Part I
It was about midway through my sophomore year in college. I had started having sex with guys the year before and had a fair amount of experience, but had always been very strict about condoms. At the time I had a boyfriend who I had known since we started college together. We'd been together for about 6 months, and although we weren't officially exclusive, it was somewhat implied. Despite this I still spent time on hookup apps looking for "friends" and occasionally "fun."
One particularly warm summer day I was feeling incredible horny and was being a little more aggressive looking for sex on the apps than usual. I hadn't been fucked by my BF in over a week, and really needed some dick. I had texted him earlier, but he was non-committable about being available.
Eventually I came across a guy named Jared, we exchanged pics and stats. He was 22, 6', 170lbs, and from the pics he sent had a nice 7.5" uncut dick. He had dark somewhat Italian features. After a few messages he mentioned that he also had a friend, Oscar, who he would JO with, and they were wanting to try fucking a guy together. I had done a three-way once with my BF, but never with two tops.
Any part of me which would normally be hesitant was overcome by my libido that day. We talked about his friend and he sent me more pics. His friend was 21, 5'11, 170lbs, and had a 8" dick, also uncut. He looked to be Latin, but we never actually talked about race. After a bit more back and forth, we agreed to meet at Jared's place. It was on the other side of the campus, and would take me about 15 min to walk there. As I was about to leave Jared asked if they could fuck me raw, and I told them I couldn't do that, and would only play safe. I had never been fucked raw before, and certainly wasn't up for it from two guys I'd never met before. I thought that might end the encounter before it happened, but he agreed to use condoms and asked if I would bring them or if they should use his. Being a poor college student I asked if we could use his and that seemed to settle that.
After walking across campus, I arrived at Jared's apartment. Oscar was already there sitting on the couch, and I got the impression from the budge in his pants they may have been watching porn and stroking before I got there. They both greeted me with big smiles. The three of use seemed to stammer around about whether we should sit on the couch together or go straight to the bedroom. Trying to cut the sexual tension, Jared pointed to the bedroom, and we all headed there. I laid down in the middle of the bed, with Jared on my left, straddling my leg, and Oscar doing the same on my right. We started making out.
As I took turns kissing both of them, slowly clothing started to come off. I was lying in my briefs and they took off their pants together and laid back down on either side. For the first time I clearly felt both of their dicks on my thighs through their boxers. I slowly reached down and starting stroking Oscar's dick as I kissed Jared. After a short time though Oscar gentle pushed my hand away, and I realized he was already getting worked up. I switched, and starting stroking Jared. They were both hard as steal, with Jared's dick feeling slightly thicker, and Oscar's slight longer. My head was swimming at the thought they would soon be inside me.
"Fuck you're sexy as hell," moaned Jared as he started to slide his fingers down my leg, inside my briefs, and towards my hole.
I moaned a bit as his fingers first grazed it.
"Damn you're super tight." He looked at me somewhat mischievously. "I'll have to open you up a bit before you're ready to take us."
With that he reach down and slide off my briefs, and gently turned my hips so that I flipped onto my stomach. He pulled me down a bit towards the end of the bed, and Oscar moved from my side to in front of me, with his crotch directly in my face. I felt Jared's mouth go between my butt checks and his tongue found my hole. I had only been rimmed a few times, but never with his level of skill. He started working his tongue into my hole, getting me wet and slowly opening me up.
As this was happening I reach up and starting stroking Oscar again through his underwear, slowly cupping his large balls, and working up his shaft. He quickly pull down the waist of the last of his clothing giving me a full view of his rock hard dick.
"You like it?"
"Fuck yes." I agreed quickly.
I started to suck on his dick, prompting him to lean his head back and moan. His dick had a slight downward curve, which made it very easy for me to swallow it down to his pubes. I deep throated him a bit, but this again seemed to get him a little too excited, and he pulled me up, so he could cool down a bit.
This repeated itself a few times, as I sucked Oscar, and Jared rimmed me. All of Jared's attention to my hole was starting to pay off as I opened up.
"Do you think you're ready for a dick" He asked
"Yea, Definitely." I agree.
With that he moved up and I felt him laid on my back. At this point he still had his boxers still on, and I felt his dick through them pushing between my check. He quickly removed his boxers and I then felt his dick sliding between my checks.
"Ready for it?" He ask again.
"Yea, you have the condoms?" I seemed to disappoint him a bit that I was still insisting on condoms.
"Yea, I have them right here, ready to go."
He reached and I saw him pull out a condom wrapper. I started to turn around and saw him holding the tip with one hand and rolling it down his dick with another. Oscar then turn my head back to his dick and I started sucking him him again, as Jared started lubing up my hold and his dick. Shortly, I felt the head of his dick pushing on my hole, and after meeting some resistant his head slide it. He dick was thicker than I was used to and my head shot up from Oscar's dick, and I tried to relax and take the rest of Jared's.
