This recount happened just before I turned 21 so it’s been a long while haha. This was also long before I really knew I was bisexual also. Just for some vulnerability and disclosure, I was regarded (and I still do to some extent currently) as the “ugly” friend in comparison to most of my best friends growing up. While my friends were the ones getting dates and having people like them, I was usually the third wheel and not really catching anyone’s interest. And that’s not without saying I didn’t try confessing feelings either. Every time I had confessed having a crush on someone, it was never reciprocated so I really just believed that I’m just not the type of person people want to be with which is an ongoing mindset that I’m still working on to this day..
This is just a little important to the backstory context to how I got into this encounter haha. I did have my first girlfriend before this encounter, however we had broken up months before this encounter and were not physical at all. This is important because not only was the aftermath of the breakup really crazy and filled with drama (long story short, she was cheating on me and was dating my best friend also and he knew, but I didn’t know until after we broke up) it got me to reconnect with a friend in high school.
So, my friend from high school, we’ll call her Sadie. She moved back from being out of state for a year. She and I were close in high school and remained pretty close after (and even today!) so when I was telling her about what happened with my ex, she was being a really good friend and helping distract me and just listening to me talk it out. After a couple of months and recovering from the breakup I was feeling a lot better.
One night, Sadie texted me asking if I would be interested in a certain proposition. I wasn’t sure what she meant so I decided to hear her out. Surprisingly, her proposition is what a lot of straight guys would dream of being in. Fun fact about Sadie, she’s bisexual and was really coming into her sexuality at this point in her life. Apparently she had been talking to some of her friends, all of which were girls, and the topic of doing some group play had come up. Sadie thought of me as the perfect guy to be put into the group play situation and really vouched for me. I wasn’t really sure why since Sadie and I never really talked about sex nor did we ever really see each other as potential partners. I was also fairly new to sex at this point in my life also, I’m very much a late bloomer by comparison to the norm around me.
However, I was a very horny guy at the time and the prospect of being in a group situation with a bunch of women was very enticing. After asking some details, I ultimately agreed and the date was set.
The day of the encounter was a Saturday evening at Sadie’s friend’s apartment. Let me introduce the friends here and give them pseudonyms:
First we have Haley whose apartment we were at for the encounter. She was exploring her sexuality which is why having a guy be part of the equation was involved. Haley and Sadie were interested in each other to help explore their sexuality more, but both wanted me as a “safety net” should they start feeling uncomfortable. Haley is very attractive with big breasts and an even bigger personality. I was told that she just broke up with her boyfriend.
Then we have Ariana and Jewel, who were dating each other and good friends with Haley. Ariana identified herself as mostly a lesbian meaning that she has only been with women, but has been wanting to experiment with men as well. Jewel, however, is a hard-lined lesbian meaning she wanted nothing to do with me.
I arrive with Sadie, my chest pounding. Both of us were pretty nervous since it would be a new experience for all of us. We go up to Haley’s apartment door and knock on it. Haley lets us in where Ariana and Jewel had already arrived. Haley’s apartment is pretty dimly lit with colorful lights strung around being our main light source aside from a very dim lamp. Very soft EDM was playing too just to fill the air. The air was tense with nerves and anxiety.
In order for everyone to calm their nerves a bit, all of us take a shot of tequila. I’m not a drinker normally, but I really needed this to at least calm myself a bit. After we lay out the ground rules of what’s okay and what’s not, we nervously start to engage with one another.
Hilariously, I was sandwiched between two pairs. On my left was Ariana and Jewel practically ripping their clothes off of each other and making out passionately while they whisper horny words to each other. To my left is Sadie and Haley who are giggling from both the awkwardness and alcohol as they peck at each other’s lips.
I did feel Haley’s hand start to rub my thigh. I throw my arm around her shoulders and my free hand starts to rub her thighs. At this point, I wasn’t quite sure what to do considering I was included to be the “safety net” of the situation. But my mind immediately changes when I feel both Sadie and Haley pull me in for a three-way make out session! Our tongues battled with one another, the faint taste of alcohol lingering on our tongues.
My hands felt like they had a mind of their own as they pull up Haley’s shirt and I squeeze her large breasts. Sadie discards her shirt as well, quickly unhooking hers and Haley’s bras while I make out with Haley. Our bodies and breaths were getting scarily hot. For me, I know it’s because of the alcohol. That wave of heat radiating off of me and contributing to the overall hotness of the room.
