Firstly, I wanted to thank everyone for the messages and telling me how much they enjoy the posts so far. From here on, I guess Ryan stopped “borrowing my fleshlight” lmao so I’m going to change the title on the next post to Ryan and I or Ryan and me, something along those lines.

“Let me fuck you.” R: “I don’t know if I’m ready” “we can go slow. You keep doing what you’re doing and I’ll keep doing what I’m doing.” I lean forward and keep licking and tonguing his hole. I then slowly start circling his hole with my finger and slowly start sliding it in. I hear Ryan moan softly.

I start to push in more and I found his prostate. I slowly start circling it and rubbing it. R: “ohhh fuck this feels good” I slowly pull my finger out and kept shoving my tongue in his hole. Once he was nice and wet and could take my finger easier, I put two fingers in. I kept doing this working him up to at least four.

Once I felt he was ready, I lifted him off of me and onto his back so he’s laying down. I lift his legs up onto my shoulder. I grab the lube on my desk next to the bed and lather up my dick and put some on his hole.

“Are you ready?” R: “I guess, please go slow” I press my tip against his hole and slowly push it in. R: “fuckkk stop, just wait a second.” I kept the tip in, “are you okay? Want me to continue?” R: “yeah just give me a second”.

I waited until he nodded his head. I grabbed more lube and poured it onto my shaft. I slowly started pushing again then stopped. I waited for a bit then pushed in some more. We continued this until I was fully inside him.

I leaned forward and kissed him. “You’re taking this like a champ” I slowly start pulling out then slowly push back in. R: “ahhhhh fuckkkk” “You okay?” R: “yeah, can’t believe I’m getting fucked.” “You’re so fucking hot” R: “What? 🥺” (closest this to his facial expression) I slowly push back in. His hole is becoming easier to move in and out of. I start to pump into him faster.

R: “ohhhh fuck, this feeeellllssssss so goooood” “yeah, you like taking my dick don’t you? I told you that you’d like it” I pull out and roll him over to his stomach. I lean back forward and enter him. I start to pump hard and faster as I kiss his back up to his neck.

“I’m gonna cum” R: “yeah, fucking cum in me, I want your load” I start to thrust faster until I start unloading into him. “Wanna try something else?” R: “what?” “Stay here.” I slowly pull out and grab my plug. I slowly start to put It in his hole. R: “oh fuckk” I roll him back over on his back and lower myself onto his dick.

He grabs my waste and starts to thrust into me. R: “fuck yeah, take my dick you slut” I start moaning as he’s fucking me. “Oh here it comes, oh fuckkkk” I stay sitting on him and lean down to kiss him.

I get off of him and grab my other plug and stick it in me. R: “hahaha” “what?” R: “that was fucking hot”