Part 1 : https://www.reddit.com/r/cuckoldstories2/comments/11uyur6/my_19f_first_threesome_with_my_boyfriend_20m_and/?utm_source=share&utm_medium=web2x&context=3
The next day, I woke up late feeling both excited and nervous about what had happened the night before. Dylan had already left to go home, and Jason was still sleeping next to me. I didn’t know what to say or do, so I just lay there, staring at the ceiling.
Jason eventually woke up, and we didn’t talk about the threesome at all. I assumed he was upset about it, maybe even regretful, so I didn’t want to bring it up and make things worse. I was confused and conflicted about my own feelings. On the one hand, I had enjoyed the experience immensely, but on the other hand, I didn’t want to hurt Jason or jeopardize our relationship.
As the day went on, we went about our usual routine, but there was an awkward tension between us. We didn’t touch or kiss as much as we normally did, and I couldn’t help but feel guilty about it. I knew we needed to talk about what had happened, but I didn’t know how or when to bring it up.
It wasn’t until Tuesday night that we finally talked about what had happened. We were making out on the couch, and I could tell that something was bothering Jason. He pulled away from me and said we needed to talk.
I was nervous, but I knew it was time to address the elephant in the room. Jason admitted that he liked watching me with Dylan and wanted to see me with him again.
My heart raced as he said those words. I couldn’t believe what I was hearing. Was he serious? Did he really want me to have sex with someone else again?
I hesitated for a moment, unsure of what to say. Finally, I asked him why he felt that way. Jason looked down, clearly uncomfortable. He mumbled something about how he had enjoyed watching us together and how it had turned him on. He was beyond embarrassed to admit he wanted me to have sex with Dylan again.
I was surprised at first, but then I felt a sense of relief. It was good to know that Jason wasn’t angry or resentful about what had happened. In fact, he was turned on by it. It gave me a sense of validation, like I wasn’t a bad person for enjoying the experience.
I asked him if he was sure about what he was saying. He nodded, still looking down. I took a deep breath and told him that I was willing to do it again, but only if he was okay with it. I didn’t want to force him into anything he wasn’t comfortable with.
As I looked at Jason’s face, I could see how vulnerable he was feeling. It was clear that this was not an easy thing for him to admit. But at the same time, I felt a deep sense of love and gratitude that he had shared this with me. It showed me that he trusted me and felt safe enough to be vulnerable with me.
Jason told me that he didn’t think Dylan would understand why he liked watching me and him together. He admitted that he didn’t even understand it himself, but there was something about it that turned him on. I could see that he was struggling to articulate his feelings, but I appreciated that he was being honest with me.
I asked Jason nicely what he was worried about. I wanted to understand his concerns and address them as best as I could. I could see that he was still feeling vulnerable and unsure, so I tried to be as gentle as possible.
Jason took a deep breath and looked up at me. He said that he was worried about a few things. He was worried that I would enjoy being with Dylan more than him, or that I would develop feelings for Dylan. He was also worried about how Dylan would react if he found out that Jason enjoyed watching us together.
I reassured Jason that I loved him and that I didn’t see Dylan as a threat. I explained that I was attracted to Dylan’s physical features and his sexual energy, but that didn’t mean I loved him. I also told Jason that I had no intention of developing feelings for Dylan or anyone else.
As for Dylan’s reaction Jason also expressed his worry about how Dylan would judge him for wanting to watch his girlfriend have sex with his best friend. He was afraid that Dylan would think less of him or see him as weak for enjoying it.
I tried to encourage Jason and tell him that he shouldn’t be ashamed of his desires or worry about what Dylan thought of him. But Jason wouldn’t budge. He refused to tell Dylan about it, saying that he didn’t want to risk their friendship or make things awkward between them.
After some discussion, we came up with a plan. The plan was to have Dylan over again and have another threesome, but this time Jason would pretend he couldn’t get hard. That way, it would seem like we were just having a threesome for fun, and Dylan wouldn’t know that Jason was secretly turned on by it.
We invited Dylan over for another night of drinking, and things went pretty much the same as the first time. We started making out and touching each other, and eventually made our way to the bedroom.
As we were fooling around, Jason pretended to have trouble getting hard. Jason acted like he was very angry and wanted us all to stop. He pretended to be upset that he couldn’t get hard and that we were going to have sex without him. But I knew it was all an act. I played along.
