My masterplan to go from hotpast to cuck [cucks perspective]

My gf and I have been exploring my hotpast fetish for a while now. I’ve hinted at cuckolding too, but she is very very against it. Recently, an opportunity has come along and I had to share this story because of how well played it is.

1. Gf told me all about her favourite past fwb, “JC”. He was very well endowed and she loved having sex with him but never wanted a relationship. I got her to tell me some great stories.

2. Months later, i convince her to post a ? bikini pic on her instagram story. JC likes and slides into dms.

3. Gf tells me JC slide into dms, she didn’t respond. I tell her “thats rude, you can at least respond. He probably thought u were single now or something. Nothing wrong with having male friends anyways!”

4. She responded, they had a back and forth, he complimented her and asked if she was single now. She said no. But opened the door;)

5. Few days later, i see a notification she got a snapchat from him! She doesn’t open it. Complains “see… I shouldn’t have even responded to his dm. Now he wants to be friends again”. I tell her “that’s ok!;)”

6. She replies to his snapchat, i guess he made up some excuse to reach out, had to ask a question about her company. Some bs

7. Week goes by, i notice they were chatting again on Snapchat. She says “he won’t stop snapping. I leave him on read but the next day hes back”. I convince her its totally fine for her to chat with him

8. They chat for a week or so. She tells me “he keeps trying to be flirty”. I say “i cant blame him, i would too! You’re so beautiful. Don’t worry its harmless.”

9. We both get very wine drunk at home, i see snap notification from JC. Drunkenly i admit to her i think its a turn on that she’s still “friends” and chatting with an old fwb. She reassures me that its platonic. I say “i wonder what he would say if u just started flirting/sexting with him”. She laughs and says “i dont want to know”

10. Same night we get into an unrelated sexy hotpast conversation, talking about dick pics she’s received and funny moments. I bring up: “i bet you couldn’t get JC to send a dick pic tonight”. She laughs and says “no way you’re actually challenging me to that. You know you’ll lose…” I said “I bet you dinner at charles (her fav fancy restaurant) you can’t get one”.

11. She laughs and asks “well what are the rules of the challenge? What if he wants me to send him pics?” I say: “no rules, do what you gotta do. I know won’t be able to either way”. (I knew she’d get one easily, deep down i was so excited!)

12. She snaps him right away (11:30pm). He responds in 2 min. Im watching tv while they chat back and forth for a couple mins… then i see her run off into the bathroom with a smirk on her face. She comes back out 5 min later laughing…. Shows me her phone… i see a pic of him holding his cock (she wasn’t kidding he was well endowed, must’ve been 9”+).

13. Ask to see what she sent him… 1 pic of her big tits in the bathroom mirror. And a text saying “please show me i need to make sure you haven’t shrunk since i last saw you;)”

14. We both laughed and she joked with me saying “you only made me do this so you could see how big he is for yourself, you perv!;)” i told her how hot it was and everything and we had some fun that night together. I even told her she could send him a few more pics of my choice which she did. I said “you have to at least help him finish now”. She laughed and agreed.

15. Today, he snapchatted her again. Her, now sober, said “fuck we probably shouldn’t have done that, now he keeps asking me to come over”. I asked her to show me his chats (i was really turned on). He said “dw shorty i know u wanna come slurp up this dick like u used to… i wont tell ur bf;)”

16. Gf left him on delivered for a day. Ranted to me about how “we shouldn’t do this, i feel like a cheater and now he’s expecting me to cheat”. She said its one thing to have fun online but now it feels real. I said “its only cheating if its behind my back, i said it was ok to send him nudes for the challenge. I dont care at all its harmless.” That helped calm her down. Then i asked “doesn’t part of u want to hook up with him again? I know you said he was your most fun hookup”. She was a bit shocked i said that but she responded “maybe it would be fun once but i’d never betray you like that!”

17. Next day i told her “if you want to see him once for fun, i’ll give you permission… to be honest i’d find it hot and i want u to have fun!” She said she’d think about it.

18. She keeps saying “shes scared to have sex or go to his place”. I told her “just link up in his car and give him a bj or something! You can just tell him its a sneaky link and you have to be quick so I don’t find out;)” she laughed.

19. That night she tells me… “hey JC is nearby visiting his friend, he asked if i wanna link up quick… i told him maybe for a min in the car. Are u sure you’re still ok with that?” (My heart was pounding i was so excited). I say “ya no problem!”

20. She heads downstairs and i see his car pull into the building parking lot. Watched her get in from the window and they drove off.

21. He drops her off 40min later. Her hair is kinda messed up and she’s so giggly. “I cant believe i just did that”. She said. What happened? “We went to a dark parking lot nearby. Made out for a bit then i sucked his cock. He wanted to fuck but i told him no, also there wasn’t any space in his car”. I was rock hard again, even though i already jerked off while she was gone. I ask “where did he cum?” She said “in my mouth duh”. I kissed her. Best day of my life!