First Threesome [FMM]

Of course. I finally find a prospect for the threesome I’ve wanted for a while now and it’s one of my employees. I can’t become involved with someone when I’m their boss, yet there I was finding myself much past involved. I was never a very confident flirt, but I guess there’s always exceptions. I felt like I *needed* this. I guess maybe I did. Either way it happened and honestly I don’t regret it at all.

I remember being introduced to the new guy at work ages ago. He was “new,” as in he had worked there before me and left for a while. I was annoyed at the pointless introduction. “Hey, come meet Derek.” Ugh. I said hi and wandered off to ignore the guy. I wasn’t interested in meeting new people. As a manager maybe I should have been a bit more friendly, but it just wasn’t my thing. Eventually, Derek and I ended up being friends though. Things were pretty simple between us. We gamed online after work sometimes. He gave me rides to work when needed. It was nice to have an easy friendship for once.

We went from friends to frustrated. I had recently been broken up with and was still living with my ex/roommate. His girlfriend had suddenly moved out of state. One night, I got drunk and ended up texting Derek in a less than professional way. Cory, my ex, found out about it within a week, maybe two. I’m not sure how, but eventually we ended up deciding to have him over for some fun. Now we just had to get him to agree.

I knew from my drunken conversation with Derek that he wanted me. That had been made very clear. He told me if I ever decided I wanted to make a move, he wouldn’t stop me. I will say he was attractive. Black hair, blue eyes, decently in shape. Working with him wasn’t always easy. My mind would wander off to the gutter from time to time. I think that alongside Cory sending me dirty messages about my interest in him while he knew we were working together really contributed to my ability to take action. I spent a lot of time being very frustrated at work. I had always been weak to him as long as I had known him. He was good at pushing the right buttons and something about his lean muscles and amber-brown eyes worked *just* right for me. It was perfect for keeping me in the right mindset if I was going to make a move.

I went home from work early one night. It had been a slow day, so I started texting Derek, knowing he would reply. Tonight was the night. I was going to make it happen. I didn’t know how yet, but I was determined. Cory and I had been halfway working out a plan for a few days already. Derek was immediately interested, but I wasn’t sure he understood what I was really asking. Meanwhile Cory was purposely keeping me worked up so that I wouldn’t remember how shy I am. He was biting my ears and neck, playing with my tits or clit through my clothes, and whispering all sorts of dirty encouragement to me. We had smoked a bit already and even though it had helped me relax a little I realized I was going to need to be good and drunk to actually do this. I **had** to make the move first though. It wasn’t going to make itself and for some reason it was important to me that I did it before the liquid courage. I convinced Derek to take a break from work and bring over a fifth of whiskey. I lived **very** close so it wouldn’t take much time. He knew why I wanted it and I was going to pay cash for it when he got there. What he didn’t expect was how I’d be dressed. Cory and I had *somewhat* recently fallen into a very dom/sub type of sex life. He gave me two options. Go out in my hoodie, lace panties, and knee-high socks or go out dressed with the lace panties underneath and take my pants off once I was in his car to show him. I knew I wouldn’t have the courage to take my pants off. I was already starting to get too nervous to continue. Cory sensed this and took me to get changed. He pulled my current clothing off of me and brought over the panties. They were honestly the only sexy article of clothing I owned and I hadn’t made a habit of wearing them. In fact, this would mark the first time I had worn them longer than trying them on. They were tiny, black, and just a bit see through. I felt my anxiety fluttering in my chest, competing with the excitement of what I was about to do. Cory continued his drawn-out tease-session as he helped me change. Derek would be here any moment. I found myself standing by the front door in my favorite gray hoodie, green/gray striped knee-high socks, gray chucks, and of course those black lace panties. “But.. It’s cold out there,” I started to protest. “You’re the one who picked socks over pants,” Cory reminded me. “Don’t forget your rules. If he touches you, he has to show you his cock. If he shows you his cock, you can only touch it if he puts your hand on it. Alright?” He had leaned in close, nibbling my ear a bit between words. Derek whipped into the driveway, texting me that he had arrived, and I was abruptly half-pushed out the door and into the cold fall evening.

