I didn’t realize it at the time but my cuckold kink would start out in my early college years. In September of my sophomore year I met a beautiful freshman girl named Sarah. She wasn’t a 10 to most guys but she was a 10 to me and I felt she was definitely in my league. I’ve always had a thing for petite girls with smaller breasts and Sarah checked all the boxes for my ideal girl. She had such an innocent and sweet demeanor I almost had a hard time picturing her being sexual… but I did nonetheless! Sarah had no idea but she was also the fuel of most of my masturbation sessions and I blew so many loads to her Facebook and Instagram.
Whenever our mutual group of friends hung out together Sarah and I would spend time together and there was definitely some chemistry between us as we flirted. We were both pretty inexperienced with relationships and sort of shy so neither of us took the steps towards going out as a couple. Our friends would occasionally tease us that “we should get a room” based on the closeness of our friendship and we’d both kind of blush and shrug it off. I desperately wanted to get a room with her but she kept throwing hints that I was “such a good friend” and I’m her “best guy friend.” I didn’t want to ruin a good thing and figured maybe our friendship could take a turn towards the romance and sex that I so desperately desired.
Around November my friend Ashby was hanging out with us for the first time and Sarah spent a good amount of time chatting with him at a party. I was jealous but I’d seen her flirt with plenty of guys before and at this point I had a vibe that Sarah and I were getting closer to moving from friendship to something more. The night ended with us all going our separate ways but the next day Sarah messaged me for Ashby’s phone number so that she could finish their conversation. I was apprehensive but what could I do? If I didn’t share his number it would be a dick move and she’d just be upset with me. So after agonizing about it for a few hours I reluctantly sent over his number.
For the next few days I didn’t think anything of it and had put the whole thing out of my mind. On Friday night our group of friends were all hanging out together and I was looking forward to seeing Sarah. Unfortunately she was absent from our hangout session which was pretty unusual since she looked forward to our game/drinking night. I was disappointed and she didn’t answer any texts but that wasn’t too unusual for her as she was bad about her phone sometimes. I ended up going home and relieving some tension with a jerkoff session to some of her Instagram photos.
The next day was a typical Saturday for me until around mid-day when I get a text from Ashby thanking me for hooking him up and that “he really needed that.” My heart dropped… What did he mean by that? I knew but I wanted to hope he meant something… anything else. He texted again “Hey wanna catch the game later?” I was still frazzled and stomach churning but I replied back “Sure man. See you at 6.”
We meet up and are hanging out on his couch shooting the shit while drinking beer. I’m still curious about what he meant with his text thanking me but don’t want to be a dick about it but after a few drinks I worked up the courage to ask and face the music. “So man what were you thanking me for?”
“Dude that Sarah friend of yours, thanks for sharing my number with her. Wow… what a great fuck man! You gotta get a piece of that some day.”
My stomach turned over hearing those words. Ashby has never held back and was always very candid about his hookups. I tried to play it cool but my head was spinning as I asked him more questions about my crush.
“Damn dude you were with Sarah last night?”
“Yah man… she’s a horny one! She’s been sexting me all week. Peep this…”
He grabbed his phone and opened his text message conversation with her.
I scrolled through the messages, at first things were pretty normal and then the flirting increased as time progressed. The conversation turned sexual and she sent a picture of herself in just a bra and he responded back with a picture of him in just his underwear displaying his substantial bulge.
There was some more flirting and teasing and then another photo of Sarah in her panties with a finger teasing into the elastic.
I looked up at Ashby grinning at me. “Pretty crazy right? I never would have guessed your nerdy friend was such a kinky slut.”
I didn’t know how to respond so I stammered “She’s not that nerdy…”
I looked back down to his phone as I scrolled and saw him telling her how sexy she looks and how he’d love to see more.
I’d always envisioned how I would first see her breasts after a romantic night where we’d expressed our deep feelings for each other but scrolling through my friend’s text messages was not at all how I pictured the unveiling. As I scrolled I saw a cropped photo of her telltale smile and then there they were… her perfect small mounds and pert nipples. Sarah’s nipples were just as I imagined them, perfect little pink circles with just a small nub. I’d spotted their outline on her outfits before as I’d jerked off to her photos but this was a whole new level of material for me.
“I’m not usually a fan of small tits, less room to blow my load and all… but hers are pretty nice and firm.”
I’m sort of speechless at his comment but just nod as I scroll.
“Damn girl! You got me sooo hard looking at those sexy breasts.”
“TY. Show me!”
The next photo was a shot of Ashby’s unbuttoned jeans and his hard penis standing at attention. I didn’t want to linger on it for too long but I could tell he was substantially more endowed than me. He looked to be about 3 inches longer and much thicker than my average’ish penis. Sarah has joked in conversation that “size doesn’t matter” and guys are always obsessed with their penis sizes.
“Wow! No lie you really are hard.” She included a couple of eggplant emojis and a winking smile.
“Oh yeah girl? You like the <eggplant emoji>?”
“Mmm soo sexy to see but I don’t know if it would fit. What do you think?”
My heart dropped again as I scrolled… I could see her cropped smile again and then her fully naked body followed by her spread vagina. It was seriously just as I imagined it, she had beautiful moist and delicate pink folds that her fingers held open for the camera. I couldn’t believe I was finally seeing Sarah’s sweet love box and into her spread hole. She barely had any hair around her glistening sex, just an absolutely perfect freshman pussy.
“Wow baby you look really tight, I’d love to taste you and tease your sweet kitty before sliding in there. You think you can handle that?”
“MMM fuck. I’d like to try.”
Then there was another photo of Sarah fingering her wet hole, from this angle I could see her tight little anus too. I was soooo aroused but almost sick to my stomach knowing she’d eventually have sex with Ashby. As I was looking at this last picture a new text came in… It was Sarah.
“Hey sexy! Thanks for last night. I’m still dripping from you! We need to do that again soon.” Then came a photo of her panties with a very noticeable wet spot in the crotch.
“Yo Ashby you got a new text…” I passed the phone over to him and he grinned.
“Crazy right? I never would have pictured that goody-goody girl being so easy.”
“Me neither…” I was still short on words and trying to hide my erection as I shifted in my pants.
“You… think you could send a few of those photos my way? I won’t say a word… but I’d love to check them out later.”
Ashby paused for a second “I dunno man I really shouldn’t…” followed by a grin. “Yah okay. Just keep them to yourself.”
We finished watching the game, but my mind was someplace else the whole time. I couldn’t help but picture my sweetheart mounted by Ashby’s massive manhood.
When I got home I pulled out my phone with the forwarded photos on it and unbuttoned my pants so I could furiously jerk off to Sarah’s sweet body. I needed release after enduring so much emotional heartache but also being so aroused.
I caught myself crying as I stroked my cock to her pussy photos on my phone and her sweet face on Instagram. I wanted Sarah so much for myself and she’d eagerly given herself to Ashby in under a week.
Just as I was about to ejaculate and orgasm to Sarah’s sweet pussy I get a text from her “Hey thanks for introducing me to Ashby… he’s a nice guy.” Followed by a winking smiley emoji.
I held my penis in shame and released my semen onto my hands, some of it splashing onto the friendship bracelet Sarah had made for me. As spurt after spurt of my sperm released from my churning balls tears dripped down my face at the heartbreak of knowing Ashby’s seed was deep inside my sweet Sarah’s womb.
I didn’t know it at the time… but this moment in college had made me a cuckold.
Source: reddit.com/r/gonewildstories/comments/ehu68p/how_i_went_from_the_friendzone_to_the_cuckzone_in
Don’t obesse over one girl or this Will happen .