Part 1 Recap

This is an extremely overdue follow-up to My best friend took more than I bargained for (first time). I apologize as I didn't realize how popular that story was. I recommend reading it before starting this one, but if you don't want to for whatever reason, here's a quick recap. If you have read the story, skip to the line and start there.

In college, I lived with my best friend, Brandon. He's been my best friend since the third grade, and had a major glow-up in high school where he went from a shy, 5'5" skinny guy to a handsome, bearded, tattooed 6'3" regular at the gym. Girls have been obsessed with him ever since, and he regularly has them over to the apartment. Frankly, he overshadowed me, and had his choice of women all through high school and into college, including several I had crushes on. He is confident to the point it can cross the line into arrogance, but is also extremely charismatic and persuasive. Picture the type of guy who could fuck your ex-girlfriend a week after you break up, and easily convince you and all your friends that it was no big deal.

My beautiful girlfriend Kris is a deadly mix of innocent and sexy, and probably out of my league. At 5'6" with dirty blonde hair, blue-green eyes, a slim waist, long legs, and great ass, men (and some women) are always infatuated with her. She and I were exploring her flirting with other guys for months, which snowballed into the two of us fantasizing about threesomes and even sharing her. She and Brandon flirted all the time, and looking back, there was a lot of obvious sexual tension between them. Brandon would tease me about how hot Kris was right in front of her. When he brought other girls home, Kris would try and take his attention off of them. I even caught her quietly masturbating to the sounds of Brandon having loud, rough sex with one of these girls through our shared bedroom wall while she thought I was fast asleep beside her.

After an MDMA and alcohol fueled party we hosted, when everyone had gone home, I found Kris and Brandon cuddling closely on the couch. I ended up encouraging them to make out. With only minor hesitation, they were all over each other with a passion that shocked me. Before I could process what was happening, my best friend had my girlfriend completely naked on the couch, her long legs spread wide, fingering her to orgasm while he sucked on her perky tits. It culminated in Kris asking me if she could give him a blowjob. Even though I was unsure and scared, between the drugs and not wanting to disappoint either of them, I agreed. When they were finished, he thanked me and told Kris he couldn't wait until next time, which made me angry at his assumption that this would be an ongoing arrangement. This is where part one ended.

Part 2 starts here

I woke up the next day in bed, my arms wrapped around my girlfriend's warm body. My head ached, and I genuinely wondered if watching Kris and Brandon had been a cruel dream. I glanced down at her, and in the dim light I saw she had a hickey on her neck that I certainly hadn't given her. It was like my best friend had marked her as his. Now that the "everything is amazing" buzz of the MDMA was gone, sobriety slapped me hard. My heart fell into my stomach and I felt sick with anxiety. The trigger had been pulled, turning harmless fantasizing into cold reality.

It was more than that though. I thought the two of them would just make out, maybe with some awkward groping. Instead, my best friend had taken full advantage of the situation, pushing much further than I had expected. Kris had been fully on board handing Brandon the reigns, even letting him answer on her behalf when I'd ask if she was ok. It was my fault. I knew they were attracted to each other and I had outright encouraged it. My heart felt like it was breaking as I remembered the way Kris looked into my best friends eyes with a need I can barely describe. That look had stolen over her face as Brandon had her pinned by the throat against the couch as he worked his large fingers in and out of my girlfriend's tight, silky pussy, her normally pale body flushed pink as she bit her lower lip. Was I going to lose the girl I loved to my arrogant jerk of a best friend?

To my relief, when Kris woke up, she immediately planted a soft kiss on my lips and told me how much she loved me, and how much she appreciated me being ok with what had happened. We talked for long time, just holding one another. She insisted it was pure lust, reassuring me that she had no romantic interest in Brandon. When she asked if I liked watching, I didn't immediately say yes as emotionally I was still unsure. My body betrayed me though, my cock hardening into steel as I pictured them together. Kris gave me a devious grin, the cute dimples on her cheeks becoming more pronounced. She began to slowly stroke my shaft, speaking quietly as she did.

"I sure hope you liked it, because I loved every second of being with Brandon. His confidence, his strength, the way he ordered me around. I was wet for him before he even touched me." she whispered in my ear, emphasizing the word 'loved'. "He's so... dominant."

I groaned as her hand sped up.