I pretended to beg Jason to let me just fuck Dylan because I was already horny and wanted to feel his big cock inside me again. I could see a smile on Dylan’s face as he watched us interact, not knowing that it was all part of our plan. After a few minutes of pretending to argue, Jason stormed out of the room, telling us both to do whatever we wanted. I knew he was just playing his part, but it still felt a little strange to be alone with Dylan.
Dylan wasted no time, though. He pulled me towards him and started kissing me passionately.
I could feel the heat between us as his lips pressed against mine, his tongue exploring my mouth with a hunger that matched my own. I ran my hands over his broad shoulders and down his chest, feeling the hard muscles beneath his skin. His hands were on my ass, squeezing and massaging me as he lifted me up and carried me over to the bed.
We fell onto the sheets together, our bodies entwined as we continued to kiss and touch each other. I could feel his cock growing hard against my thigh, and the thought of having him inside me again made me wet with desire.
Dylan’s hands were all over my body, exploring every inch of my skin. He reached behind my back and unhooked my bra, tossing it aside as he leaned down to suck on my nipples. I moaned with pleasure, arching my back as he alternated between each breast.
His hand moved down between my legs, rubbing me through my panties. I was already so wet, and I could feel myself getting even wetter as he teased me. I wanted him so badly, and I could tell that he was just as eager to have me.
Finally, he pulled my panties off and spread my legs open, his fingers sliding inside me. I gasped with pleasure as he fingered me, his thumb rubbing my clit. He knew exactly how to touch me, and I could feel my body starting to tense up as my orgasm built.
Just as I was about to come, Dylan withdrew his fingers and climbed on top of me. As Dylan climbed on top of me, I could feel the bed shift slightly. I turned my head and saw Jason standing in the doorway, watching us with a mix of arousal and jealousy on his face.
I wanted to tell him that it was all part of our plan, but Dylan’s lips were on mine again, distracting me Dylan’s lips were on mine again, and I lost myself in the sensation. His tongue was exploring every inch of my mouth, and I could feel his hard cock pressing against my thigh.
I wanted him inside me so badly, and I could tell that he wanted the same thing. He pulled away from the kiss and positioned himself between my legs, his hard cock brushing against my wet pussy.
I moaned with pleasure as he entered me, filling me up completely. He started moving slowly at first, his hands on my hips as he moved back and forth. I could feel every inch of him inside me.
As Dylan picked up the pace, I could hear Jason’s breathing getting heavier from the doorway. I glanced over and saw him stroking himself through his pants, watching us with intense arousal.
I was so turned on by the sight of Jason watching, and I could feel my body responding to Dylan’s thrusts. I wrapped my legs around his waist, pulling him deeper inside me. Dylan paused for a moment, pulling out of me and flipping me over onto my hands and knees. I looked back at him over my shoulder, feeling a rush of excitement as he positioned himself behind me.
He pushed back inside me, and I cried out with pleasure as he started thrusting into me from behind. I could feel his hands on my hips, pulling me back towards him with each thrust. I knew that Jason was still watching, and the thought of him seeing me with Dylan like this turned me on even more.
Dylan’s cock felt incredible inside me. He pounded into me from behind. I moaned with pleasure, my body shaking with each thrust. Dylan’s hands were gripping my hips tightly, pulling me towards him with each stroke. I was completely lost in the pleasure of the moment, and I had forgotten all about Jason watching from the doorway. All I could think about was the way Dylan’s cock felt inside me, and the way his hands were exploring every inch of my body. And the occasional slap of his hand against my ass.
As he continued to thrust into me, I could feel my orgasm building once again. It felt so intense, and I knew that I was going to come any second. I cried out with pleasure as my body shook with ecstasy, my pussy clenching tightly around Dylan’s cock as I came. Dylan was clearly enjoying himself, but I knew from last time he had expert control over his orgasm. He kept fucking me with slow, deliberate thrusts, teasing me with his cock.
I was amazed by his stamina, and soon enough, he changed positions again. He pulled out of me and lay down on his back, motioning for me to climb on top of him.
