks on his head and felt pangs of guilt. I don’t deserve him, I thought, especially after what I’d done.

I crawled back into bed and pulled the covers back over the two of us. I spooned him and wrapped my legs over him, starting to lightly scratch his thighs. He grunted in approval, letting me know he was still half-awake. Henry loved and couldn’t resist waking up to my morning scratches. As I made it slowly up his thigh, my forearm lightly brushed his cock. I was not surprised at all that he was already rock hard. I started to gently kiss the back of his neck and reached my hand under his boxers to softly fondle his balls. Feeling him squirm as he moaned in pleasure at my touches and kisses turned me on, knowing how much control I had in that moment. 

I gently bit his ear. “Love you babe” I whispered. He only grunted back in return but I knew he meant it back. His eyes were still closed. I came out of our cuddle and pushed him down into his back. I crawled down towards the edge of the bed as I reached my hands around his legs and kissed his stomach. It could have been how happy I was from the news that Lisa was visiting or the intimacy of the moment but I was so turned on that I felt all my senses were about to explode. I pulled his boxers down and took the tip of his hard cock in my mouth.

“Jenny…” Henry whispered lovingly. His eyes were now open and his right hand rested on my cheek. I slowly licked the tip of his cock as I scratched his belly and played with his nipples. I knew Henry was in heaven and that he wouldn’t last long. In the mornings, Henry already woke up two-thirds of the way to an orgasm so our morning fuck sessions were always quick. Pretty handy when you’re in a rush to get ready for work! 

As Henry’s cock started to drip pre-cum onto my tongue I knew Henry was close to finishing. Usually, I liked to have Henry finish in my pussy as I didn’t like having to clean the cum out of my mouth. Today, however, I felt a bit different. Maybe it was the guilt of having cheated on him or the intimacy of the moment, but I wanted to make this session as pleasurable for him as I could. I slowly started to take more and more of his cock in my mouth. With every inch I took, I increased the speed of my strokes. 

Henry gasped out in pleasure. “Babe! what are you doing, I might c—“. He had no time to finish his sentence. I grabbed both of his ass cheeks with my hands and squeezed them, shoving his entire shaft into my mouth and holding it there. Loads of hot cum started to shoot in my mouth. I closed my eyes and felt tingling sensations all over my body. The control I had over him and the love I felt for him at that moment overcame all other feelings I had. This must have been a really good orgasm for him because he was shooting his load for a long time. I looked up at him and smiled. He looked a bit in shock as I got up and strode to the bathroom to clean up.

I was sure he wouldn’t need his morning coffee that day.

The following Friday evening, Henry picked me up from work as we drove to the airport to pick up Lisa. It had been a long week and I was overjoyed to see my best friend. We made quite a scene at the airport, excitedly screaming as we ran to each other and hugged, although I knew that wasn’t the only reason we were getting all those stares. Lisa was one of the prettiest girls I had ever seen (as maybe Ryan would put it, a 15 in Scranton and a 10 in New York!), and after knowing her for over a decade, I was used to the attention we got when with her. at 5’7″, Lisa was a couple of inches taller than me and slimmer. I knew she never bothered to work out much, she was one of those girls that were just effortlessly sexy. Although due to my squat routine, I had her beat in the ass department, her boobs were larger and rounder. Her fiery, curly, red hair which was short and to her shoulders the last time we had met, was straight and flowing down her lower back. She wore a flowery sundress and smelled like roses. 

After we got over our excitement, she turned to hug Henry and I felt him squirm a bit. I giggled internally, knowing how Lisa’s attractiveness made guys quite uneasy. I also knew it wasn’t just that though, as she and Henry had shared one awkward drunken kiss in college long before me and he had started dating. This was not a problem for us. Lisa and I had shared guys in the past and even though that phase of our lives was over, our bond remained strong as ever.

