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Me, My Girlfriend, and My Best Friend

My girlfriend was curious about my friend's penis, so we asked him to masturbate with us.


I was reminiscing about sexual escapades with an acquaintance of mine, and I told him about this story involving myself, my best friend, and my girlfriend at the time. He became very aroused, and masturbated in front of me while I told him about this experience. After he had ejaculated, he suggested I share it here.

This story is absolutely true. I posted it in another community once, and some of the people there didn't believe it. Which was a little disheartening, because the memory holds a special place in my heart. But again, it is true. This is a long story too. So, buckle up. 

My girlfriend and I met in our early 20s. She was a White girl. Curvy, very pale skin, adorable cute face, brown hair, large breasts, perfect thighs, and a very large smooth butt that I would become obsessed with. I'm very serious. To this day it is the most perfect ass I've ever come across on a woman. Her pussy was the most perfect vagina I'd seen on a girl too. She kept it smooth. Puffy lips. And when she was aroused, would drip like a faucet.

I don't consider myself anything special. I'm Hispanic. I was very fit at the time. Black head of hair. 6 inch penis when erect, uncut. Another thing about me is that I am bisexual. She knew this way before we became a couple, and had no qualms about it, really. She was actually fascinated by it, and liked to incorporate this aspect of myself into our sex play. Which I greatly appreciated.

A few years later, we moved in together. We shared a nice life. Our sex life was very healthy and we fucked often. One thing we both loved engaging in was masturbation. We'd each watch the other do it, or do it together. Most of the time at home, but sometimes out in public. That was one thing about her: She had grown up very repressed. She was a virgin when I met her. So a while after we got together I introduced her to sex, and all the joys that came with it. This really opened her up. When she got horny, she had no reservations about getting off right then and there. She loved experimenting new things with me. New positions. Public sex. Role-playing. Things like that. 

My best friend, I had known for many years. We had met when we were in grade school, and have remained close. He is Asian. He is very straight, and at the time this took place, a virgin. He is a bit of a stocky, chubby guy. Great thighs, a nice butt, kind face, thick arms. His penis was rather small, almost 4 inches when erect, and cut. He does have MASSIVE balls however. You're probably wondering how I know the last bit... Well... in our earlier years, me and him would jerk off together. Like, A LOT. Before my girlfriend came into the picture, we would often just hang out, watch porn, and blow some loads across the room. It was purely a physical thing. Just getting off. There was no emotional connection to this activity. But, with me being a bisexual, the sight of his dick shooting sperm was much more interesting than whatever porn we were watching at the time. Still, he was, and is nothing more than my best friend.

Now, moving on a few years... My girlfriend and I were on the couch masturbating. She leaned over and started giving me a handjob. She had known that when I was younger I had had a few sexual experiences with other boys and later men. She started asking me about them while she slowly stroked my hard prick. Then out of the blue she asked if I had ever jerked off with my best friend. I told her yes, many times. "Really!?" she exclaimed. I thought I had fucked up. I started apologizing. But oddly enough, she started pressing me for more details. I told her about how we would usually get together and just spend hours masturbating in his room. As I went on, she put her hand between her legs. I told her a bit more, and she drove herself to a great, wet orgasm right in front of me. 

I told my friend about this and he became very upset. He never wanted this information to get out. But, I shared everything with my girlfriend. She had asked, and I didn't want to keep any secrets from her. I apologized, but he still didn't talk to me for a few days. I told my girlfriend about it, and she felt a little bad. She then asked if she could talk to him about it. They exchanged some messages, and she reassured him it was okay, and that she wouldn't share it with anyone else. Things were pretty much smoothed over.

A bit later, my girlfriend and I were watching a movie on the couch, when again, out the blue, she starts asking about my friend. She started asking questions about his penis, how big it was, how much cum it shot, etc. I told her some details. She was clearly getting aroused, and I could see her perky nipples poking through her shirt. I then just said, "Well, you know, I wouldn't mind if you asked him to just whip it out and show you. I'm sure he'd like it." 

