Free cuckold community
Sign up now!
Throwaway because my main has identifying info. I’m 22F, my boyfriend is 26M. We’ve been together since I was 20 he was my first everything. I never thought I’d be the “”high sex drive”” type. We were doing it maybe twice a month and I figured that was normal for me.
Two months ago he sat me down after a few drinks at this rooftop bar in Marina Bay. Started talking about this fantasy he had, how he’d been jerking off to cuckold porn for years. I didn’t even know that was a thing. I sat there listening to him explain how hot it would be to watch me with someone else, how he wanted to see me “”properly fucked”” since he thought he couldn’t satisfy me fully.
I was shocked but promised to keep an open mind. A week later he brought it up again, said he wanted to make me a Tinder profile just to see the responses, to “”test the waters.”” I said no at first, but he kept bringing it up, practically begging. Finally I agreed to try it once.
We made a profile with my photos at our apartment in Tampines. Within minutes my phone was blowing up. He sat next to me on the couch watching me scroll through messages from guys saying the filthiest things. “”Look how bad they want you,”” he kept whispering, already hard against my hip. I won’t lie — the attention was intoxicating. All these men thirsting over me, telling me exactly what they’d do to me.
We did this almost every night for two weeks. Just chatting, him getting off to it afterwards. Then one night I matched with this guy let’s call him Raj. 6’3″”, gym owner, Indian-Singaporean, absolutely shredded. I took the lead texting him, got flirty fast, almost forgot my boyfriend was sitting right there breathing heavy.
Raj asked for my number. We moved to WhatsApp. Started texting even when my boyfriend wasn’t around with his permission, of course. Raj was different from the others. Confident, direct, told me exactly how he’d ruin me. Sent me a video one night him stroking himself, and fuck, he was huge. Thick, veiny, way bigger than my boyfriend. I told my bf about it and he went wild, said he could tell I wanted it.
We started FaceTiming. Raj would tell my boyfriend to turn around, then he’d show me everything, make me touch myself while I watched. It escalated fast. Two weeks in, Raj said he wanted to meet. In person. At a hotel.
I started to type “”no”” but my boyfriend grabbed my wrist and whispered, “”Please, baby, say yes. I need to see this.”” And I was so horny from weeks of buildup, so wet already just thinking about it, that I agreed.
We booked a suite at a hotel in Orchard Raj insisted on paying, said he wanted me comfortable. The ride there I was shaking. Almost backed out in the elevator. But when he opened the door and I saw him in person taller than I imagined, shoulders filling the doorway, that confident smile my nerves disappeared.
“”Your boyfriend okay with this?”” he asked, nodding at my man sitting in the corner chair.
“”He wants to watch,”” I said, my voice barely above a whisper.
Raj laughed, that deep rumble, and stepped close. Towered over me. Put one big hand on my jaw and tilted my face up. “”You sure about this, little girl?””
I nodded. He kissed me hard, immediately taking control. His hands were everywhere pulling at my sundress, unclasping my bra, leaving me naked in seconds while he was still fully dressed. Picked me up like I weighed nothing, tossed me on the king bed, spread my legs wide.
“”Look at him,”” Raj ordered, nodding toward my boyfriend. “”Watch his face while I eat this pussy.””
He went down on me with this intensity I’d never experienced big tongue, thick fingers stretching me, making me claw at the sheets. I came within minutes, screaming into a pillow while he laughed against my thigh.
Then he stood up and undressed. When that cock came out fuck. Even bigger in person. Thick, dark, already dripping. He crawled over me, dragged it across my face, told me to open up. I could barely fit the head in my mouth, choking while he held my hair and thrust shallowly.
“”She’s struggling,”” he said to my boyfriend, smirking. “”You ever make her struggle?””
My boyfriend didn’t answer. I was too busy being flipped onto my stomach. Raj poured lube everywhere over my ass, between my thighs, stroking himself until he was slick. Then he pushed in slow, so fucking slow, stretching me until I was gasping into the mattress.
“”Fuck, she’s tight,”” he groaned. “”You been neglecting this pussy, bro?””
He started pounding me, hard and deep, the bed frame hitting the wall. I came twice, three times, lost count. At one point I looked over at my boyfriend he wasn’t jerking off anymore. Just staring at the wall, jaw tight, looking almost… broken. I felt a flash of guilt but then Raj grabbed my chin and made me look at him, made me kiss him while he destroyed me from behind, and I forgot everything else.
He finished inside me we’d agreed on condoms but in the moment he ripped it off and I didn’t stop him. Felt him pulse, hot and thick, filling me up while he bit my shoulder hard enough to leave marks.
I passed out afterwards. Woke up at 6am, alone in the bed. My boyfriend was on the couch, Raj was gone. Found a text from him: “”Your girl is incredible. When can I have her again?””
I showed it to my boyfriend while we ate the breakfast Raj had ordered for us. He was quiet, then said, “”I don’t know if I can do that again. I thought I’d like it but… seeing you like that with him, seeing you cum that hard… I felt replaceable.””
I reached across the table and took his hand. “”You’re not replaceable. But I want to do it again.””
He looked at me for a long time, then nodded slowly. “”Okay. But next time… you have to look at me while he fucks you. Don’t forget I’m there.””
I agreed. Already texting Raj to set up round two.”
Leave a Reply
You must be logged in to post a comment.