Ok, I don’t have much shame admitting that I’m a slut, bordering on nympho. I love sex, it’s my main hobby pretty much. I’ve always enjoyed having guys and girls interested in me, especially when I felt like they were out of my league!
Now, this main hobby of mine is a lot of fun of course, but the biggest problem I have is with relationships and commitment. I’m very fickle, I change my mind ALL the time, I can be riding someone’s cock one night, but be bored of them the next. Needless to say, I lack the willpower and commitment to be in a relationship, I just don’t want to be tied down to one person!
Be that as it may, there have been some guys, and a single girl who has wanted to pursue a relationship with me. Ever since my third relationship I have been flatly saying No. It’s better that way, for everyone involved.
But I didn’t have that wisdom a few years ago, and while I did still warn them about, well, me, they insisted, so I caved. None of them lasted more than 4 months, the longest WAS 4 months. During this time though, he was very… ‘Interested’ in my sex life, we’ll call him Dean.
He loved asking me questions about all the guys I’d been with, asking who the best I was with was, he even jerked off while I told him about being with other guys. I thought it was a bit strange but he seemed to enjoy it so I kept telling him things. He seemed to like it graphic as well, it was all fine to tell him I rode cock, but he wanted to hear how good other guys made me feel, if they made me cum, where they finished, etc.
Well, one night I was telling him another story about this, and he told me he wanted to see it one day. I asked him what he meant and he said he wanted to watch me have sex with another guy. The sex me and Dean were having was getting pretty boring so I was on board with the idea, but I wondered how he’d be with it, and he assured me that he would be ok.
So, we sorted all the boring shit out. When we’d do it, who we’d want it to be, if we both were ok with this, etc etc.
The who it was definitely surprised me, it was Dean’s friend, who we’ll call Kyle. Normally this kind of thing I assumed you’d do with a stranger. Dean insisted it be Kyle, and that Kyle had already told Dean that he found me hot and would, as Dean worded it, ‘love to smash my box’. Flattering. Kyle was a typical fuck boi, blonde hair, blue eyes, relatively well built. If this was an RPG, he’d be the main character and Dean would be… Well, a quest giver I suppose (sorry dean!)
So we started a group chat, talked to him about it. At first he was definitely apprehensive, he thought it was some kind of trap the cutie. But no, we both insisted we were serious, and I even sent him a picture of my boobs to show him how serious I was. After that he accepted, so we talked about when, and set up a date and time.
My boyfriend edged the entire few days we were waiting, and I went without touching myself, so I was definitely cock-starved at this point. Then finally the day arrived, so me and my boyfriend went over to Kyle’s place.
We sat down, had a drink or two, talked for a bit about how we were going to do this, more boring logistics blah blah blah get to the sex.
My boyfriend sat down on a chair near the bed and I got up and sat in Kyle’s lap, and already I could feel a boner in his shorts. I felt cheeky so I grinded on him a bit as he slid his hands underneath my shirt and started fondling my boobs as he kissed my neck. I decided that day I wasn’t going to wear a bra, it made me feel a lot naughtier knowing how easy it was going to be for him to get me naked. He whispered in my ear, ‘No bra, damn that’s fucking hot.’ I loved the acknowledgement.
I leaned back and let him rub his hands on me, I could feel myself getting wet as he touched me. At this point I looked over at my boyfriend who was rubbing his cock inside his shorts, looked like he was enjoying the show, so I decided to let Kyle do a little more!
I took his hands and put them on the hem of my shirt, then he and I pulled my shirt off together, finally exposing my boobs in person. Kyle turned me around so he could get a good look at me, then he told me to strip my shorts off for him. He wanted me to do it nice and slow for him as well, make myself look as sexy as possible. As I slowly slid my shorts off exposing my panties to him, Kyle started making some taunting comments to Dean.
‘Damn, look at your girl strip for another guy, she looks really into it!’
God, I couldn’t help but eep a little bit when he said that, it made me feel really naughty. As I slid my panties off nice and slowly too, I left a little trail of my wetness on my panties. As I finally stripped them off and had them in my hand, Kyle spoke again.
‘Throw them at your cuck boyfriend then come take my jeans off’
I nodded obediently. I threw my panties at my boyfriend and saw the look of shock on his face only briefly before turning my attention back to Kyle. I climbed over to his jeans, unbuttoning and unzipping them. As soon as I stripped them off of him, I saw his massive bulge through his underwear, he was definitely bigger than my boyfriend, and I couldn’t help but quiver at the sight of it a bit.
I rolled the top of his underwear down and sucked the tip of his cock. I could already taste a lot of precum from his cock, I could tell he was excited to have me. Apparently I was being too greedy with his precum, he pulled his cock out of my mouth and said
‘Save some for your face.’
He wiped the tip of his cock on my face and I felt his precum slide over my cheeks and lips, I couldn’t help but rub my face on his cock as well, just the smell of him was turning me wilder and wilder, I was soaking wet. I never thought I would be as into this as I would be, but just the taboo nature of what I was doing made me feel so much dirtier, so much more wild.
