This is a story about how I became a regular fucktoy to my girlfriend's best friend. Before we get to the cool part I'm gonna give some context and background to us as the story of how we know each other is quite specific.
Before I dated or even met my current girlfriend (let's call her Jenny), I went on a date from Tinder with her best friend (we're gonna call her Sydney). Sydney was my age so 25 at the time, a curvy alternative redhead with tattoos, nose piercing and most importantly - a huge set of boobs. I'd be lying if I said that those weren't the reason I swiped right on her. I'm not even that exited about large breasts, I love small titties and big tits, but those were the largest I've ever seen and the thought of a chance of burying my face in those, made me excited. Think of Aleksa Mink kind of boobs. That's the kind of rack we're talking about here.
Anyway, the date was fine, but we didn't vibe as much as I hoped we would, so we kindly thanked ourselves and wished each other luck with other people. We didn't kiss, not even on the cheek, she was reluctant to physical touch, so all we did up until then, were just hugs for hello and goodbye. We kept following each other on socials though and would occasionally send each other memes, but hard to call it a friendship.
A whole year had passed, few hookups every now and then, but nothing serious until I matched with this pale, goth girl with short, black hair that would later become my girlfriend - Jenny who also was my age (26 at the time). I had a weird feeling that I've seen her somewhere, but thought it might've been on Tinder before. Once Jenny and I exchanged our socials it became clear that she was a friend of Sydney and that's why I thought I might have seen her, I did see her on a few posts and stories on Sydney's profile. Jenny and I had a laugh about it and we both texted Sydney about it.
"yooo that's awesome! I'm sure you'll like her, don't you dare break her heart ❤️" she responded to me.
Jenny and I started seeing each other and we both fell in love. Safe to say it's a girl I want to marry. An important thing is that for the first time ever I felt like I dated someone that matches my freak when it comes to sexual stuff. I used to be with girls who had a very low libido and even complained about me hoping for sex more than once every two weeks. I promised myself to never be in that kind of relationship again so Jenny was perfect. Not so say she's a nympho, but sex at least once a day is a must, and if she's on her period she kindly offers a blowjob as she loves to give those. That's also a new experience for me - a girlfriend who gives blowjob for her own pleasure? I don't know what I did in my previous life to deserve this kind of treatment, but I sure am grateful. She's also open about sexuality and indulging our fantasies, saying she was slutty and adventurous would be a reach, but she definitely was open to discuss trying out new things and didn't judge me when I was telling her about things I would love to try one day, one of which was a threesome to which she reacted with a hesitation, but not a hard no. Worth mentioning here is that Jenny is also bisexual, but never had sex with a woman, just making out with friends at parties for the guys to look at. She has a perfect body for my taste - healthy bodytype that's not skinny but also far from being fat, big, soft breasts and a huge, pale ass. Think of a pale version of Karlee Grey.
We would often invite Sydney to hang out with us (Jenny moved in to my place after 6 months of dating), watch a movie or just have drinks and chitchat on the couch, although mostly about Sydney's dating troubles. I became really close with her now that there was no pressure of impressing each other like when we were on a date. Both girls weren't shy when it came to talking about sex, things they like to do etc. I would be listening to Sydney talk about things she did in bed with her former partners, as i was one of the girlies. It probably helped that I come off as a very respectful guy, and don't push any boundaries. I also care deeply about Jenny, and wouldn't want to risk our relationship. One time we were at Sydney's place hanging out and Sydney was getting changed in the bathroom, she forgot to take a shirt she wanted with her, so without a warning, she came out of the bathroom in a black braand panties. I looked at Jenny quite shocked and I wanted to make sure she doesn't catch me checking out her friend, just to honor the sancticy of our relationship, but of course I had to take a short glimpse at Sydney's curvy body and breasts being barely held together by her black bra.
"Come on guys, it's just underwear" Sydney shouted with her tits bouncing, as she ran to get her shirt. "It's not different than me being in a swimsuit".
I didn't say anything, and Jenny just cackled about me being so embarrassed and caught off guard.
