Ambushed and deflowered by my best friends [FFF]

I’ll start by telling a little bit about myself. My name is Anna, I’m 19 years old and just finished my first year of college. I still live with my parents because it’s cheaper than living on my own, their house is relatively close to my college and I frankly enjoy the comfort of not having to worry about stuff like bills, cooking and laundry. In highschool I used to play soccer, but when I went to college I stopped because half the team stopped and I didn’t want to start in a new team. I tried to substitute this loss of activity by going to the gym, but as we all know it can sometimes be hard to drag yourself to the gym so my goal of three times a week has not been met as much as I wanted for the past year. Luckily the ‘freshman ten’ doesn’t apply to me so my athletic build hasn’t yet left me. Before this story took place I was still a virgin: I’d kissed with some guys and some girls, but no one but me had even touched my nether region, or vice versa. I don’t have a conclusive sexual orientation. Before college I’d considered myself mostly straight. I had the classic short-lived high school boyfriends with whom I never did more than kiss. But in college I also drunkenly kissed with a few girls and surprisingly enjoyed it just as much. So at the least I’ll describe myself as bi-curious, who cares anyway nowadays?

Let’s start with the story. When I still played soccer I had a group of close friends consisting of 5 girls whom I’ve known since I was about 5 years old. After the team broke up and we all went to different colleges we kind of lost touch. Occasionally we’d send each other a message to check up, but nothing like the friendship we had and it kind of bummed me out. We used to share everything with each other and could talk for hours. So when Judy sent a message in the old group chat I instantly got excited. She had just moved out of her dorm room into her very own apartment and wanted to invite us for a small time housewarming. I instantly accepted the invitation because I couldn’t wait to reunite with the girls and so did Sienna. Unfortunately Barbara had just moved to Spain for an exchange program so she couldn’t come. Taylor first had to discuss with her boyfriend if she was free. This was an expected reaction for her because ever since she and her boyfriend got together way back in the beginning of high school she started becoming less outgoing and even became a little bit stuck up. After a few hours she fortunately also announced that she would be joining us: Three’s a company, but four’s a party! We’d meet in two weeks.

When the day was finally there I was contemplating what to wear. We probably weren’t going out so I settled on a simple v-neck shirt and some tight, but not quite skinny, jeans. When I opened my underwear drawer I realized I’d forgotten to put my thongs in the laundry so there weren’t any in there. Going commando was something that I occasionally did, which is one of the reasons I don’t have a lot of underwear, so I had no problem just putting on the jeans without any underwear, no one will notice anyway. Or so I thought.

When I got to Judy’s house I was the second person to arrive. Taylor and Judy were already sitting with a glass of wine in their hand at the table in Judy’s apartment. After we’d talked for about half an hour Sienna rang the bell. Sienna had always been the most outgoing of our group and after she joined a sorority she’d become even more extraverted: her entrance was like a whirlwind of energy that swept through the room. She hugged me first, very tightly and just a bit too long. At the end of it she squeezed my butt and told me jokingly that I was still packing. We had always been a physical group of friends: slapping each others butts, tickling each other and generally being body positive in a joking way. So I squeezed hers back through her yoga pants and asked her if she had been doing her squats. We laughed about it while Sienna also hugged Judy and Taylor.

After everyone had welcomed Sienna we sat down and Sienna grabbed a bottle of sambuca from her bag. Judy immediately took out four shot glasses and put them in front of us. Taylor said she didn’t want to do shots, but Sienna poured her one anyway. Sienna tried to tease Taylor into drinking the shot, but Taylor quickly got annoyed so Sienna drank the shot herself. If there were two people in our group who’d outgrown each other it would be Sienna and Taylor, who’d always argue about the dumbest things. Luckily the tension quickly settled down and eventually it almost felt like the old days.

After a few glasses of wine and some more shots the bell suddenly rang. It turned out Judy had chained her bike to one of her neighbours’ bikes and he wanted to use it, so Judy told us to behave and quickly went down to unchain her bike. Sienna saw this as a good opportunity to inspect Judy’s room a bit more thoroughly while Taylor and I stayed at the table. She soon found a cardboard box stashed away under the bed. When she opened it her eyes instantly got big and an almost evil smile formed on her face. She reached in and pulled out a large purple vibrator. I reckon it was about 7 inch. Taylor told Sienna that she was breaching Judy’s privacy, but Sienna didn’t care and turned it on to the highest setting.

“Jesus christ, this thing is like a jackhammer!” She then brought the vibrator to the table and first started prodding me in the face with it.

“Ew, get that thing away from me” I giggled as I slapped it away.

Sienna then turned to Taylor and tried to rub the purple dick in her face, but Taylor quickly got angry and jumped up from her chair while exclaiming: “Stop being so gross and childish, who knows where that thing has been!”

As a reaction to this Sienna brought the vibrator to her nose and sniffed it intensely. “Doesn’t smell like pussy”

To my surprise she then softly licked the tip of the vibrator. “Also doesn’t taste like pussy to me, Judy must wash it well.”