"All those dirty things he was saying right in front of you too. That he always wanted me. Calling me a slut. I always hated that word but it feels right coming from him." she mused. "I couldn't believe it when you told me I could suck his dick, I was sure you were going to say no. If you didn't like it, why would you let me do that?"

"Fuck Kris. You were both so into it I didn't want to leave you disappointed." I moaned, already having to hold back to stop myself from cumming.

She sped up further. "Of course we were into it, but I think you were just as into it as we were. You just don't want to admit it. He's sooo hot, pure big dick energy. I wasn't surprised he was huge. If he's half as good with that cock as he is with his fingers, no wonder the girls he brings home are always so loud and clingy."

Kris slid her tongue into my mouth. I was acutely aware of the fact that my best friend had cum all over that tongue just last night. She broke our kiss, and gave me an innocent, wide eyed smile, raising an eyebrow quizzically as she cupped my balls and gently squeezed. I was struck by how easily she could switch from looking sweet and innocent to oozing sexiness.

"Do you think his beautiful, fat cock would even fit inside of me? I think it probably would with how wet I'd be, but it would be a very tight fit. Only one way to know for certain, and I'm sure he'd be open to finding out." she said with a thoughtful laugh.

My stomach lurched with a mix of nerves and arousal at her words, and unable to hold back, I exploded in her hand, cumming all over myself.

The next few weeks felt surprisingly normal in terms of interactions between Brandon, Kris and I. We didn't openly discuss what had happened that night. Brandon and I still spent time together, playing video games and watching sports and it didn't feel too awkward. The only difference was in the trash talk and teasing which was normal as we were both competitive. If I won a game he'd just shrug and say something along the lines of "well, your girlfriend blew me!" and laugh. If it was a close match, he'd come out with "this round is tighter than Kris' pussy." I learned very quickly that it's almost impossible to clap back when the guy you're trying to insult has had your girlfriend worship his cock right in front of you.

For their part, the flirting between Kris and Brandon also turned up several notches. Whenever she would come over, Brandon would greet her with a lingering hug that always seemed to last far too long. Sometimes he squeezed her tightly so her breasts were pressed firmly against him. If he was feeling particularly bold, he'd rest his hands right on her bubbly ass. He even started kissing her on the cheek each time they hugged. Whenever he did this, he'd check to see if I was looking, and if I was, he'd give me a wolfish grin. Kris always rolled her eyes and pulled away after a few moments, but I could tell she liked his attention by her smile and the way her pale cheeks would flush.

If the three of us were hanging out, Kris sometimes sat on Brandon's lap, even if we were around our other friends. This wasn't abnormal behavior for the girls in our group given Brandon's good looks and charismatic personality, so I only ever got a couple of curious glances from our friends. I do wonder sometimes if they knew or suspected there was more to it. She'd twirl her dirty blonde hair on a finger, resting a hand on his arm while she laughed at his jokes. She'd usually have at least one very touchy dance with him if we were out at a bar, despite mutual friends being around. She knew this drove me crazy and I'd always fuck her brains out afterwards.

To give Kris full credit, she was constantly communicating with me and reassuring me that I was the only one she needed. She would make sure she hadn't crossed any boundaries and that I was feeling good. While there was always an underlying anxiety to seeing my girlfriend and best friend together knowing what had happened, it was almost always overshadowed by a wildly intense lust. If I so much as mentioned Brandon while we were having sex she'd cum almost immediately. She'd do the same to me - giving me head and telling me how she wished Brandon was there too so she could have both of us at the same time, usually resulting in me cumming in her mouth moments later.

The first time the three of us ever openly discussed the slow-burning situation was on a late evening in our living room. Brandon had cooked a meal for the three of us, which was out of character. It was delicious, and we were warm and comfortable, sipping glasses of wine. I was suspicious that something might be up, and was quickly proven right.

"We need to talk about the elephant in the room." Brandon announced suddenly.

"What do you..." I started, my heart speeding up, but he interrupted me.

"You know what I'm talking about. The fact that Kris and I hooked up right in front of you. And the fact that we both want to do it again." he said with an arrogant smirk. Kris flushed pink at his words, looking down into her lap to avoid making eye contact with either of us.

"And you know this how?" I stuttered. My face burned at his words, and the fact that my girlfriend hadn't contradicted him made me feel queasy.