"Its ok, you can handle it". Jared tried to coax me.
Slowly he lowered himself down, pushing each thick inch of himself into me. I felt his low hanging balls come to rest against my own, as he held his dick still deep inside.
"Fuck you're tight as hell."
"Go slow, ok?"
"As slow as you like, but don't forget about him." He responded and he guided my head back to Oscar's dick.
I started sucking Oscar again, and Jared started taking sort deep thrusts, seeming to test my hole. This continued for a few minutes, and his thrusts became longer, and quicker, until he was nearly pulling out entirely before thrusting back in me deep. He was able to get a few of these deep thrusts in before i felt him thrust in and hold his dick inside me.
"Fuck, you're getting me close already." Ah, to be 22.
"Time to switch up." Oscar seemed ready to get inside me as well.
With that Jared lied back down on my side, and I flipped back over to my back. Oscar got up and took position between my legs, grabbing a condom, and applying it to his dick as Jared had... Holding the tip with one hand. After lubing up he found my hole, and starting to slide in. I took him easier than Jared, who was thicker, and it wasn't long before Oscar was thrusting into me with slow deep strokes. I looked over, and Jared was stroking the head of his dick, with the condom still visible on his shaft.
Oscar leaned down and starting to kiss me as he fucked me, slowing his thrusts as he did so.
"You're pussy is getting me close." He stopped thrusting for a second, holding his dick inside.
"Fuck I'm gonna cum." He immediate started thrusting into me hard, unable to hold back his load. He pushed my legs to my chest and start to deeply thrust into me. After a few more deep thrusts he held his dick deep in my hold, and I felt his dick start to twitch hard inside of me.
"I'm cumming." he moaned into my ear as his head was pushed against my shoulder
Its my first memory of actually feeling a top's dick twitch inside me as he came. It caught me by surprise and I grabbed his ass pulling him in as deeply as I could. I felt a warm sensation deep in my gut as his dick continued to twitch hard against the walls of my hole. I was surprised how long his orgasm last. He must had been really worked up. Slowly he seemed to relax on top of me and I felt his dick start to soften in my hole. I leaned up, and started to slide his dick out of me.
"Fuck the condom broke." He said somewhat sheepishly.
I was shocked to look down and see the condom split down the middle like a banana peal, only the ring at the end still firmly on his dick. He slide a finger inside of me as I realized I had just taken his load.
"You felt so good."
I was trying to process what had just happened. Part of me was scared to have cum from a guy I had just met inside me. At the same time, realizing the warm pressure deep in my hole was his cum made me only hornier.
"Are you ok?" Asked Jared, still stroking his dick at the tip.
It didn't occur to me at the time, that they had planned this, but in retrospect, everything from asking if I would bring my own condoms, to how they put them on and held the tips so I couldn't see the end of the condom seemed to indicate they had planned to stealth me the whole time.
"Yea its cool" was the best I could respond to everything happening.
Oscar dropped back to my side, and removed what remained of his condom. Jared then slide his hand between my thighs, and starting fingering my hole.
"Damn you have his load inside you, that's so fucking hot."
"I've never done that before...."
"You've never taken a load of cum in your pussy??"
"No never...."
"How does it feel?"
I hesitated to respond. Conflicted between my long standing preference for safe sex, and the amazing feeling overcoming me.
Jared slide his finger deep into me.
"Damn, that's a lot of cum."
"Yea, I shot a massive fucking load, it was huge." Oscar chimed in.
"How does it feel?" Jared asked again
"Actually it feels really good." I admitted
This seemed to rev up Jared.
"Yea, you like having his big load deep in your pussy?"
"I fucking love it." I responded without even thinking or quite realizing what I was saying.
"Yea, that's so hot, you're knock up now, you got his babies inside of you."
My head was swimming.
"Can I still fuck you some more?" Jared asked as he continued to stroke his dick.
"Yes." I responded quickly.
With that Jared turned me on my side. Facing Oscar, I started to make out with him again. He was a very hot guy, and the idea I had his cum inside me drove me crazy. Jared started to line his dick up to enter me, I turned around to see him slip off his condom which looked like it had been cut in half right at the tip. He looked me right in the eye as his slide his now bare dick in my wet hole.
"Fuuuck, you feel amazing." He moaned, closing his eyes and starting to thrust in me.
Oscar turned my head back to him and started kissing me again.
Jared's thrust were deep. He gripped my hip with his left hand and reach his right around my chest to hold me in place.
