Our First Time with her best friend [MFF]

Apologies in advance for the length of the story, I just had to describe every detail of what happened. :)

I (26M) have been with my (26F) girlfriend for 8 years, and we have been each other’s only sexual partners. Despite being each other’s only experience, we have had a great sex life, with both of us always willing to try new things for the other. My gf has thick brown hair, brown eyes, is 5’8″, with porcelain skin, a thick and curvy body with cute small perky b-cup tits. My gf is bi curious, although she has never been attracted romantically to another girl, she regularly gets off to lesbian and solo porn. I have made it clear to her that if she ever wanted to mess around with another girl, I wouldn’t consider it cheating as long as she told me. With our area lifting lockdown restrictions, little did I know this side of her would be explored.

With lockdown lifting, my gf was desperate for some social interaction other than ourselves and decided to invite her best-friend Cara from college (22F) to visit and sleepover at our place. With plenty of room for her to stay and suffering myself from cabin fever I happily obliged. Having recently broken up with her bf and being stuck living with him, Cara happily accepted the invitation for some R&R at our place 30miles away.

I had always liked Cara, she was charming and warm, nice to hang out with, and I had for some time suspected there was an attraction there, although being a firmly faithful man I was never tempted to ever test it. She was attractive too, 5″ tall with dirty blonde hair, sparkling blue eyes, with a slim petite frame, although during quarantine she has gained a little extra weight on her small frame giving her a slight belly with a newly rounded plump ass.

We exchanged pleasantries as she arrived, and the girls disappeared to catch-up and gossip together. I was quickly dispatched by text to pick up liquor, wine and pizza from the town for a long night of girl time. Arriving home to the sound of laughter, I quickly delivered the alcohol to the girls and removed the bottle they had polished off together. I sighed thinking of how messy the night ahead could be if they managed to finish what I had just delivered.

I quickly got back to work on the opposite end of the house trying to drown out the loud giggles and gasps coming from their party. They quickly emerged for the pizza and I joined them in the kitchen. “You girls having a good time?” I asked with a smirking smile as they giggled, flushed red from the alcohol in their system. “Oh yeah! We had so much catching up to do!”, screeched Cara, hugging my gf and smiling back at me. “I think we are going to stay up all night, do each-others hair and talk about boys”, she continued with a cheeky sarcastic tone. Taking the bait, I replied “And what boys might they be?”, with a jokingly disapproving look across my face. “Oh, I don’t know! maybe we’ll talk about you. I’ve heard all about what you can do with your tongue”, she giggled and winked at me. My face flushed a deep red, and my gf cackled nearly choking on her slice of pizza. “Anyways, it doesn’t matter to you, our party is no boys allowed”, she giggled shaking her head and sticking her tongue out playfully at me. Slightly embarrassed from the preceding conversation I quickly evacuated the room and let the party continue.

As the girls drank more, they grew increasingly louder and more giggly, scurrying upstairs to watch tv and do each others hair in our bedroom. As my office is connected to the bedroom through a door, I could hear and see them through the crack from my desk. They had both dressed down into yoga pants and tank tops and looked like they were having allot of fun, unaware that I could see and hear them as I worked in the other room.

“I’m just going to get a straightener” said Cara as she rummaged through my gf’s bedside cabinet. “No problem”, responded my gf, “ooooooohhhh, what is this?”, Cara exclaimed as she removed my gf’s green vibrator from the cabinet, waving it around jokingly. “Oh, stop!” my gf screeched as she tried to grab it back from Cara. “I think I might have a lot of fun with this later”, teased Cara as she motioned the dildo towards her crotch. My gf having a significant size advantage, bear hugged her to the bed to wrestle control of the dildo. Cara giggling embraced my gf and lightly pecked her on the nose, and then both burst into uncontrollable laughter on the bed.

Watching from the other room, my pants became tight as I became excited at the thought of the two together playing around, but quickly dismissed it as drunken fun. I resumed my work from the office glancing up at the two girls in the bedroom enjoying themselves every few mins, thinking of what could be.

A few hours later and with more alcohol consumed my gf walked into the office, “Hey hun, can you fix the water heater, I need to take a quick shower”, she asked with her soft voice and puppy-dog eyes, “Absolutely, no problem”, I said, as I got up from my office chair and headed downstairs to adjust our temperamental heating system. I passed Cara sitting on the bed watching TV, and we briefly acknowledged each other.

After solving the problem, I shouted up “WATER ON”, and headed back upstairs, “Thanks, hun” my gf pecking me on the lips as I returned to the landing. I headed back towards my office as I heard the bathroom door lock and the shower switch on. Returning to my desk, I still had a view of the bedroom as the door was slightly ajar. Cara was lounging on the bed when suddenly she looked around and jumped up from the bed. I followed her with my eyes as she opened the bedside cabinet to remove the green dildo. I took a hard gulp, my heart pounding, and watching for what might happen next. Still standing at the edge of the bed she switched the toy on and motioned it towards the tight camel-toe of her yoga pants. I suddenly began to shake a little, as she closed her eyes, tilted her head towards the ceiling and felt the pleasure of the vibrator on the outside of her pants.