"I know you're not that blind or stupid Jake." he continued. "I know you've seen her sit on my lap. Or dance with me when we're out drinking. Or how damn cute she looks when she blushes after I touch her." Kris glanced at me nervously.

I tried to protest, but he continued to aggressively talk over me.

"I saw you jerk off while you watched the way we touched each other. How I manhandled her and she did exactly what I said. I don't even need to ask if you liked it Kris. I felt that for myself." he said to her with a snicker, crudely holding up the two thick fingers that had been inside of her that night. I noticed Kris squeeze her thighs tightly together when he said this, something she only did when she was getting turned on. She didn't deny it. There was a moment of silence.

"That was just the drugs. It never would have happened if we were sober." I muttered, feeling humiliated.

"I was hoping you'd say that." Brandon looked extremely pleased with himself. "Here's what's going to happen. In about 30 seconds, I'm going to kiss your girlfriend. She's going to kiss me back. If you do anything to stop it, hell, even if it's to punch me, I'll stop and never bring this up again. I won't even fight back. But, if Kris touches you after a minute and you're hard from watching us, you have to let us get each other off again. Deal?"

I was in shock. My mind whirled. I felt like I was in a dream that had taken a sudden dark turn. My mouth felt like it was full of sand, and my breathing was shallow. As badly as I wanted to say 'not a chance in hell', a subconscious part of me was in control. It was the part of me that had fantasized about sharing Kris for so long and had pushed them into having their first kiss. The masochistic side that seemed to revel in the humiliating idea of another man using the woman I loved for his pleasure. Before even realizing I was opening my mouth to speak, I heard myself say "deal".

Brandon looked supremely confident and at ease, not in the least bit surprised. A small smile flickered across Kris' lips at my words, and she finally looked up from her lap. She stared at my best friend with a faraway, burning expression in her blue eyes. She gave him a slow nod of consent. Her full lips were slightly parted, seeming to invite Brandon to meet them with his own. She was wearing a simple low-cut white top and blue cotton shorts that were short enough that she never would have worn them outside of the house. Her blonde hair was in a loose braid down her back. I could see goosebumps on the creamy skin of her arms and legs despite the warmth of the apartment.

From the moment Brandon gently tilted my girlfriend's face up to his and their lips met, I already knew I had lost. Kris' gently nibbled his lower lip. Their tongues danced together with pent up passion. He pulled her braid back gently but firmly, licking and gently sucking on her slim neck and collarbone. She gave little moans of encouragement as his mouth explored her body, only silenced when he pushed his tongue back into her mouth. Her hands roamed to run through his thick hair, to his chest and stomach, to his broad back. His own wandered across her breasts, the swell of her hips, her toned legs, the round bubble of her ass.

I was hard as a diamond within seconds, unable to tear my eyes away from the scene in front of me as emotional turmoil rocked me. Not that they even noticed. They were so enraptured with each other that what was supposed to be one minute became two, then five, then ten. Soon Kris was on her back on the couch, her long legs splayed and wrapped around Brandon's waist as they dry humped and grinded against each other like a couple of horny teenagers. Only when he started trying to slide Kris' shorts down her hips, did I loudly clear my throat. Brandon glanced back at me, looking slightly dazed. No matter how I tried to readjust, I couldn't hide the massive erection that was tenting my pants.

"No need for you to check that, Kris. Looks like I was right as usual." Brandon chuckled with amusement. "Now for our reward. Hope you're ready for the fuck of your life." he whispered crudely to my girlfriend.

"No." I said loudly, surprising both myself and Brandon. "You said get each other off. Sex is off the table."

Brandon looked frustrated. He tried to push me into it, but realized I wasn't going to budge, especially when Kris told him to listen to me. She reminded him that getting to do any of this stuff with her was only because I let them. My heart swelled as Kris made eye contact with me, told me she loved me and thanked me for letting them play. Brandon seemed exasperated, but quickly relented.

Brandon seized back control of the situation, pulling up and away from Kris. He began stripping my girlfriend, pulling her shirt over her head and expertly unhooking her bra. Kris' perky C-good cups spilled out and he spent a moment admiring them, giving one a squeeze and rolling her pale, puffy nipple between his thumb and forefinger until it turned into a little pink diamond as Kris softly moaned. He ran his hands down her flat belly, hooking the fingertips into her shorts and peeling them off along with the little black thong she had been wearing. He tossed my girlfriend's bundled up clothes right at my face, and they hit me, falling to the floor.