Fast forward to Saturday night and Henry had gone over to his friend’s house for a fantasy football draft that evening and we were glad to have a girl’s night to ourselves. We got dolled up in matching black dresses and went to Lisa’s favorite Italian restaurant *Serafina*. One bottle of Chardonnay turned into three, and by the time dessert came around, we were quite drunk. After reliving our “glory” days, we got around to more serious topics. Lisa was just going through a pretty rough breakup with a guy she had dated for a year, and she let it all spill. It struck me as amazing that someone as beautiful as Lisa would ever have guy problems, but of course, pain and heartbreak spare no one. 

“Enough about me though. Let’s talk about you” Lisa said wistfully. “You and Henry seem really happy together! How’s that going?”

I paused before I answered. I wasn’t sure how much I wanted to tell Lisa. Although I knew she wouldn’t judge me and always had my back, I still felt massively guilty for cheating on him with Jason. By that point though, my heart couldn’t take all the secrets I had been carrying around alone in my chest for weeks, and I completely opened up. I told Lisa about how I had fucked Jason when Henry was in the shower, I told her about the bathroom in the club on Jason’s birthday and the two times I had been with him since. I told her about how I still loved Henry but about how confused I was feeling now. 

When I told Lisa about some of the things I had done with Jason, her eyes widened in amazement. “Jenny!” she exclaimed. “You’re such a bad girl.” When I saw her grinning, I knew she wasn’t judging me. I told her about the schoolgirl outfit that Jason had sent me. I told her about how I wore the outfit the next day, and when Henry was at a workout class, went and fucked Jason in their apartment. Talking to Lisa felt like a huge weight had been lifted off my shoulders.

When we got back to the apartment, Henry was back from his party. He mindlessly flicked through Netflix looking for something to watch while drinking a beer. He smiled at our giggling selves stumbling into the apartment and sweetly offered to make us a mixed drink. Henry had recently taken a bartending course and had gotten really good at making whiskey sours. We sat on the couch sipping the drink and watching TV when Lisa moved up to the edge of the couch.

“Let’s play a game!” she said, with a twinkle in her eye. I grinned at her. Lisa always made up ridiculous games. I remembered one game she had made up in college where she designated each card in a deck of cards as sexual activity and played it with our dates. It had turned into a wild night.

“As long as it’s not spin the bottle” I joked, as Henry and Lisa reacted with laughter. “I think we’re too old for that now”

“Maybe you are Jen, but I’m not” Lisa winked at me. “How about we just keep it simple and innocent for now. Just Blackjack?”

Henry got up and fetched a deck of cards. We all took turns being the dealer and played for 30 minutes until Lisa suggested changing things up.

“Let’s have a penalty for losing,” Lisa said mischievously. “First to bust gets tickled”. I hesitated a bit because I knew it might make Henry a bit uncomfortable, but to my surprise, Henry agreed right away. Lisa dealt the hands and on the first try, Henry went over 21 and lost. I looked over at Lisa, grinning.

“Together?” I said to Lisa, excitement filling up my stomach. She nodded and we both jumped towards Henry, tickling him and making him squirm. I was glad to see that it didn’t make Henry uncomfortable. He was giggling and laughing with us.

“Ok, ok, I think that’s enough,” Henry said, pushing us off with ease with his strong hands. “My turn to deal”. As we continued playing, we took turns getting tickled. Henry kept pouring those delicious drinks and we were having an amazing time. 

I hadn’t noticed it happen, but I saw that Lisa had gotten a lot closer to Henry. Her legs were flush up against his and every time she spoke, she playfully touched his forearm. I was sure Lisa hadn’t realized it because she would never intentionally flirt with my boyfriend. But as the night went on, it got a bit more blatant and I started to get annoyed. She had sat up on the couch and turned to face Henry, locking her right arm with his left. “Let’s play spin the bottle,” she exclaimed excitedly and drunkenly to which Henry immediately agreed.