The next moments are a bit of a blur to me. I remember so much sweating and discarding of clothes, exploring hands just discovering bare skin. Moans progressively got louder and louder. I was kissing Haley at one moment, then Sadie the next, then Ariana. All of us have been intermingled at this point.
While Ariana lied next to me with Jewel eating her out, Sadie and Haley were nursing my really hard cock. I was so horny and so turned on that I swear my cock had grown bigger than it ever has before. Sadie and Haley were licking up and down my cock, sucking my balls and gently stroking me with their soft hands. Their tongues curled and swirled around my cock, the mix of saliva and precum glistening under the colorful lights. I couldn’t help but moan with how good it felt.
Ariana was watching Sadie and Haley sucking my cock and I saw her lick her lips. She scoots toward me and contorts her body to be able to face my cock. Haley had a handle on my cock and she pulls it toward Ariana who gives my leaking cockhead a few licks before sucking it. Her lips were so soft and her mouth was hot.
This was such a blissful moment for me. Three mouths tending to my cock. At this point in my life, I never felt anything like it before. This was something I would watch in porn, not actually experience, so being able to feel it for real was just unreal for me.
My hands were stroking Sadie’s and Ariana’s hair as I continued to moan and groan with so much intense pleasure coursing through my veins. The erotic sight of my cock being shared between three mouths, all of the hot and wet tongues curling around it and the lips that it slides through, all of it was incredibly hot.
Soon enough, I returned the favor.
Everyone got repositions. I was kneeling right before Haley’s wet pussy. Next to her was Sadie spreading her legs as well and Ariana. Jewel and I knelt and proceeded to eat the spread of pussy in front of us. I started with Haley, I suck her clit, my tongue swirling around it. I run my tongue around her labia, gently nipping at her skin as I tease my finger at her entrance. She moans softly as she turns her head to kiss Sadie.
I then switch to Sadie, giving her a similar treatment to Haley. Her clit was hard and she was so wet. I cup my mouth around her clit and flick it with my tongue, my fingers teasingly stretching out her pussy. Sadie’s hand grips my hair tightly as I continue to eat her out, her moans and grip matching with how much pleasure she was feeling.
Surprisingly, Ariana really wanted me to eat her out also even though Jewel has been on her this whole time. By this time, my mouth and throat were pretty tired from switching between Haley and Sadie. But with a nod of approval from Jewel, I scooted over to Ariana and started going to town on her as well. Ariana was the most vocal out of everyone which only spurred me on and I think that also made everyone else more comfortable with being vocal.
I really learned how important it is to be hydrated when you’re having sex because despite how much wetness was going around, my mouth was getting dry. As much as I was enjoying being able to eat out three ladies, I really needed to down at least two bottles of water with how much saliva I was producing and sweat I was dripping.
After a quick water break, things escalated to the next level. Haley and Sadie push me to sit on the couch. When I do, Haley straddles across my stomach with her back facing me and Sadie straddles my lap facing Haley. The moan I let out when I felt their wet pussies grind up and down against my shaft. My cock was sandwiched between their pussies, their movements were amazingly synchronized. My hands were on Haley’s hips, but I slapped her ass a couple times just out of pure excitement, which I think made it even more enjoyable for her. As they grind my dick, they continued to moan and kiss each other.
On the floor, I was able to see Jewel and Ariana sharing a double-sided dildo with each other, their bodies would wriggle and writhe as they both moan. The whole room of moans drowns out the music that was playing and everyone was in. The heat from all of the friction and hot breaths was getting overwhelming in the best way possible.
I’m able to feel Sadie’s legs shake and shudder and in retrospect, I know in that moment she came. My legs even felt like they got even wetter and it’s not from all of the sweat that has been dripping off of everyone.
Suddenly, I feel Haley’s pussy stretch around my swollen cockhead and she slowly slides down my shaft. The pulse of pleasure that I felt feeling her hot pussy wrapping around me was incredible. I wasn’t expecting to really penetrate anyone, yet here I am with my cock being ridden on by Haley, and bare also! She moans as she gradually lowers herself more and more, letting out exasperated sighs as she inches closer to the base of my cock.