Suddenly she stopped and started walking towards my door, I quickly rushed to move something around on my table and look busy, she opened the door slightly further ajar, and smiled at me and waved. I swallowed, waved and smiled back, trying to appear oblivious to what just happened. I could feel an uncomfortable drop of pre-cum leaking from my cock into my boxers. She didn’t say anything, only walking back to the side of the bed. I watched intently, my mouth open, as she removed her tank top to reveal her soft small body and white lace bra. She looked towards me briefly, I looked quickly to my computer screen as she pealed her tight yoga pants off but my eyes were drawn to her plump round ass. I exhaled heavily, breathing fast as I watched my gf’s best friend strip in front of me.

Facing directly towards me, Cara gently undid her bra and dropped it onto the floor, revealing her small perky a cup breasts with tiny pink pointy nipples. My cock was raging for release as she bent down removing her panties, the animal inside me wanted to run in, but I tried to distract myself as she looked directly into my office. When she caught my glance she smiled, placing a finger on her lips gesturing to be quiet. I remained rigid in place, adjusting my tight boxers to relieve the pressure on my rock-hard dick. She giggled as she jumped on to the bed, her body and tiny tits jiggled slightly as she moved and spread her legs. I saw her pink, glistening pussy at last, as she took my gf’s green dildo and pressed it against her clit. My body shouting at me to do something, it took every bit of self-control not to join her, as I watched her pleasure herself on the bed. I could feel my heart thumping in my chest as I watched her, the pleasure evident on her face. She opened her eyes looking straight at me as she put the vibrator to her lips and kissed it, then placing it in her mouth while making eye contact with me. I felt my cock leaking more pre-cum into my boxers as I became more and more aroused. Still making eye contact she removed the toy from her mouth, she plunged it deep inside of her shaved pink pussy, and then suddenly we both jolted as the shower water stopped.

I quickly adjusted myself and pushed my office door closed slightly, enough that i could see Cara and the bathroom door, but still limiting my view of the room. As I could hear my gf drying herself in the bathroom, Cara continued to pleasure herself on the bed, with just as much intensity as before. I watched for the doorknob of the bathroom, as Cara gently moaned on the bed, I tried to control my breathing and my excitement as the lock clicked and the door slowly opened.

My gf emerged wrapped in a bath-towel, as she looked up towards the bed she spotted Cara pleasuring herself on the bed. “Oh My God!”, she jumped, clearly taken aback by the presence of her best friend using her toy on her bed. “What do you think?”, Cara smiled slyly, opening her eyes and looking directly at my gf. “Eh, eh, wow, I, I wasn’t expecting that”, my gf flushed red, and embarrassed by the sight in front of her. She hadn’t taken her eyes of Cara for a second, and then slowly came around to what was happening, smiling for a brief second. “So, were you doing this for me?”, she exhaled nervously with an inquisitive look on her face. “Maybe! Maybe, do you like what you saw?”, Cara replied also starting to look flushed. My gf swallowed softly, taking in the moment, “I think, I think I do, I mean, you uh, you’re really fucking hot like that”. Cara leapt up from the bed to come towards her, placing on hand on my gf’s arm.

“It might just be alcohol, but I really want to try something with you”, Cara murmured softly moving my gfs hand onto one of her tiny breasts. My gf stuttered “Uh Ok”, as they motioned back towards the bed. As they moved together towards the bed, the towel fell to the floor revealing my gf’s perfect curvy thick body to Cara who smiled softly, bringing her hand to cup my gf’s breast. The girls rotated still gripping each others breasts and breathing heavy with my gf’s ass now facing the edge of the bed. They both tentatively started to run their hands along each others skin, with Cara lowering her left hand between my gf’s legs. My gf flinched, startled by her friends small fingers touching her, “You’re drenched”, smiled Cara biting her lip slightly, my gf simply nodding in affirmation, nervously shaking. Cara kissed her neck, biting her ear lobe gently while rubbing her now wet pussy. Cara whispered something inaudible to her and my gf nodded smiling briefly.

My gf lowered herself onto the bed with Cara climbing on top slightly continuing to kiss down her neck and chest towards her pink nipples. I felt as though I was going to burst, but continued watching, intrigued as to what could happen next. Cara continued kissing down her body, kissing my gf’s now hard nipples, working her way down to her navel and then her freshly shaved mons pubis. She kissed lightly on top and then her mouth enveloped my gf’s pussy. My gf let out a slight moan and shudder as Cara began to pleasure her, from my view all I could see was my gf’s head bent back in ecstasy with Cara’s head firmly located between her legs. I watched as my gf climbed towards orgasm, pinching her nipples while Cara delicately tongued her pussy, and then suddenly “Oh my God”, my gf shuddered and tensed as she climaxed. Cara came up for air, climbing on top and passionately kissed my gf. I couldn’t watch anymore, I had to involved, and so I opened the door further and walked into the bedroom.