Rushing towards my next source of warmth, I realized I hadn’t given Derek time to notice my choice of clothing until I opened the car door to sit down. Up until now he had only seen me in my khaki/polo combo for work. He scrambled to clear the clutter out of his passenger seat. I hopped inside as soon as there was room and closed the door behind me. “Hi.” Yep. Smooth as butter. My awkwardness was overtaking the previous confidence and I was thinking about bailing. His hand touched my bare thigh between the socks and my panties. It was warm and inviting. I looked over at him and realized it was for the first time since I’d sat down. Oops. My mind was racing. Was he going to try to make a move here or would he wait? Would he accept my offer or would he react with disgust? Should I tell him about Cory’s rules or let things play out on their own? “So,” Derek paused, presumably choosing the right words, “What uh.. How do you wanna do this?” I let my hand move to his as he started to lightly rub my leg. I somehow could tell he hadn’t understood what I was really asking for tonight. I hadn’t been very direct yet, but that was mostly because I wasn’t sure how. “Well,” I started quietly, “You know Cory will be here right…?” He said he knew and then I saw it hit him. He understood now and he was clearly uncomfortable. “I know it’s kind of a lot to ask so don’t feel pressured to accept. You should think about it and let me know what you decide later tonight.” He didn’t say much at all. He sighed in frustration, knowing he had to return to work very, very soon. “You know how I said I have rules to follow before,” I asked, attempting to distract him from making a quick decision. “Well one of them was that if you touch me I’m supposed to ask to see your dick.” He laughed a little, almost blushing actually, and started to undo his khakis. A quick flash was all he showed, but this would mark the first time I saw it in person. I knew it was big from the picture he had sent before, but I hadn’t actually seen it with anything to give a real sense of scale before now. He was only partially hard, but already bigger than Cory. “You better get back before they notice you’ve been gone too long,” I said, giggling a little in my nervousness, “Text me okay?” I made sure to hike up my hoodie a bit as I leaned forward and stepped up to leave the car. I knew he was looking and slipped back inside the house, whiskey in hand.

For the next several hours, I drank, smoked, and was continually teased. The details get fuzzy pretty quickly for me. I remember Cory’s hands, mouth, and body pressing against me. His alluring voice and warm breath keeping me weak to him. At some point, he put some porn on the tv. This was honestly probably more for him than for me. I was pretty content with the constant attention he was giving me as I texted Derek, distracting him from his job even further. *Send a pic?* I panicked a bit. I had never, **ever** sent a nude before and I had no idea how to take a good photo of myself or what to show. Cory felt me becoming more and more rigid. “What’d he say,” he asked curiously. When I told him, he showed the slightest smirk before volunteering to help with the picture. By this point, all I had on were the socks. He pulled me up from the couch and lead me to the little hall area outside the living room. He had me set up the camera on my phone and then without warning pushed me back against the cold wall. I gasped, arching my back away from what might as well have been an ice block behind me. His hand was on my neck, keeping me from escaping the wall completely. The picture he snapped was actually pretty decent. I sent it and was relieved to receive a positive reply. He wanted to see more. I sent another (on my own this time). The conversation died down as Cory and I moved back into the living room.

Later I found myself wondering if I would hear from him again. He hadn’t said a thing and he should have definitely been home from work by this time. I waited a bit, but when I finally texted him he replied immediately. *Just need to shower and I’ll head that way.* This was it. This was happening and there was no stopping it. At some point I had taken off my knee-highs. Cory slipped my lacey panties back up my smooth legs and snugly over my ass. “When he comes inside you’re gonna be sucking my dick with your ass in the air, understand?” I nodded, my breath caught in my chest. My pussy was already soaking through the mesh underwear. I had been waiting all day and I was almost impatient now.

My phone buzzed. He was here. “Door is open. Just come in,” I texted him. I sat my phone off to the side and faced Cory who was sitting on the couch with his hand on his dick. He grabbed the back of my head and pushed my mouth down on his cock. I sucked and licked, bobbing my head as I thought about Derek walking through the door any second. Honestly I still wasn’t confident that he wouldn’t just turn around and leave. A threesome out of the blue is a bit much to ask of someone. I heard the door open. It was now or never. My mind was racing and my heart was pounding behind my exposed chest. I wondered what he would do. Will he leave? Is he excited too? In the midst of everything, I managed to stay on task. I sucked Cory’s dick, ass in the air, just as instructed, as I desperately hoped to feel Derek’s touch soon. Having been so lost in my own thoughts, I wasn’t prepared to feel his cold hands on my hips. I jolted a little and the chill excited me further as it ran up and down my spine. He hadn’t just left. He was touching me. Finally. It had been a long time since I had felt a real cock inside of me. Cory had been teasing me for a while now and I was desperate to be fucked. Toys are nice, but there’s a need they can’t fulfill. A need I really, really needed at this exact moment in time. All the Crown I’d had that night had me past relaxed. I was ready and more than willing. That night I would have done just about anything either of them would have asked.