"You like feeling my load in his pussy." Oscar broke our kiss to ask.
"Oh my god, it feels amazing." Jared remarked back.
With that Jared and Oscar started to make out over me. Oscar reach his hand down to finger my hole and Jared's dick as our fuck continued. Jared's thrusts started to speed up, and get harder and harder.
"Fuck I'm getting close." (I could already tell.)
"You want my load too?...."
I did, badly. But hesitated to respond.
"Dude, I'm about to cum, can I shoot in you."
"Please." He started to beg.
"Yea, cum in me."
"Yea, you want my load, my nut in you?" He pressed
"Yes." I admitted.
"Tell me you want my cum."
"I want your cum."
"Yea, you do."
"Fuck I want it so bad, I want that big load deep in me." I barely understood where the word were coming from.
That sent him over the edge, and he thrust deep into me. Oscar reach around and pulled Jared towards him pressing our three bodies tight together. I felt Jared's thick dick start to jump inside me, and his warm cum flooding my hole and mixing with Oscar's cum already in me.
"Fuuuuuuuuuuccckkk...." He practically screamed.
His orgasm continued as his emptied his load into me. Eventually I felt his body relax against my own, and we lied there together, Jared's dick in me, and Oscar against my body in the front.
After I while we started to untangle ourselves. Jared slowly withdrew from inside me, and Oscar started to get dressed.
"That was fucking amazing." Jared said as he also started to get dressed.
Once he had his t shirt and boxers on he jumped back into bed and slowly opened my legs and started fingering my hole.
"Fuck you're not even leaking, so hot you have our loads in you." He reached his finger deep "Fuck that's a lot of cum."
"Yea I can feel it."
"We'll breed you anytime you want man." Oscar smiled and winked.
"Ok, Nice." I stammered.
With that I started to get dressed myself. Before I got up though, i reached down in my underwear and slide a finger up my hole, feeling past the initial tightness, there seemed to be a new compartment filled with viscous cum. My head continued to swim as I play with their loads in my pussy.
"Damn, I think he likes it." Said one of them.
I lifted myself off of the bed and looked around. They led me to the door kissed me and grabbed my ass as I left... I could still feel their loads in me as I walked home.
By the time I got home I was even more horny than when I left. As I walked I was surprise to find my BF sitting on my couch. He would often come by, so I tried not to act to surprised. I worried that he would smell cum, lube, and the other guys' on me.
Part II
"Still need to get fucked?" He asked as I remembered I had texted him earlier.
"Yea, just let me use the bathroom first."
I rushed to the bathroom and started the shower. I scrubbed up and down quickly, grabbed a towel and dried off. I felt clean on the outside, but still knew I had cum from two guys in my hole. I reached around and my hole felt wet and open despite the shower. I knew I should push it out before I let my BF fuck me, but the cum felt so good I didn't want to loose it. My BF had always fucked me with a condom, so I figured he wouldn't notice if there was cum in my hole... At Least I hoped.
I walked out of the bathroom in a towel. He had moved from the couch to my bed and was clearly waiting for me.
"All clean and ready for me now?" He beamed from the bed.
"Yes, definitely." I replied.
I climbed into bed with him and we started making out. He kisses felt familiar and warm, so distinct from what I had done earlier with Oscar and Jared. My towel came off quickly, followed by his pants. He rolled me on my back and we started making out in the missionary position, me completely naked and him in a tee shirt and boxers.
My mind kept jumping between him and what I had done earlier in the day. I tried to focus on him, but the warm tight feeling of cum in my hole kept drawing me back to the earlier fucks. Slowly his cloths came off and he kneeled between my legs his 7" cut dick sticking out hard.
"This is what you've been waiting for all day?"
"Yeah." I worried I didn't express enough enthusiasm. But he seemed satisfied.
We again starting making out, now completely naked, his hard dick against by groin and occasionally rubbing down between my legs almost to my hole.
It was at that moment that I realized I wanted him to fuck me bare too. It was something we hadn't seriously discussed before and I had never really felt the need to have him in me bare. But, my mind kept flashing back those two moments earlier when I felt Oscar and then Jared cumming inside me, and I wanted more.
He reach down to my hole and started to finger me.
"Have you been playing with your hole today?" He asked, somewhat curious.
"Uh yea." I stammered, a brief flash of fear as I realized he could tell my hole felt different today.
"Damn you really have been super horny today."
"Yea, I was watching porn, and playing with it."
Seeming satisfied he returned to fingering me and making out. I reached down and started stoking him. I back up on the bed just enough to give me enough room to pull his dick down between my butt checks and across my hole.
"Damn, you are ready to go! Do you want me to fuck you now?"