“You’re fucking gross Sienna, and how would you even know what that tastes like?” Taylor phrased it like a rhetorical question, but Sienna didn’t hesitate to answer it.

“What? You guys never lick your fingers while masturbating?” Sienna mockingly licked two fingers. I just awkwardly laughed at her question.

Sienna turned to Taylor: “You never suck your boyfriend’s dick after riding him? Are you guys that much of a prude?”

Taylor got visibly angry and almost yelled back: “I’m not going to tell you anything about my sex life.”

Right as she said it Judy opened the door and walked in with a surprised look on her face. “I’m gone for 3 seconds and you’re already arguing. That’s gotta be a new record.” She said jokingly.

Sienna started fencing with the dildo towards Judy. “Taylor is afraid of your little purple friend here.”

Judy started laughing and grabbed the vibrator from Sienna’s hands. “If you call that little I don’t want to get to know your lovers.”

We all started laughing about it and sat back down at the table. Judy threw the vibrator on her bed and left it there.

Everything quickly turned normal again and even Taylor looked like she started enjoying herself again. She still didn’t join us in shots but eventually she even laughed at one of Sienna’s jokes again. After about an hour we’d actually gotten pretty drunk so Judy asked us if we wanted some snacks, to which we all happily obliged. Judy kept her snacks in a big overflowing drawer of stuff in the bottom cupboard of her kitchen and thus had to bend over to search for some nuts and crisps. Judy was wearing a quite modest broken white sundress which fell about halfway to her knee, she wasn’t wearing a bra, but it didn’t have a deep cleavage so it was classy but sexy. Despite the length of her skirt the depth at which she had to bend over still allowed us to barely see the white lacy thong she was wearing. Sienna saw her chance, sneakily took the vibrator from the bed, turned it to the highest setting and quickly prodded it against Judy’s crotch. Judy shot up with a high pitched scream and tried to step away from the vibrating shaft between her legs, but couldn’t because the drawer was in the way. Her screaming turned to laughter as she pushed her ass into Sienna’s face which made Sienna fall onto her back giggling. Judy turned towards her pretending to be out of breath and as she made eye contact with Sienna they immediately bursted into laughter. I immediately started laughing with them, but Taylor kept a shocked expression. This prompted Sienna to crawl towards Taylor and poke the still vibrating dick towards Taylor’s crotch. Taylor shot from her chair again and took a step away, but Sienna kept crawling towards her while trying to stab her with the dick. This turned out to be the final straw for Taylor. Without a word she grabbed her bag and coat and stormed out the door. Leaving us with our mouths agape.

Sienna was the first to speak: “Damn, apparently this dick is scary good I have to try it!” Which made us all laugh again and prompted Sienna to flip onto her back and push the vibrator between her own legs. The thin fabric of her yoga pants turned out to create no defense against the strong vibrations and within a few seconds Sienna let out a seriously hard moan. She covered her mouth, quickly turned off the vibrator and awkwardly giggled between her fingers.

“Holy shit, that was better than expected.” She waved her hands to get some fresh air.

Judy explained: “Yeah, that thing was seriously expensive, but definitely worth the money. Look what it did to me!” She lifted up her dress and revealed a tiny wet spot on her thong.

Sienna stood up from the ground and turned to me. “You have to try this thing, it’ll change your life.” She took my hand, pulled me from my chair and pushed me onto the bed. She straddled my chest with her ass in my face and her front facing toward my legs. I tried to push her off but quickly realised it was futile. Sienna started to roll the vibrating ‘life changer’ between my legs. But the thick fabric from my jeans did bring some defence from the vibrations. So although it did feel kind of good it was nowhere near as great as Sienna and Judy pretended it was.

I tried to play it cool. “So that’s it huh? Doesn’t feel like my life has changed.”

“Must be because of your mom-jeans, they’re like a modern chastity belt.” Sienna immediately started trying to undo my pants. “You must experience it with only your panties just like us!”

The problem was, I wasn’t wearing any panties. I started struggling again but it still didn’t work. So I grabbed Sienna’s butt and bit in it. Sienna yelped and immediately jumped off. She looked at me with a mix of insult and surprise. “What’d you do that for?”

I knew that making anything up would be senseless as Sienna seemed determined to her mission. My face started getting red as I reluctantly admitted that I wasn’t wearing any underwear. Sienna’s face formed that slightly evil smile again as she said: “Then there’s no other option for you than to take this monster skin to skin, the way it’s supposed to be taken anyway! We’ve already seen you naked countless times during training, so I don’t see any problem?”

At that moment I knew I couldn’t convince Sienna otherwise. And besides, I was kind of curious if that thing was as good as Sienna and Judy were saying. So I finished Sienna’s work of unbuttoning my pants and peeled it off. I went to lay down again and Sienna carefully pressed against the inside of my knees making me spread my legs exposing my shaved virgin pussy. She sat down on her knees on the ground between my legs while I laid defenseless on my back on Judy’s bed. Judy curiously watched from a tiny distance as Sienna tenderly caressed my outer labia with her warm hands.