"Really? That would be okay?" She replied.

"Fine with me," I said.

"Um... would it be cool if I touched it? Or like, gave you guys handjobs?" She added.

This pretty much blew me away. She was sexually adventurous, sure. But never once did she ever let on that she would be interested in a threesome of any sort. I myself had never participated in such a thing either.

"That's fine, just ask him next time he's here," I replied.

I was very nonchalant about it, but inside my pants my cock was leaking a trail of precum, just thinking about what might happen.

So, a Saturday rolled around. My best friend came over, with no idea of what my girlfriend and I had discussed. I honestly didn't tell him, because I really thought it wouldn't happen. I thought it was just horny-talk between my girlfriend and I. We hung out the whole day. My girlfriend on the couch with me, my friend on a chair. Just watching movies, playing videogames, and getting take-out. It was a fun evening. Eventually 11pm rolls around. It's getting late. My friend stands up, starts packing his things, and says he should probably go. I looked over at my girlfriend, who seemed a little tense. I knew what she was about to do. As my friend started heading towards the door, she stood up and just blurted out, "Can I jerk you off!?"

I burst out laughing, and my friend just stood by the door looking very confused.

"Um... what?" he said.

"Can you stay a little longer? I wanna jerk you guys off," she replied.

My friend turned red, not knowing how to reply. He looked over at me. "It's totally fine with me." I told him. He started getting flustered and making excuses about needing to go. My girlfriend, who was wearing a cute sundress at the time, walked up to him, took off her panties, and lifted her dress, exposing her bald pussy to him. "I'll do it too!" she exclaimed. My friend just stood there, staring at the goods between her legs. He gave me one more look, waiting for my reassurance that what was about to transpire was one hundred percent okay with me. My response was to just unzip my pants, and sit back on the couch. 

"Um... okay. Sure," he said, as he put his things back on the floor, and proceeded to unzip his trousers as well.

We all settled on the couch. My girlfriend sitting between us. My friend and I still had our pants on, though they were unzipped and open. She reached into our underwear and began fondling our stiffening pricks. The whole time she was making cute comments like, "Ooooh he's bigger! But you're leaking more!" Me and him had our heads leaned back, just enjoying her touch. 

"Oh, you can touch me if you want!" she said, spreading her legs a bit.

As I mentioned, my friend was a virgin, and had confided in me that he had never been with a woman before. But here he was, with me, caressing my girlfriend's puffy labia, while he was being masturbated by her. Her pussy was smooth. She would use a coffee-scented lotion, so the smell in the room was very pleasant. However, that would start to change the more riled up we became. Me and my friend were shivering. I think he was nervous, but I was shaking because of how horny the experience was.

"You guys can go inside if you want! It's getting really wet in there," my girlfriend said, spreading her thighs further apart.

I let go, and allowed my friend to explore her vagina with his fingers. I leaned into her and started kissing her neck. The whole time, she was still fondling our penises, smearing precum all over our tips. It was very sensual. 

She then said, "Okay, I wanna see 'em!" And on her command, my friend and I both lifted our hips, and lowered our pants and undies down to our ankles. Our cocks sprang out. Both very erect, and throbbing.

"Wow! His is bigger! You're smaller!" She innocently said to him. "But your balls are huge!" she added. My friend got a little shy, but we all giggled when she mentioned his large testicles. She stroked him faster. I looked down and noticed he had inserted his index finger into her dripping cunt. It made a nice smacking sound. I went back in, and started circling her engorged clitoris with my fingers while my friend continued to probe her opening. She shut her eyes, and started moaning. All the while her strokes got faster on our dicks.

And then, in a flash she stood up, and quickly took off her dress. She was now fully naked in front of us. My friend and I sat there, like two dogs staring at a juicy steak. She sat back down, and ordered my friend to fingerfuck her, while I leaned over and sucked on her large tits.