I straddled him, feeling his hard cock pressing against my pussy once again. I lowered myself down onto him. I started riding him, moving my hips back and forth as I bounced up and down on his cock. Dylan’s hands were on my hips, guiding me as I moved. I could feel him getting closer to his own orgasm, but he was still holding back.
I leaned forward, pressing my breasts into his chest As I was riding Dylan, I suddenly noticed him glance over at the doorway. I followed his gaze and saw Jason watching us. Dylan stopped fucking me but he stayed hard and deep inside me. He turned his head towards Jason and spoke to him. “Come over here,” he said, beckoning him with his hand.
Jason hesitated for a moment, but then he slowly walked over towards us. He stood at the edge of the bed, looking down at us with a mix of arousal and uncertainty.
Dylan spoke again. “Come on, man. Join in. It’s not like we haven’t done this before.” Jason hesitated for a moment longer before finally shaking his head. “Nah, man. I’m good. I think I’m just gonna watch and just wait until y’all are done”
Dylan shrugged and turned his attention back to me. I nodded in agreement, feeling a little relieved that Jason wasn’t going to join in. Instead, he moved over to a chair in the corner of the room and sat down, watching us with intense arousal.
Dylan and I started fucking again, our bodies moving together in perfect rhythm. I could feel my orgasm building once more, and I knew that it was going to be even more intense than the last time. As Dylan’s hands started cupping my ass, pulling my butt cheeks apart, his thrusts grew harder and faster. I could feel his cock hitting all the right spots inside me, and it was driving me wild.
My body was starting to tense up with pleasure, and I knew that I was going to come soon . Dylan was so good at reading my body, and he must have sensed that I was getting close to my orgasm.
He reached around with one hand and started rubbing my clit, sending wave after wave of pleasure through me. I cried out loudly, my body shaking as I came hard around his cock. Dylan continued to fuck me, prolonging my orgasm. His thrusts were slow and deliberate, driving me wild with pleasure.
I could feel my body starting to tense up again as another orgasm built inside me. Dylan was still rubbing my clit with one hand, sending shock waves of pleasure through me. I couldn’t believe how good it felt.
He kept fucking me, each thrust sending me closer and closer to the edge. I could feel my body starting to shake again, and I knew that I was going to come once more.
Finally, with a loud cry, I came again, my body shaking with pleasure as I climaxed around his cock. Dylan didn’t stop, though. He kept fucking me hard, driving me wild with his cock.
I was in a state of pure ecstasy, my body shaking with pleasure as Dylan continued to fuck me. I could feel his cock growing even harder inside me, and I knew that he was close to his own orgasm.
Finally, with a loud groan, Dylan came inside me, his hot cum filling me up completely. I collapsed onto him, feeling his arms wrap around me as we both caught our breath.
After a few minutes, Dylan pulled out of me, sending cum draining out of my pussy, and I rolled off of him, feeling completely spent. We were both covered in sweat and cum, but it was worth it. That had been one of the most intense sexual experiences of my life.
Laying on my back I turned my head and saw Jason still sitting in the chair in the corner of the room, watching us. Dylan turned his head towards Jason, a sly grin on his face. “Your turn, man,” he said, motioning towards me.
Jason looked surprised, but also a little excited. He stood up and walked over towards the bed, his cock already hard in his hand. Jason climbed on top of me, his hard cock pressing against my sore cum filled pussy. I could feel the head of his cock pushing against me, but I couldn’t feel him inside me like I had with Dylan.
I realized that Dylan’s huge cock had stretched me out so much that Jason felt almost insignificant in comparison. I was a little disappointed, but I was still turned on. Jason started to fuck me, his cock moving in and out of me with ease. He kept a slow, steady pace. I could tell that he was trying to last longer than the last time, but it wasn’t long before I could feel him getting close to his orgasm. Finally, with a loud groan, Jason came inside me, his hot cum shot inside of me. The thought of both their cum inside me was hot. I wrapped my arms around him, pulling him close as we both caught our breath and we kissed.
After embracing, Jason rolled off of me, and I lay back on the bed, feeling completely spent. Dylan and Jason were both lying beside me, and we were all covered in sweat and cum. I felt incredible.
Source: reddit.com/r/gonewildstories/comments/11w6pn6/my_first_threesome_with_my_boyfriend_and_his_best
Amazing! Thanks for sharing!
Ugh! My new favorite thread