I could hear Derek fiddling with the condom wrapper as I sucked Cory’s dick. I felt my pussy getting wetter and wetter as I thought about Derek’s dick inside of me. The more I imagined it, the less I was thinking and the more I was acting on instinct. Derek’s hands grasped my hips again. He pressed his hard cock against my opening. I could feel his heat and how badly he wanted to force his way in. He knew he was too big for my tight pussy. I wanted him, but I had to wait. The alcohol and the thrill of having two men at once helped me quite a bit. I was relaxed. I was horny. I was ready. His cock was pressed against my pussy and I was pushing myself back onto it slowly. He eased himself inside of me as I faintly moaned in anticipation of what was to come. The only thing going through my mind was how badly I wanted to feel both of them. I moaned louder and louder as Derek slowly loosened my pussy, thrusting gently for now. It had been a long, long time since I’d had a dick as big as his inside me. He was nervous, I could tell, but just as horny as I was. Cory seemed pretty comfortable with the situation honestly. I was glad. I wanted both of them satisfied when it was over. I wanted their cum on me and I didn’t care where. My tits, my ass, my face. It didn’t matter to me. I just wanted to feel their hands run across my body. Their mouths on my neck, back, wherever. Then finally their cum as they finished using me.

I began to moan as Derek started to thrust more quickly. My mouth was clamped around Cory’s dick as he began to gently thrust while I sucked and used my tongue. I wanted to move to a better position and feel Derek deeper inside of me. I could tell he wanted to move too. Somehow, I knew he felt as frustrated as I was. After a while he stopped thrusting, grabbed a pillow off the couch, and put it on the ground. I came up for air and whispered to Cory that I wanted to face Derek. He spun me around and gave me a push. Too drunk to be stable on my own, I fell towards Derek, my hands landing on his chest as I giggled at our sudden closeness. I wanted to talk dirty to him. I wanted to tell him to stop holding back and really fuck me. I wanted to kiss him. I wanted him to grab me, to really grab me, and use me. I wanted so much in that moment, but I couldn’t verbalize any of it. For just a second I looked into his eyes. His face was red and sweaty. I remember I wanted to keep staring for some reason, but I was still too shy (somehow). I started kissing his chest instead while my arms slid up and wrapped around behind his neck. “Just move her where you want her,” I heard Cory say. He knew what I wanted all too well. I liked to be pushed around a bit and so far things had been pretty tame. Derek’s hands ran across my body and then pushed me to my knees. He turned me around and had me put my knees on the pillow he had sat down before. I was facing the couch again and helplessly kissing Cory. I was so horny I didn’t care who was doing what anymore. The alcohol was finally catching up to me enough to make things fuzzy. I gripped Cory’s cock in my hand as Derek started lining himself up with me again. As his cock hardened it got much wider and longer than last time. He hadn’t been at his full size before. I could feel the tip gently brush against me as he situated himself behind me. Thoughtlessly acting on impulse now, I started sucking Cory’s dick again. My tongue was going up and down his shaft as I bobbed my head. Derek pushed inside of me again. It was easier this time and god he felt amazing. Without realizing it, I began moving in rhythm with him, pushing back against his hard cock as he thrust deeper inside of me. My mind wasn’t thinking about anything besides their cocks. I wanted to make them cum. I wanted to feel Cory explode inside my mouth while Derek filled my pussy with his load. Oh I wanted it so bad.

We kept going for a while and as I got closer and closer to climaxing I could feel Derek getting harder. My pussy tightened more and more around his huge cock, only intensifying the feeling of it ramming into me again and again. He must have been holding back for my sake because as soon as I climaxed I could felt the heat of his load through the condom as it filled inside me. My body rippled in pleasure. I continued bobbing my head up and down, enjoying giving head almost as much as Cory was hopefully enjoying receiving it. Cory got up. My vision was a bit blurry by this point and my memory gets a bit patchy here. The hours of weed and whiskey prior to the main even were definitely in full effect. I honestly have no idea how, but Derek ended up sitting in front of me on the couch instead. Cory was in the room behind me, too drunk to do much more. He had continued to drink since Derek’s arrival. I found myself licking up and down the shaft of Derek’s softening dick. Next I sucked a bit, running my lips up and down where my tongue had just been, making sure to moan just a little as my way to beg him to get hard for me again. It wasn’t long before I was sucking his hard cock, moaning loudly. He fucked my face, pushing me down on himself as he thrusted.

Unfortunately, I wasn’t sober enough to remember the rest though I do remember that not much more happened. Things ended with the three of us sitting on my loveseat, them dressed while I remained completely naked sitting between them, passing a bowl and chatting. Everything dispersed pretty naturally on its own. Derek went home. Cory and I fooled around just a smidge longer before finally going to bed. I had no idea I was going to commit almost an entire day to sex when I had woken up that morning and I was exhausted, but very satisfied.

Source: reddit.com/r/gonewildstories/comments/7nkk12/first_threesome_fmm