Brandon stripped himself next. Even though I had seen it before, I was surprised all over again at how thick his cock looked even on his sizeable body. He positioned himself back between Kris' legs, and pressed his meaty shaft right against Kris' clit as he lowered himself back down to kiss her mouth hungrily. My head spun as I realized my best friend's cock was making skin-on-skin contact with my girlfriend's pussy for the first time. Fear reared up in my chest.

"I said no sex!" I protested loudly. I hated the tremble in my voice.

"Oh, shut up." Brandon replied, glancing back over his shoulder at me. "I'm not going to break your precious rules. Come take a look if you don't believe me."

I got closer to watch. He started kissed Kris again, slowly flexing his hips, and Kris gasped into his mouth as his shaft slid up and down, putting direct pressure on her most sensitive spot. While he never actually penetrated her, he did rub his cock between her labia a couple of times, taking advantage of how incredibly wet my girlfriend was. He added some of his own saliva and pre-cum as well, and soon they were both coated in their combined juices, letting him easily slide up and down against her with each flex of his muscles. I couldn't tear my eyes away as Kris locked her legs back around his waist.

Brandon pinned Kris' arms above her head with one powerful hand and lowered his mouth to her tits, gently sucking each nipple between his lips and then swirling his tongue around them. She had always been sensitive there, as he was rewarded for his efforts as she moaned his name and told him she was getting close. The sound of her saying his name in that breathy, girlish voice shot through my soul. He sped up his movement and Kris' toes started to curl, her breathing speeding up, eyes squeezed shut. He immediately stopped and pulled away from her, breaking the contact between them.

Kris made an almost comical noise of surprise and frustration. "Why did you stop? I was so close." she asked, her voice higher voice than usual. She lifted her hips up, fighting against him helplessly in an attempt to re-establish contact.

"Because you haven't earned it. Only good little sluts who ask nicely get to cum. I decide when, not you. Understood?" Brandon growled, his face stern.

I swear Kris turned two shades darker at his words. She glared at him defiantly for a moment, but after seeing the stony expression on his handsome face, she dropped her eyes. "Got it." she answered in a small voice.

"Good girl." he said, getting up. "Now sit on the couch facing Jake."

She did as Brandon ordered, sitting primly with her knees together, and he quickly slid in behind her so she was sitting between his thick thigh. He pulled her back against him, groping her and prying her legs apart, making sure I got a full view of this purposeful show of ownership over my girlfriend's body. Her pussy was pink with friction and shiny with wetness. I felt sick with arousal as I played with myself over my pants.

Brandon's hand snaked down between Kris' legs and over her smooth mound, fingers deftly exploring, spreading the neat folds of her lips. Kris cried out as first one, then two of those thick fingers disappeared inside of her. He kissed her neck and began whispering quietly into her ear. His free hand ran all along her slim naked form. I couldn't hear what he was saying to her but Kris was responding with an animalistic noise I had never heard before, a primal, needy whine of agreement. He firmly stimulated her g-spot, expertly manipulating her body. He brought her to the brink of orgasm two more times. Both times she asked if she could please cum with increasing desperation. Each time, Brandon stopped right at the edge. After the second time he denied her, she looked like she might cry with the need for release. My girlfriend was so wet that my best friend's fingers were making audible squishing noises inside of her.

The third time, she started begging and pleading with him as soon as his fingers resumed their movement inside of her, saying things I wasn't expecting or ready to hear.

"I'm your cute little slut, your good girl, please, please let me cum. I need it so bad. I need you so bad. You're so fucking hot and perfect. This mouth and pussy is yours any time you want it. I'll be your toy. I'll do whatever you want if you please, please let me cum this time. Please, daddy!" she gasped out with real desperation, squirming in his arms.