The two girls were startled by my presence, and slightly embarrassed at what I was witnessing. My gf looked worriedly at me, afraid that I might be mad at what had just happened, I moved to reassure her “It’s ok”, I said softly; “how much did you see?”, my gf frightenedly questioned, “everything”, I replied, “but God I loved watching it”, a naughty smile suddenly emerged on my gf’s face. Cara sat up looking directly at me smiling, “Maybe you could join in”, she suggested with a look that made my cock ache. I looked down to my gf for approval, she nodded “I need to be fucked after that”, she meekly replied. I needed to release and so I began to take my t-shirt off, Cara helped me remove my shirt, while my gf went straight for my belt and pants. She undid my belt and pulled my trousers down revealing the wet mess of pre-cum on my boxers as my erection pitched the fabric up like a tent. Cara’s hand softly touched my chest, as she looked down smiling intently, when suddenly my gf removed my boxers to reveal my rock-hard erection. Both girls giggled at the sight of my pre-cum dripping cock, as my gf gripped the shaft.

I thought I was going to explode as both girls focused intensely on me, Cara looked over towards my gf for permission, my gf smiled and placed Cara’s hand on my dick. I couldn’t believe it, the first time anyone other than my gf had touched it and I thought I was going to prematurely cum. Her hands softly rubbed my shaft, while my gf came up to kiss me. I couldn’t believe my luck as the two worked on me, as I tried to concentrate on not immediately cumming. “How do you want to be fucked”, I asked my gf, trying not to moan too hard. “From behind”, she whispered into my ear, “I need to pay back Cara”.

We broke away briefly, my gf gesturing for Cara to lay back further on the bed, while she put her face down into Cara’s drenched pussy. My gf had her ass and pussy presenting to me, and I easily slipped inside her with the amount of lubrication available. I began fucking her from behind as I could hear Cara moaning loudly, she was much louder than my gf and sounded like my gf knew what she was doing. I continued fucking still trying to concentrate on not immediately cumming inside her, I gripped her round juicy ass cheeks as she went down on her best friend. It felt incredibly, and the nervous sexual butterflies in my stomach were subsiding while I watched Cara’s face contort from my gf’s licking, and then suddenly she opened her eyes looking directly into mine “I’m gonna cum, ohh”, she convulsed with pleasure on the bed, putting her hand on my gf’s head to notify her the orgasm was done. Once Cara’s eyes had locked with mine, I had immediately stopped thrusting for fear of finishing early. While my gf bent back to admire her achievement, I pulled out to allow the girls to readjust. Cara looked at my gf, “I need to be fucked”, she said softly asking for permission to use her bf, I immediately was hit with the sexual butterflies. My gf looked at me briefly, and acceded “I guess you deserve it”, she said to Cara with a sultry look in her eye. I immediately confirmed “Are you sure?”, I asked, surprised at my gf’s openness in the moment. “Yeah, grab a condom so”, she replied, as I nodded and walked towards my bedside locker. “No need, I’ve an IUD, I want it raw” Cara pleaded, I stopped immediately “pwease”, she begged with puppy dog eyes directly at my gf, my gf hesitantly nodded “Ok”.

Cara came to the edge of the bed, as my heart skipped a beat looking at her spread legs and warm inviting pussy lips. I couldn’t believe I was about to fuck my gf’s best friend; I was a nervous wreck in the moment, fumbling with my dick as I looked down at Cara’s tiny frame and tits. In the moment I wanted to demolish her, but I tentatively rubbed my glans against her saturated pussy, looking at my gf for her last objections that never came. I plunged inside of Cara and she let out a loud moan, I slowly worked up speed inside of her, she was so tight but perfectly lubricated, I grabbed her hips while I looked into her deep blue eyes. I couldn’t believe it; ten thrusts and I was nearly ready to empty. I grabbed her tiny tits, and I looked over at my gf who had now re-positioned and was masturbating to me fucking her best friend. I came, blowing my full load inside Cara’s tiny tight cunt. The orgasm seemed to last forever, Cara moaned looking up at me and then came up to kiss me. I could hear my gf moaning next to us, and then “Oh my God, Oh I’m cumming, I’m cumming”, my gf screeched watching the both of us together. She shook, looking into my eyes while the orgasm controlled her muscles, I broke away from Cara, leaving her laying on the bed with my cum dripping from her pussy and kissed my gf who’s orgasm was now ended. We smiled, and both looked back to Cara and laughed. We just had our first sexual experience with someone else, and both loved it.

I quickly raced to the bathroom to retrieve some towels for the girls for clean-up and got dressed. “I thought no boys were allowed in this party?”, I asked jokingly, both the girls laughed in response, Cara piped up “They weren’t meant to be”, she winked lightly, “but you’re right, so go back to work and let us get back to our fun”, kissing my gf on the lips playfully.

Source: reddit.com/r/gonewildstories/comments/hyzan6/our_first_time_with_her_best_friend_mff

3 comments

  1. So, my childhood best friend and I spent a lot of time playing with each other growing up and were very attracted to each other sexually but not in any sort of dating way.

    Every relationship we’ve been in we’ve “arranged” a threesome as a surprise for our significant others.

Comments are closed.