My gf lost her anal virginity to another man [MFM]

Rob (49), my gf Nina (25) and me (27) have been seeing each other very often in the last month or so. You can read about our first meet up [here](https://www.reddit.com/r/gonewildstories/comments/rfkn12/i_shared_my_gf_with_an_older_guy_mfm/) and about another one of our encounters (the hottest one imo) [here](https://www.reddit.com/r/gonewildstories/comments/rql2g7/i_tasted_robs_cum_after_he_fucked_my_gf_mfm/).

I’ve had anal sex with a few of my exes but it has never been something that I 100% wanna do. If it happens, it happens, I’ve never been particularly excited about it. When Nina and I got together a few years ago, she told me she doesn’t do anal and that she’s never tried it. I said it’s ok and that I’m not such a big fan either. After we started experimenting with other people though, some of the guys started to express their interest in fucking her in the ass. At first we turned down these offers, however lately we’ve been thinking that it would be really hot if someone else got to do anal with her before I did.

So after a few days of consideration, we told Rob whom we’ve already grown pretty close with, and he got very excited about the idea. Before we met, she really made an effort to look sexy for us. Her usual black pantyhose, short dress and boots. We met at Rob’s place and right after he let us in, they started making out. This went on for a few minutes until we went to his bedroom. We sat on the bed and she said she wants to loosen up a bit and start by what we usually do and she also specified that we we get to the anal part, she wanted Rob to wear a condom. She wanted to be able to suck his cock afterwards and I guess she was kinda grossed out by the idea of sucking it after it had been in her ass.

So we took her clothes off, I ripped her pantyhose and started pounding her pussy. Rob was running his hands all over her body as she was moaning in pleasure as my cock was stretching her out. Rob and I then switched. Each time I see his cock enter her pussy, I get goose bumps for a few seconds. This is one of the sexiest images I can imagine. A few minutes later she said she’s ready, so Rob pulled out his cock and put a condom on. He then put some lube on her asshole and she lay down on her stomach. He leaned over, kissed her head and asked her “are you sure you’re ready?”. She said yes and he very slowly and gently slid his cock in her ass. He pushed it in just a little and I saw her grabbing the pillow with her hands. It was a new experience for her. Rob knew that and he was very gentle. At first she didn’t make a sound, but then she kind of started to like it and started to moan. I could also see her smile as their movements became less stiff and more natural. They just got into the flow and they were both enjoying themselves.

What I was seeing was extraordinarily hot to me. Rob was doing with Nina something I had never done with her. Something she had never done before with anyone. I was jerking off right next to them and seeing this really turned me on. I felt I was about to cum even though very little time had passed. I pointed my cock towards her face and I blew my load all over it. Rob was also very fast this time since Nina’s ass was really tight and he was ready to cum very soon after that. He pulled out his cock, took of the condom and came on her pantyhosed ass. She then sucked our cummy cocks for a few minutes and then we watched a movie together. We fucked her again after the movie, no anal this time, just taking turns pounding her pussy and then went to bed.

So this happened on January 1st and as of now, I still haven’t done anal with her. Watching her lose her anal virginity to another man and knowing he’s had his cock in all her holes while I haven’t makes me insanely horny. Nina wants me to also do anal with her and it will definitely happen soon. However we have something else planned with her and Rob for tomorrow night and I can’t wait to tell you how it goes.

Source: reddit.com/r/gonewildstories/comments/rvyv3i/my_gf_lost_her_anal_virginity_to_another_man_mfm