Even in my drunken state, I was a bit shocked that this was happening. I said I needed to use the restroom, glared at Lisa, and walked off. I saw Lisa run up behind me and catch up to me as I got to the door. She came in with me, closed the door behind her, and held my hands.

“Jen, babe, you know I love you.” She whispered. I stared at her, not fully comprehending what she was up to. She continued “I’ve been thinking about everything you’ve told me tonight and I think I’ve found a way out for you. Do you remember Zach from Junior year?”. Lisa giggled. Zach was a guy me and Jen had drunkenly played spin the bottle with and fucked that spring. But that had been different. We were in college, and I had not been in a serious relationship with Zach then.

“I think the best way for you to alleviate some of your guilt is to let Henry sleep with another girl. I know you babe, and I know your relationship won’t be able to continue like this. Just try this with me. You’ve already cheated on Henry, what’s the worst that can happen?”

I was a bit lost for words and I knew Lisa knew how I was feeling because she gave me a tight hug. As we pulled out of the hug, Lisa gave me a soft peck on the lips. I felt her boobs brush up against mine and she still smelled like flowers. She grabbed my hand and led me back to Henry in the living room.

Lisa and I matched first in spin the bottle. I’m sure it completely shocked Henry, but it was no surprise to us, as we had kissed a hundred times before. We passionately made out for a minute, feeling and groping each other. Henry had a silly astonished expression on his face, but I glanced down at his basketball shorts and noticed a bulge starting to form. I slowly put my hand on his lap and crawled up next to him, giving him a quick kiss on the lips. I looked at Lisa and gave her a wink, the green light to do what we had discussed.

Lisa boldly came over and actually straddled Henry in his lap, giving him a deep passionate kiss. It felt like they kissed for ages and instead of feeling jealous, I felt myself getting quite turned on and wet. Lisa crawled back on the floor and pulled me down as she fondled Henry’s cock. As she pulled it out, she gave me a kiss and grinned. “Ready?” she whispered quietly. I nodded and we both started to lick the tip of Henry’s shaft. Henry threw his head back into the couch cushion and moaned in pleasure.  We reached the base of his cock together and started synchronized strokes up and down his shaft with our tongues. Having a threesome again with my best friend was so exciting. It was like we were 21 again.

Maybe it was all the rough fucking I had done with Jason recently but I wasn’t in the mood for anything rough tonight. I knew exactly what I wanted to see and feel. 

“Lie on the couch,” I said to Lisa. “Henry, I want to watch you fuck her.” Lisa obeyed and lay back on the couch, spreading her legs and gazing longingly at Henry. Henry was in ecstasy as he was about to insert his cock into the most beautiful woman he had ever been with. The soft glow of the night lamp perfectly lit Lisa’s breasts and her hair beautifully covered her nipples. I thought I was looking at a Renaissance painting, it was truly a sight to see.

As Henry lowered himself and inserted his cock into Lisa, she let out a soft moan. I pulled back and propped myself down on the carpet. I wanted to watch them fuck and touch myself while it happened. Henry pumped Lisa slowly, taking his time with every stroke and savoring every moment. 

The intimacy with which they were fucking scared me. They only had eyes for each other and had almost forgotten that I was in the room. It was slow and sensual and I had never seen Henry fuck with so much focus and presence. I felt my body keep in sync with their rhythms as I squirmed on the floor fingering myself. As I came closer to orgasm, I knew Henry was as well. The look of pleasure on Henry’s face was a bit much for me to handle. I started to cry, thinking of all the things I had done to hurt him and hoping that he was happy. Henry started to pump Lisa harder and harder and she started to moan louder and louder. Henry gave almost a big roar as he came and I brought myself to orgasm at the same time, half in tears, half in joy taking in Henry’s pleasure.

The three of us lay there, wordless, looking at each other. The atmosphere was warm and mellow but there was an electric current in the air. My relationship with Henry would never be the same again and I was alright with that.

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