“I’ll start on the lowest setting because you will be the first one today taking it naked, we’ll see if you’ll be able to make it to level 4.” With those words Sienna pressed the vibrating shaft into my groin. I inhaled sharply from the weird sensation and subconsciously held my breath. She held it there for a while until I started breathing again. Then she painstakingly slowly started rolling it from left to right over my pussy. I ran my hands through my hair and grabbed the sheets above my head. With each time she passed over my clitoris I gripped the sheets tighter. Suddenly Judy sat next to me and in one smooth motion pulled my shirt and bra over my head leaving me entirely naked.

There was no time for me to protest because without a warning Sienna turned the intensity of the vibrations up and kept the vibrator pressed onto my clit. I couldn’t suppress my moans anymore and loudly moaned into the air. Judy put her hand over my mouth. “Think of the neighbours.” She told me teasingly while her other hand ran over my stomach and chest. As Sienna held the vibrating tip steady Judy started massaging my breasts and pinching my nipples while still covering my mouth. Her soft hand exploring my body combined with the pleasure emitting from my nether regions I could feel an orgasm nearing. But right when I wanted to cum Sienna removed the vibrator. Leaving me panting and throbbing.

Sienna then turned the intensity up again and started rubbing the tip up and down my slit. She’d run it all the way down to my ass and up until it barely touched my clit. I could feel my entire pubic area being covered in my juices and bucked my hips into the toy. Judy tightened her grip on my mouth as Sienna turned the intensity of the vibrator up for the last time. Sienna then lined the vibrator up with my vagina and gently applied a bit of pressure on it while Judy increased her grip on my mouth to suppress my moans.

The only things I’d ever had in my vagina before this were my own finger, and only two of them at a time. Getting deflowered by this relatively huge vibrating purple cock wasn’t exactly something I’d aspired to do when I woke up this morning. I couldn’t however communicate this to Sienna and Judy due to my uncontrollable moaning and the hand placed on my mouth. My pussy was also as wet as it had ever been and I hadn’t stopped bucking and moaning so Sienna had no reason to stop slowly sliding my first dick into me inch by inch. Before she had even fully put it inside of me I had the most earth shattering orgasm I’ve ever had. With every vibration waves of pleasure pulsed through my body making my whole body tense up and my hips buckle. My legs started shaking and stars appeared in my vision as Sienna abruptly pushed the shaft entirely inside of me and then slowly pulled it out. I arched my back and screamed into Judy’s hand while orgasmic waves flowed through my body.

When my orgasm was over Judy removed her hand to give me some air as I tried to regain consciousness. Sienna turned off the vibrator, sat next to me, caringly stroked my cheek and giggled. “I told you it would change your life.”

She put the tip of the vibrator against my bottom lip and pushed it against my tongue. “Now you too know what pussy tastes like.” She said as I closed my lips around the purple glans. “Shit, you look hot sucking that dick.” Sienna’s words weirdly enough made me feel sexy.

Surprisingly it actually tasted kind of good. It was weird and slightly tangy, but also kind of hot. Sienna pulled it from my mouth and I licked my lips. “It actually tastes kind of good.”

“Really?” Sienna said in a high pitched voice. “Well I gotta try that for myself then.” She dove back between my legs and ran the tip of her tongue between my labia. “You’re right, you are tasty.” My tender vagina sent shivers through my body making me moan freely into the air. She then ran her entire tongue from my ass between my lips over my still very sensitive clit which made my legs buckle again. “Delicious even!”

Sienna then sat up and put her body onto mine so that her hands were on my belly button and her head was resting on top. “Do you know who also has a really delicious pussy?” There was a little twinkle in her eyes.

I expected her to say that she had or something, but when I lifted my head up in suspense of her answer I saw Sienna and Judy move their faces towards each other. They looked each other in the eye and Sienna said: “Judy has.” This made Judy smile and she kissed Sienna on the lips. Sienna then kissed back and before I knew it they were making out. Not just experimentally making out, like I’d done where one of the two would quickly chicken out, but very passionately and eager like they’d done this many times before. Judy was on her hands and knees next to me so I could easily see under her skirt. Her thong was so absolutely soaked that it had turned see-through and I could see her lips pressing against the fabric. I licked my lips and the taste of my own juices filled my mouth again.

Sienna had noticed my interest in the situation below Judy’s skirt. “I think she wants to try it for herself.”

Source: reddit.com/r/sexystories/comments/ls2j87/ambushed_and_deflowered_by_my_best_friends_fff

5 comments

  1. Wow. I [F] bi have always wanted to hook up with a girl but never had the chance to go all the way outside of a few times. This was so hot and sounds like the perfect first time with girls

  2. Very well written. Good plot and flow, good word choices. Please keep writing ?

  3. Very well written! True or not, it’s a great story and very fun to follow along! keep writing, I look forward to more

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