Sydney was not an easy person to date however, and a lot of her attempts at finding love fall short. I would know this as I was one of those attempts 😅 Sydney seemed super picky about choosing a partner, this was often discussed between me and my GF Jenny who had a hard time understanding how could Sydney let me slip trough her fingers. We were both often worried about Sydney as she was prone to making terrible decisions when it came to men. She occasionally met up with guys who would not care about her, bail on her, tell her that she's too much to handle etc. So she was pretty bummed out about her dating life most of the time.
At some point she started complaining about her sexual urges not being met. Despite her horrible choices of men, she wasn't giving herself to them easily. As far as Jenny told me, she only got about 4 one night stands throughout those 2 years that I've known her. Recently her urges were becoming stronger and one evening at our place she couldn't stop saying how much she needed dick. This brings us to the night where the story actually begins.
"I haven't been properly fucked in months and I feel like I'm going crazy, I'll take anything at this point," Sydney says after putting down her second drink of that evening.
"I doubt that anything is gonna satisfy you though. Stay put and be patient, you won't find love by throwing yourself at the first guy you see," Jenny said.
"Right now I don't need love, I can look for it some time later, it's hard for me to think about finding a life partner if all crave is dick."
"A weak dick is not gonna be enough though, you'll just have regrets about giving yourself to some random loser," I added.
"Maybe, or maybe it will, I don't know, I'm tired of thinking about this," she said and got up to go to the bathroom.
Jenny looked at me. "I'm scared she might text some rando on tinder and hook up with him, that would suck,"
"yeah, I'm not sure it would do her any good" I responded.
Jenny thought for a while, looking in the distance. "What if... You know... You could help her...?" She asked almost unsure about her own idea.
"I don't have any single friends though," I responded, completely oblivious to what she meant.
"Nooo idiot, I meant you as in you fuck her."
I was shocked."Whaaat? Are you serious? Are you testing me? I'm not gonna fuck your best friend, I don't want it to affect us or your friendship." I said truthfully, but also the thought of my girlfriend lending me to her best friend made me instantly hard.
"It's fine, I trust you completely and know that it's just sex. Out of all the people you could bang, Sydney is the most comfortable option for me to agree on, and as you can see, she is in deep need for some good fuck."
"If you're serious, then I want you to be involved. I'm not doing this without you, besides I don't think she'd be down for it anyway"
"She would though, when you were in the bathroom, she told me that she regrets not giving a chance to guys like you. Just something about her seeing me being happy with you, I also bragged to her about how good you are in bed, and I think that really interested her".
"Alright, but only if you are actually sure you want to do this."
"I'll be happy to. This could be also an opportunity for me to explore my bisexual side, if you don't mind of course."
"Are you kidding me? You just asked me to fuck your best friend. Besides, watching you with Sydney would be hot as fuck. I'm totally okay with you exploring yourself sexually with women."
"Thank you babe."
Sydney came out of the bathroom. "I'm sorry guys that you have to listen to my horny rants, I'm sure my non-existent sex life is not what you guys are interested in"
"Actually..." Jenny started as she put her hand on my leg. "I think I know how I, I mean we, can help you with this."
I was completely tense, not sure how would Sydney react. She suddenly bursted.
"Hahahah, ooooh that's a good one. Sure as shit I'm gonna have threesome with my best friend and her boyfriend"
"Why not though?" Jenny asked almost offended.
"Wait... You're serious aren't you?" Sydney was flabbergasted. "Oh my god you are serious"
"I mean, only if you want to, it's just a solution we're offering," I chimed in, trying to ease the tension.
"Holy fuck" Sydney said. "Are you guys both okay with this? Won't this affect you?"
"Hey, at least it's you, I wouldn't want to have a threesome with anyone else than my best friend." Said Jenny who seemed to get more exited about this with every word. "Also you know I like chicks. I'd be easier for me to explore that with you."
"Fuck it, why not actually, you're both hot" Sydney accepted the offer, still a bit shocked that it even came out. "So... How do those thing usually start?"
A few short seconds of silence fell. You could cut the tension in the air with a machette. Finally I accepted that this is actually happening and all parties want it, so I broke the silence. "How about we start with a touch." I said as I reached, and placed my hand on Sydney's thigh. My girlfriend took a deep breath, and Sydney moved closer to us. It was on.