Ex-gf tries anal for the first time with hung coworker [MF]

**Read First:** If you haven’t already read my other post, I’d suggest glancing at it as the story includes some background on me and Nicole, as well as the first “cuckolding” experience that she did to me. This story will be so much better with the context of the other story. [Other post link.](https://www.reddit.com/r/gonewildstories/comments/oiazfl/how_i_developed_a_cuckold_fetish_with_my_ex_mf/)

Nicole’s birthday was coming up and I wanted to get her something sexual. I thought about lingerie but ended up making the decision to ship her a butt plug from Amazon. You’ve probably seen those gem butt plugs before, that’s what I bought for her in a medium size. When we were together, she never liked having her ass played with and we certainly never got to try anal.

She texted me when she opened the package laughing about the “gag” gift I had sent her. I tried to play it off like it was a joke and she should like it since it was her favorite color (pink). She laughed and said she’d have to pick out matching panties when she wears it.

Later that day, she sent me a Snapchat of her driving that I’ll never forget. Fairly innocent image by most standards except for 2 things. One, the top she was wearing showed a lot of her cleavage and pushed her boobs together (as a reminder, she doesn’t have the biggest boobs – about a 34B). Second, was the caption, which read, “Thank you again for the gift, it’s pretty comfortable 😅”. I must have responded almost instantly with how turned on I was, I asked her if she was wearing it in that last picture. Yes, I know that was a dumb question but I wasn’t really thinking straight at the time. Her response, “about to go have some fun 😏, talk to you later!”.

I was rock hard at this point and couldn’t help but tease myself while replaying the snaps I just received. I knew when she said “fun”, she meant going over to her coworker’s place to have sex while wearing the butt plug I bought her. I sent Nicole a text telling her to call me afterwards. For the next hour, I edged and forced myself not to cum. I knew she would call me after and I didn’t want to ruin my orgasm.

Sure enough, my phone started to ring about an hour later.

Me: Well… was it fun?

N: (clearly out of breath) oh my god, yeah! Sorry, I’m just getting into my car.

Me: What did he think of your surprise?

N: Oh man it went so well. So I put it in before leaving my house and had it in for the entire drive over. It was shockingly more comfortable than I thought it was going to be. He pulled down my undies and got really excited.

Me: Haha I bet anyone would be! Did it make a difference during sex?

N: So much! He’s already pretty big so I felt more full than ever. It was different and a bit overwhelming so I had trouble concentrating while he was fucking me. He told me he wanted to try anal after a bit and I sort of let him… haha.

Me: Fuck I mean it makes sense after you teased him with the plug.

N: Yeah, exactly! To be honest it felt really really weird at first. Basically felt like I was just pooping but in reverse…

Me: So interesting, did you use enough lube? Was it positive overall?

N: Oh well we didn’t need to use lube, I was already wet enough that he simply used that as lube. I think he may have used some spit too but we didn’t really need it. After I got used to his size in me, it started to get more pleasurable. He played with my clit at the same time as he was in me and it really sent me over the edge. Anal orgasms are much stronger. It got to the point where I didn’t have the strength to hold myself up anymore so I just lied down on the bed while he fucked me through my orgasms.

(I was already on edge throughout this entire conversation so hearing how she was cumming from anal really pushed me over the edge too. I tried to keep my voice steady as cum was leaking out.)

Me: I’ve heard that some girls cum really hard from anal so that isn’t too surprising.

N: Oh well I guess I’m one of them haha. Maybe I should have tried anal earlier.

Me: Well, you had the chance when we were together… (post-cum regret at this point)

N: Haha well I never knew it would be so pleasurable and plus, I didn’t have this butt plug back then to convince me!

I don’t remember the details for the rest of the conversation, I think we may have talked about whether she was sore (yes, she was) or what she was planning to do for the rest of the day. Regardless, I spent the rest of the day masturbating to our conversation. Let me know what you think of part 2 of this recount in the comments. I have shared some pics of Nicole with some of you that commented and messaged me.

Source: reddit.com/r/gonewildstories/comments/on0qwr/exgf_tries_anal_for_the_first_time_with_hung