My heart wrenched with pain and humiliation at hearing those words. We had always made fun of people who used "daddy" as a sexual term, but she certainly wasn't joking now. I could tell she was repeating things Brandon was whispering to her. Her entire lower body was vibrating with the movement of Brandon's strong arm and fingers, his palm pressed firmly against my girlfriend's slippery clit. He wasn't denying her this time. Kris' eyes rolled wildly, and it seemed like every muscle in her body clenched for a few brief seconds, like the calm before a storm. When the moment broke, she cried out so loudly that Brandon clapped a hand over her mouth. Her body shook violently and trembled against him as he held her in place, speaking gentle, comforting words in her ear. I could see the muscles of her abdomen visibly clenching and releasing, her chest heaving as her painted fingernails scrabbled helplessly against Brandon's heavily muscled legs. It was a full minute before Kris could even speak. It was without question the hardest I'd ever seen her cum. I came right along with her. I hadn't even realized I was close. I immediately felt sick with humiliation and regret.

Once Kris had finally recovered, she looked worriedly at me, reaching out to her hand to me. I reached out automatically and took it in mine. "I'm sorry if I said anything that hurt you, I didn't mean to. I would have said anything to cum. I love you so much." she said quietly. Her eyes looked watery and guilty.

"I'm ok. I understand. I love you too" I said numbly, feeling empty. I wasn't sure I was remotely 'ok'.

"Save the sweet shit for later. On your knees and open up." Brandon ordered relentlessly, pulling her hand out of mine.

I opened my mouth to say something angry but before I could, Kris immediately dropped to her knees in front of him with no hesitation and went to work. Noisy wet slurping noises quickly filled the room as my girlfriend bobbed her head up and down in my friend's lap.

"That's a good slut." he groaned in appreciation, casually wrapping a hand in her blonde braid and pulling her mouth further down on his heavy cock. "Her mouth feels so fucking good, bro. I bet her pussy is going to feel even better. I can't believe you managed to get a girl like Kris. You're a good sport for letting her get what she needs." he added, with a nod at me.

"Go deep. Eye contact." Brandon ordered lazily. Kris fixed her watering eyes on his as she tried pressing Brandon's dick down her throat. She choked a little and her mascara started to run, dribbles of spit escaping her lips and running down the sides of his shaft. Similar to last time, she couldn't choke down the last several inches. "It's ok baby. You'll get there with practice." he cooed at her.

Kris came up for air with a gasp. She wrapped both of her hands around his girth. She flicked her tongue against the underside of his swollen head, occasionally lapping up any pre-cum that collected at the tip. Her hands pumped up and down his entire length with surprising speed, making a wet slapping noise each time the bottom of her hand hit his pubic bone. Her wrists made smooth rotating movements. I recognized what she was doing. If she wanted me to cum quickly, this was her go-to technique. She was trying to finish him fast.

Brandon shuddered, grunting in surprise and pleasure at the new sensation. He was clearly not any more immune to this trick than I was. "You look like such a hot little slut with my big dick in your mouth right in front of your boyfriend." he groaned. "Wait, slow down, I'm getting close. I might..." Instead of slowing down, Kris sped up even more, releasing one of her hands to gently cradle his balls, her nimble tongue swirling in smooth circles around the head. My heart pounded in my chest.

Brandon tried to pull himself away but it was too late. He roared as he erupted, several large spurts of creamy white cum splashing against my girlfriend's nose, lips and cheeks. Still stroking him with one hand, she enveloped the swollen head of his cock between her lips, his balls contracting as she milked the remainder of his substantial load into her mouth. When he stopped grunting and shaking, Brandon looked down at my girlfriend, part impressed, part amused, and part chastising.

"Damn, that was good. Next time you better make it last though." he told her sternly.

Kris had to audibly gulp twice before she replied, Brandon's cum sliding down into her stomach. She shot Brandon a sweet, innocent smile. The effect was somewhat ruined by the remainder of my friend's sticky load sliding slowly down one dimpled cheek and dangling comically like a rope from her dainty chin. "Yes sir." she replied, laughing, wiping it away. Without even being asked, she slowly and almost lovingly licked his cock clean, giving it one final kiss once the job was done. He sighed in contentment, looking like a king sitting on his throne.

Kris finally stood, wiping the rest of his cum off of her face with the shirt he had stripped off of her earlier. I just stood there frozen in dismay, feeling numb and sick. Kris wrapped her arms around me, getting on her tiptoes to kiss me on the cheek. "I love you so much. Let's go have some one on one time in your room." I could smell Brandon's musky, chlorine-like scent on her breath and skin. When I didn't move, she grasped my hand and led me into my room without a second glance at Brandon, closing the door behind us.