**title typo – I pressed post too early. It should read “The guy I was seeing let me fuck his friend”**
If you’ve read any of my older stories, then you’ll remember Devaughan, the 39 year old who creampied my 26 year old pussy.
Things with Devaughan were … interesting. I had never hooked up with someone that much older than me, nor had I let anyone cum inside me like that before. Devaughan brought out this incredibly sexual side of me, possibly because I knew I didnt want to be with him long term. Over the couple months we dated, we would hang out at his place and fuck, and then I’d go home and keep searching for the “right guy” on dating apps.
Anyways, this story is about the time that Devaughan “allowed” me to hook up with his friend Troy. I’ve never told anyone about this for now, because I honestly dont know how I feel about this one.
Occasionally when hanging out at his place, Devaughan’s friend Troy would swing by to pick or drop off weed or alcohol. Sometimes he would hang out with us for a bit and we would chat. At first I was weirded out – sometimes I’d still be dripping cum when Troy came by. In hindsight I realize Devaughan and Troy were hoping for a threesome, but it never happened.
Troy was 40, over 6 foot tall, dark skin and a bald head. He wasnt athletic, but didnt have a total dad bod. Somewhere in between. He wasn’t as good looking as Devaughan, but he had his shit together. Job, car, his own place, and only 1 kid. Really sweet guy.
One weekend I dropped by D’s place, and Troy was already there. I wasnt planning on staying, but they insisted that I hang out. So I did, and we watched some sports game. Devaughan pulled me onto his lap and started making out with me, rubbing my pussy through my jeans. I tried to close my legs and turn away from Troy, but Devaughan reached around and held my leg open with his other hand. I pulled back from his kiss and gave him a confused look. In the moment I thought he was trying to embarrass me. He laughed at me, and turned to his friend.
“Man, if you see her pussy right now, I promise you its soaking wet”, he said. I was floored, and started to feel uncomfortable. Now I thought he was trying to make Troy jealous. When I tell you I was naive, I’m not kidding.
Troy looked kind of embarrassed, he just laughed and took a swig of his beer while eyeing me up and down. Devaughan started rubbing my tits through my shirt and kissing my neck. As he rubbed, he pulled my shirt up further and further, until the hem of my shirt was on top of my chest, and my bra was exposed. I was looking at Troy, watching him relax into the chair as he watched. I was starting to feel less uncomfortable, and more turned on.
Devaughan stopped and I turned to look at him. He cleared his throat, and Troy excused himself and went to the bathroom.
“So, my buddy hasn’t gotten laid in a while, and I was telling him about how great you were…”
“What the fuck? Are you trying to pimp me out to your friend?”
“Nah, I’m just saying, in case you want to help him out, it’s not going to be an issue with me.”
I couldn’t believe the words coming out of his mouth. I think he could tell I was uncomfortable, so he dropped it. Troy came back, I stayed for 30 minutes and then left.
But I was thinking about it. I was intrigued. I decided that if the opportunity presented itself again, I would take it.
I didn’t have to wait long. The following weekend, I asked Devaughan if I could stop by, giving him advance warning. When I got there, Troy was just settling in. Game on.
The situation more or less played out exactly like last time. Devaughan pulls me onto his lap, starts making out with me, this time reaching up under my shirt to unhook my bra. I slip it off without removing my tshirt – best party trick in the book. I dont even turn to look at Troy this time, I just focus on making out with Devaughan. I’m straddling him, my pussy gently grinding against his hard dick. I swear I could have fucked him right there, I was so turned on knowing that his friend was just a few feet away.
Then his phone rang. We stopped so Devaughan could get up and check it. From what I could gather, there was some issue and he has to go do something for his brother. Who knows if that was even true. While he was on the phone, I pretended not to see Troy looking at me. I didn’t move when he got up and sat next to me on the couch, not even when he started rubbing his dick through his sweats.
Devaughan came back into the room and mumbled some excuse for why he had to leave. I ask him if he wants us to leave, and he says no, it shouldn’t be long. He went into his room to get changed, and the instant he left the room, Troy reached over to the waistband of my leggings. “May I?” He asked. So sweet. I nodded and he reached down to feel my pussy. He ran his finger along my slit, and then moaned, loudly, when he felt how wet I was. He pulled his hand out, and tasted his finger. *Fuck*.
Devaughan comes back out, and gives us a look. I walk to the door with him, and lean up for a kiss. He just looks at me and says “remember, I’m okay with it”. I say nothing, but I know I’m going to fuck his friend.
I lock the door and return to the living room. Troy’s got no pants on, and he’s stroking his dick. Kind of similar to Devaughans, actually, but a bit more meaty. I pulled off my leggings and panties in one go, but leave my shirt on. “Bend over,” Troy tells me, and I obey. I turn around and bend over, spreading my ass and pussy so he can see just how wet I am. I’m getting turned on by how turned on he is. Even thinking about it now is making me wet.
I move to kneel down to suck his dick, but he shakes his head no. “Come sit on this fat dick babygirl” he said. I almost laughed, it seemed like such an odd thing to say. But I did what he asked.
He leaned back into the couch, and I straddled him, just like I did with Devaughan not even 15 minutes ago. He held his dick up, and I slowly lowered myself down. Out of all the dicks I’ve had inside me, his is one of my favourites. The way he filled me up was absolutely perfect.
I rode Troy for a bit, making sure to take his dick all the way inside my pussy. I rode him slowly, brushing my tits against his face on the way up. He had his eyes closed and was just moaning. I felt like a fucking goddess, using my pussy to make this 40 year old man moan the way he did. He opened his eyes and pulled me down into his lap, making me hold every last inch of his dick inside me. He shifted very slowly, his dick still inside me, so he was lying on top of me, and I was spread out on the couch. He thrust a couple times, and then stopped, and pulled out. “Get in the bedroom babygirl,” he said. I didn’t argue.
I got onto the bed, ass high in the air, back arched. Troy stood behind me and entered my pussy again. This time I was the one moaning as he pounded me. He fucked me like he couldnt get enough, and I came about 30 seconds into it. As I came, I got nasty. “Oh yes, oh fuck me Troy, make me cum all over that big dick. Make this pussy yours Troy, fuck me good.” He didnt last much longer. I heard him grunt, and thrust deep into me. I felt that all too familiar warm rush as Troy came inside me. We had only fucked for about 5 minutes, but my legs were shaking, and when Troy pulled out I immediately started leaking cum. He collapsed next to me on the bed while we caught our breath.
But we’re not done folks. I rolled over to say something, and noticed Troy was hard again. Without a word he pushed me onto my back, and started fucking me again. No moaning this time, just panting, the bed creaking, and the sound of Troy’s cum being simultaneously fucked out of me, and deeper into me. He fucked me like this for maybe another 5 minutes before he came again, this time not as dramatic. When he rolled off of me I played with my clit until I came.
I kind of came to my senses at this point, and decided to head home. Troy asked me to stay until Devaughan got back, but I kind of had enough.
Devaughan followed up with me via text to thank me for “being so good to his boy”. I responded with “change your sheets”. Devaughan and I only saw each other for a few more weeks after that, but Troy and I fucked twice after Devaughan and I fizzled out.
So yeah, that’s it. The story of the time I kind of got pimped out, and the threesome that never was.
Source: reddit.com/r/gonewildstories/comments/iy2boz/fm_the_guy_im_seeing_let_me_fuck_his_friend