My friend didn't quite know what to do. But he got the hang of it after she guided his hand around a bit to steady his rhythm. She started panting, gasping.

"Oh no... Oh... keep... yeah... OH. OH. OH MY GOD!" she yelled. She started convulsing right there on the sofa. She had orgasmed on his fingers.

My friend was a little confused, he had thought he hurt her in some way. But she reassured him that he had done a great job and simply made her cum. His face was beaming with pride, I was very amused by it.

She then orders us to stand up, and get naked for her. So we did just that. She gets down on her knees, and me and him are just masturbating ourselves while we stand over her. She reached out and starts fondling our bouncing testicles. The room was getting really warm. We all started sweating a bit, and the pleasant coffee-scented lotion smell was replaced by a new odor. A primal animal lust stink. Cock and pussy smell wafting in the air. It was driving me wild.

She then moved on from our balls and started stroking our hard dripping cocks. Saying really dirty things like, "Your cocks are so stiff! Fuck, I'm so horny, I'm making a puddle, my clit is so hard!" Getting really obscene. Her words had me and my friend riled up beyond comprehension. 

Me and him glanced at each other. I knew we both felt it. The unavoidable. The inevitable. It was about to happen.

We were panting really hard. Our legs spread out in a wide stance, while she stroked our stiff pricks hard and fast. Me and him both had pained expressions. She knew that look, she knew what was coming.

Then out of nowhere, my friend yells, "Wait!" Me and her just looked at him, awaiting what he was about to say. Very sheepishly, he then asked, "Ummm... Uh.... Can we... Um... Cum on your butt?"

"Oh cool! Yeah!" She exclaimed. She flipped around, bent over the couch like she was about to be fucked. Big, creamy, white ass sticking up in the air. Pussy lips barely poking out through the rear. She jiggled it around for our benefit, giggling. I heard my friend mutter under his breath, "Oh fuck..."

We both stood over her, hovering above her butt, cocks hard, stroking ourselves like animals. She turned her head slightly, saying, "Are you guys gonna cum? Do it! I wanna feel it on me!"

My friend and I started groaning, gritting our teeth. We then inched closer, and squatted over her bare ass.

He was the first to go, "Oh. Oh my god... oh fuck. OH FUCK!" And out came his sperm. Four thick ropes of his cum splattered onto one of her buttcheeks. As he lost it, so did I.

"Oh, OH FUUUUCK YES! UNNNGGHHHH" I grunted like a beast, unleashing my boiling hot sticky load on her gyrating butt. Some of it streaking all the way up to her back.

"Oh wow! It's so warm!" she giggled, as our mixed semen oozed down her backside.

We all started laughing, and me and my friend slapped her booty a few times. We cleaned her up, and that was pretty much it. We talked about it after it was all done, and all agreed that it was a good time. 

This opened up a whole new door for me and my girlfriend, and my friend. Eventually we all would get together just to masturbate. It was like another activity we all shared as friends. Things of course escalated, and we graduated to oral sex. Her doing him and me, him doing her, and me doing both of them.  We even engaged in sexual intercourse together. Though the intercourse was never as exciting as simply jacking and jilling on the couch.

My girlfriend and I remained together for many, many years. But as is the way of the things, we eventually came to realize we wanted different things out of life. She moved on, and I was heartbroken. But I picked up the pieces, and was left with many wonderful memories, like the one I just shared. I think about her often, and I truly miss those days.

We kept in very light contact, and she eventually married a very nice, sweet man. She mentioned that she had told him of some of the things we all did together, but that he himself had no interest in such kind of play, and that she was perfectly happy with that. But, I wonder just how much she shared. I'm not sure he's fully aware of just how many gallons of sperm my friend and I covered her in over the years. I suppose it's better he not know.

A while ago my best friend and I were driving out to eat together. She came up in conversation, and we reminisced about those days. "Wow, we really did some crazy stuff with her," he said.

"Yeah," I replied, "Those were good times."

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