My Catfish Turned FWB and I Love to Roleplay

NSFW

This is a follow up to a story I wrote here https://www.reddit.com/r/cdstoriesgonewild/s/RqeeEoEFnf

In the tail end of last summer I (26M) got catfished, and it turned into a surprisingly nice relationship. Ms. Joanna (36) as she likes to be called, invites me over to her place every couple of weeks to hook up. She always makes the effort to look nice for me, and makes sure our time together is worthwhile! We’ve been doing a lot of role playing, and since I’m still relatively new to exploring my bi side, and still not too comfortable with bottoming all of our roleplaying sessions always end up with me being the dom and her being the sub.

On our recent hook up she played the role of a strict authoritarian teacher, while I played the role of a submissive quiet student that she sent to detention. In detention as she lectured me on what I did wrong in class, she takes her cock out and puts in my mouth. I suck her cock, while she grabs my hair and aggressively has me deep throating her cock. Then she turns around, lifts her skirt up and forces me to eat her stunning ass. Ms. Joanna grabs my hair, as I lick around her sweet little pussy hole, and then I stick my tongue inand out. Eating ass is one of my favourite things to do, so I kept this up for a little bit longer for my pleasure, while I was stroking her cock. Ms. Joanna has a nice looking cock too, it was a tad bit on the skinnier side, but it was a long uncut 6inch cock, with a pretty head and the shaft curved slightly to the left.

During this sequence, I took initiative and grabbing Ms. Joanna from the back by her wrists, and bending her over her desk. I lift her skirt up to her waist, spread her ass cheeks and spit on her pussy. I kept her cheeks spread as I gazed upon her pink bleached starfish. I stick my thumb in her ass pussy, and then start fucking her while she’s bent over on her desk. I was going a little too aggressively causing the legs of the desk to hit the floor, which caused her to ask me to slow it down. I comply, and slow it down a tad bit. Ms. Joanna asks me to keep fucking her, and I grab her by her neck and pull her closer toward to me. I spit on her face, and then we start kissing.

While we kiss our cocks touch, and I can feel Ms. Joanna’s hand stroking our cocks, and rubbing the heads together. I feel a slight wetness on my cock as well, and realized Ms. Joanna had just cum on my cock. She looks at me with a smile, her red lipstick smudged on her face. She says “Let me clean it up” and gets on her knees to clean up the mess she made on my cock. Ms. Joanna is such a great cock sucker, that I ended up cumming, which caused her to make a little surprise “oh” after which, I felt her mouth engulf my cock again. With My cock in her warm mouth, I can feel Ms. Joanna’s tongue working its way around the head of my cock, while she played with my balls. After a little bit, Ms. Joanna takes me by the hand over to her bed, and lies down with her legs up. I stick my cock in her pussy, and this time slowly fuck her, I wanted her to feel all of my 8inches inside her.

I knew I was hitting her G Spot by the way her pussy would clench, and gape as I thrusted in and out. I kept this up for 15 minutes more, and led to her cumming on her stomach and chest. I wasn’t done tho, and the noises she made as I slowly thrust my cock in and out of her pussy while I kept stroking her cock was like music to my ears. I pulled Ms. Joanna out of her sexual trance and asked her to go on all fours for me. She did as I asked and I fucked her harder and faster this time, which caused her to lay her head on the floor while her ass was up fully submitting to my cock. I used this opportunity to take my cock out and gape her, I did this a few more times before cumming in her ass. Ms. Joanna loved it when I’d breed her, and loved it even more when I’d push my cum deeper. Which I did, until I was tired and my cock couldn’t get hard anymore.

Ms. Joanna and I walked to the washroom and we made out some more before she went to take a shower. I followed after she was finished, and when I was done, she called to me from the living room. There I saw her facing towards me squatting on her couch. She asked me for a lil favour and to make her cum one more time before I head out, and so I did. I told her to keep squatting as I fingered her pussy, and sucked her pretty cock, apart from her slight moans of pleasure she was pretty quiet. This made the experience even hotter because I could hear the slurping, sucking, and gagging sounds I was making while I sucked her cock and fingered her ass. After a few minutes she said she was cumming and I kept fingering her pussy and swallowed her load. I gave her a wet kiss with cum on my lips and went to go get dressed. On my way out she kissed me again, and said I was a good student.

Now I can’t wait till I have another roleplaying hook up with Ms. Joanna again. As I write this I’d touch myself, picturing what it would be like to breed her hole and swallow her cum again.

Edit: If you saw this story earlier, I had to repost it because I accidentally linked the wrong story that this is the sequel to.

Posted Feb 15, 2026, 3:06 AM UTC

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