Kyle turned me around so I was facing my boyfriend, and my ass was pushed up, which I cheekily shook at him, inviting him inside me. He came up behind me and pushed the tip of his cock inside my pussy so lightly. He really was enjoying this, tormenting my poor boyfriend, he said to me,
‘Look at your boyfriend, I want you two to look at eachother as I enter you’.
Fuck. Dean was rubbing his cock so hard, looking at his naked girlfriend spread out before one of his friends. I couldn’t help but smile to myself, he seemed to be enjoying the show. This was when I took matters into my own hands a little. Dear reader, if you and I EVER end up having sex, don’t tease me, I want action! I leaned back with my hips onto his cock, and pushed my cunt onto his cock, having him suddenly enter me.
I couldn’t help but let out a moan, my boyfriend let out a gasp, and Kyle laughed. Kyle grabbed my ass and started thrusting himself inside me. He really likes his dirty talk, or his teasing in this case I suppose, as he was fucking me I remember him moaning out to my boyfriend,
‘Fuck, your girl wants me so badly she shoved me in all by herself, she must be desperate!’
At this point I started playing along too, I was so relieved to finally have a cock inside me I just didn’t want it to stop! So I moaned out that I was so desperate, and that I was happy to be fucking Kyle. I remember how wet I was at the time, I could feel myself leaking down my own thighs as I got fucked, it was pretty intense, and the waves of pleasure through my body were amazing too! It was definitely one of the better fucks I’d received!
We continued like that for I don’t know how long, I was losing my mind in the pleasure. At some point Dean got up and started walking towards me with his cock in his hands, stroking it and bringing it up to my face. I bit my lip and was ready to start sucking on his cock as his friend fucked me, but at this point Kyle pulled out of me and said,
‘What are you doing? I’m not gonna let you touch my girl, you can watch from the chair!’
Dean looked stunned honestly, and so was I! Kyle turned me around, grabbed my shoulders and pulled me on top of him, the tip of his dick pushing against the entrance of my cunt. Kyle teased me with his cock, and said that I was all his to fuck, and that’s how he wanted me to stay.
I nodded and agreed, I told him that I was ‘all his to fuck, however and whenever he wanted.’ He came up and kissed me deeply, his tongue swirling around with mine so suddenly felt amazing, and even more so when he used his hips to push himself back inside my wet cunt. I couldn’t help but break the kiss and moan out in pleasure as he put his hands on my hips and started fucking pounding me.
At this point I wasn’t even focused on Dean at all anymore, I collapsed and laid down on Kyle’s chest, the rhythm and motion of his cock was building up an orgasm inside me, I could only moan in pleasure, he had me completely in his grasp.
As I felt it get bigger and bigger, I moaned out that I was going to cum, and Kyle made sure Dean knew about it.
‘Hey dude, come watch me make your girlfriend cum, she’s loving it so much!’
That sentence just put me over the edge. I gripped onto Kyle and let the explosion of pleasure take control of my body. It felt amazing having these constant waves of pleasure thoughout my body, I felt it in my breasts, my stomach but especially my cunt. I was just trembling with pleasure, trying to hold onto Kyle, and keep it going for as long as possible. I let out so many screams of pleasure and moaned out Kyle’s name as he fucked me desperately.
After my orgasm finally died down, I was completely drained of energy. I was just limply lying on Kyle’s chest, moaning and panting from pleasure. Kyle whispered in my ear then that it was his turn, which I nodded and told him to do what he wanted to me.
Kyle’s way of making himself cum was slow and more passionate, almost as if we were lovers. He came up and kissed me deeply as he continued pushing his cock slowly, yet deeply inside me. The change in pace and tone was really exciting, it honestly felt like Kyle was trying to steal me away completely, and I didn’t have the energy to resist.
After we made love for a while he gripped my hips and told me he was going to cum, and where I wanted it. My mind snapped to Dean, and I wanted to reward Kyle, so I moaned out as he continued making love to me.
‘Cum inside me Kyle.’
Kyle didn’t need any further encouragement, he moaned out himself after hearing me say that, and said that I was really going to be ‘all his’ after he was finished inside me.
Kyle came so much inside me that I could feel him shoot out his hot cum, I couldn’t help but moan as I felt his cock shoot out his load inside me. He moaned so loudly as he came that I couldn’t help but start getting my energy back, knowing how hard I’d made Kyle cum.
I made sure he was completely finished cumming inside me before I hopped off of his cock rather gleefully. I looked over at Dean who was still watching intently, but his cock was all soft now. I’d noticed he’d cum all over the floor and on himself watching me and Kyle, so I thought I would tease him a little bit more.
I took my hands and spread open my pussy, letting Kyle’s cum seep out of me. I rocked my hips back and forth and moaned out to Dean,
‘Is it hot knowing your friend came inside your girlfriend, while you came all over the floor?’
Dean just nodded and told me that it was amazing to watch me get fucked like that, especially since Dean had never actually made me cum before.
While Kyle was resting up I got changed and had a quick shower, then me and Dean said our goodbyes and left Kyle’s place, and I left with such an afterglow I felt amazing! I knew that I wanted to do that again definitely. Me and Kyle did end up doing it again! Quite a few times, all of which Dean watched.
Source: reddit.com/r/gonewildstories/comments/jy8wi6/my_first_experience_cuckholding
Hot Story.