Haley rides my cock, I even thrust upward as much as I possibly can just because it feels so good. Sadie climbs off of my lap, falling next to me just so we could start making out. Haley’s whole body shudders and she tightens around my cock which gets me really close to cumming. Haley cums on my cock and slowly slides off, leaving my cock just at the very brink of cumming.
Haley crashes onto the free spot next to me, her breaths are heaving and panting. I throw my arms around both Sadie and Haley, fully just in the moment of hedonistic joy. I’m someone who is so used to needing to be aware, thinking, and always cognizant at any moment so being able to let loose and just feel pleasure was a treat for me.
Everyone repositions again. Haley, Sadie, and Ariana lie on their backs on the floor, legs spread. Jewel put on a strap-on that she had brought and very quickly gets to fucking Ariana. After sliding a condom down my shaft and lubing it up, I slap my cock against Sadie’s wet pussy to tease her a bit. Sadie practically screamed at me to just put it in her which made me laugh out of instinct. I slide in my cock and feel Sadie’s warm pussy tightly gripping around me already.
Haley, Sadie, and Ariana turn their heads to kiss each other, though their moans break through their wet lips. My vigorous thrusts go deeper and deeper into Sadie, making her moan just a bit louder each time. Haley reaches her hands up to massage the breasts of the ladies lying next to her. So much of the air and energy is so hot and erotic. Just moments of bliss.
Sadie’s pussy tightens around me and her body starts to convulse as she hits another orgasm. She moans and gasps for air like the air has been taken out of her lungs. Her whole body arches a bit before she settles back down and relaxes.
With Sadie satisfied, I pull my cock out of her, switch out my condom with another. Before I moved over to thrust into Haley, Ariana insisted that she wanted to know what a real cock felt like inside her. Jewel nods to me to affirm and I position myself with Ariana instead while Jewel thrusts into Haley.
I trace the tip of my cock around Ariana’s pussy then I slide my cock in. Ariana lets out a sharp exhale when the head of my cock slides into her. Her whole body writhes around. When I asked if she was okay, she said she is just not used to feeling something like my cock inside her. I push into her very slowly so she can get used to my cock. She lets out a long moan when I bury my cock deeper and deeper.
Once I start bucking my hips, Ariana’s body wriggles around more and her head thrashes around a bit. I wasn’t sure if she hated it or enjoyed it to be honest. So I was going to pull all the way out until I felt her legs wrap around by waist to pull me back in. With that confirmation, I slid back into her and thrust quicker. Ariana was screaming in pleasure, her voice completely overtaking the subtle moans I was hearing from Haley and Sadie.
After thrusting some more, I was able to feel myself reaching my climax especially with how tight Ariana is clenching around my cock. Ariana arches her back and her tightness gets even tighter and I nearly cum.
I pull out of Ariana, almost ready to cum if I touch it at all. After settling down a bit and changing condoms again, I position myself with Haley to thrust into her. With Jewel thrusting into her just moments before, Haley was able to take my cock again without too much resistance
Bucking my hips and holding Haley’s legs over my shoulders, we go into another fit of moans and pleasure. Jewel is beside me thrusting away into Ariana, Sadie is fingering herself as she kisses and watches my fuck Haley. I can’t forget the beautiful visual of Haley’s large breasts bouncing with each and every thrust I push into her. Her bright red face and moaning mouth is incredibly erotic to me.
Haley is able to squeeze her pussy so tight on me that I roar out that I was going to cum. Instead of telling me to stop and pull out, Haley instead tells me to keep going until I cum. With a shock of nervousness, but pleasure overriding most rational thought, I keep thrusting until I can feel the cum building inside my cock.
When I cum, I swear I was going to make it burst open with just how much I was shooting. I typically shoot pretty big loads, but with the whole edging session I was doing by fucking and stopping myself from cumming, I swear I was about to rip a hole in that condom. I slowly pull my cock out, and can see my white hot cum pooled at the end of the condom.
Since Haley didn’t cum, I wanted to have her feel good also. I slide my finger into her and start fingering her hot, wet pussy and try pressing against her pleasurable spot. I thrust my fingers in and out of her while also flicking her clit with my tongue. Haley cums soon after I do this and lets out a loud satisfied moan.
All of us are a mess of sweat and euphoria. The air of pleasure is still present as we all are entering the cooldown period. The rest of the night was filled with stray kisses and touches, but predominantly a large cuddle pile is what we really needed to calm down for the rest of the night.