Usually we'd make out a bit longer and suck each other before getting to the fucking, but he could tell that today i was moving things along.
"Yes Please." I grinned.
He reached over to the bed stand and pulled out lube and a condoms. Part of me sank knowing that he intended to fuck me with latex covering his dick. I thought about asking if he wanted to try without it, but was also terrified he would feel the loads I already had inside me. This craving for raw dick and cum was so new, I didn't know how to reconcile it with our usual sex.
He slide the condom on and proceeded to lube up my hole and his covered dick. Giving me a mischievous smile as he did so. He slide in my hole with easy and began thrusting, working into his usual rhythm and lowering his lips to meet mine as he fucked me.
"Wow you're really opened up today."
"Yea, I was really playing with it all day, it still feels good, right?"
"Of course, you always feel good." He smiled back.
He worked my hole, alternating his speed and force. I could tell at times he was starting to edge and backing off. All I could think though was how much I wanted him to take off the condom. He must have sensed that something was off and I wasn't as into it as ussual.
"You're enjoying it, right?" He sounded a little worried
"Yea of course. Are you? Can we take a little break though?"
"Yea, sure. I was starting to get close, but its cool."
He slowly pulled his dick out of me. I felt a few drops of cum leak out and down my crack as he did so, but he didn't seem to notice that. His dick was rock hard and his balls were drawn tight against his body. I felt bad because it looks like he really was ready to cum.
He lied next to me, and i reached over and pulled off the condom and slowly started to stroke him.
"Uh, wait, but you still want me to fuck you more, right." He was confused.
"Yea, I just wanted to stroke you a bit first."
"Ok..." He seemed worried he wouldn't get to fuck me more.
"Everything ok?" He continued.
At that point, I wanted his cum so bad, I couldn't hold back.
"Would you want to try fucking me without the condom?" I tried ask as casually as I could.
"Ugh, well I've never done that before... Is that what you want, have you ever done it?"
"No." I replied almost instinctively, not even realizing I was lying. "But I've been thinking about it, and it really sounds hot to me."
Looking back, it seems crazy that we had been together for almost 6 months without talking about barebacking.
"I guess we can try, but I don't think I'll last very long." He hesitate a beat, almost wanting to ask another question.
"That's ok, we can just take it slow." I tried to reassure him.
He climbed back between my legs and on top of me, reaching for the lube to apply a new layer to his now bare dick. I could tell he was nervous this time, i remembered back to the first time we fucked. I put my legs around his waist and pulled him a little closer as he lined up his dick again.
"Ready?"
"Yes."
He slipped the head of his dick into my hole, slowly sliding in deeper. I swear I could feel the moment his dick slipped deep enough to meet the chamber of cum I already was carrying around. He continued in until I felt his balls against my wet crack.
He took a deep breath. "Wow."
"You like it?"
"Yea you feel amazing. I just need a second or I'll cum."
We started to make out again, him holding he bare dick in me deep. After a few minutes he started with some deep short thrusts as he got used to the new feeling of a bare cum filled hole around his dick.
He worked back into a rhythm, unable to get to the same speed and force without pulling back to stop himself from cumming. He was able to control himself well though, and I was absolutely in heaven as he fucked me. He continued to fuck and edge for about another 15 minutes.
"I don't know how much longer, I can hold out before I cum." He was clearly on the edge.
"Ok, just let me know." I kissed him back.
"Um, well, what do you want me to do when I shoot?.." I realized he didn't know how to ask if it was ok to cum in me.
"Just keep fucking me."
He hesitated again. "Ok, so I'll cum inside you?"
"Yea."
He hesitated another moment, and instinctively I squeezed his dick with my hole. This elicited a gasp, and he immediately started thrusting into me deep. His thrusts now were less controlled as he was quickly reaching the point of no return.
"I'm going to cum." He announced
"Yea? Cum in me, shoot that big load."
He started fucking harder. Hammering my hole as hard as he could.
"I'm cumming." He moaned as he made one last strong thrust into me and held his dick deep.
He continued to moan as he started to explode deep inside of me. He dick was spasming hard, and I could feel each jump of his dick flooding me with rope after rope of his warm cum.
He collapsed on top of me, my legs still around his waist and his dick still buried in my now flooded pussy. I felt his dick slowly start to soften, giving it a little squeeze here and there, always prompting another small gasp and deep twitch from him.
Eventually his dick became soft enough that it slide out of me. He returned to laying next to me.
"Did you like it?" I ask
"Yea, it felt great."
He seemed a little out of place and got up to start getting dressed. I walked him to the door, and we kissed goodbye. It took him a little while to get used to fucking me bareback, but we never used a condom again.
