I [M] watched my future wife [F] get fucked raw by her former boss [M] from a summer internship

My girlfriend is the best. I plan to propose to her soon. She is an adorable little Asian-American grad student, 24, a tight 5’3” 115 lb package that doesn’t necessarily turn heads, but more is the girl you bring home to mom and dad. She also is a closet slut, and has slept with some of my friends while I watched (see my previous posts).

We were discussing new dick she might want to try, and she mentioned an old boss from an internship she had in college. She said she flirted with him a lot, but he was married at the time, and it would have been super inappropriate. But they are FB friends, she noticed he had recently gone through a divorce, and she had never slept with a man older than 30, so…we figured he might be a fun new diversion for a night. He is approximately 43.

We set it up for him to come over one Saturday night, and made it clear I would be there too. But, she was also very flirty in the text messages, and ended up telling him she would wear a pencil skirt and white blouse from her internship days but this time without a bra or panties. So he knew something was up.

He came over on Saturday night, and we had a drink and chatted for a bit, before my girl decided she was ready to go. So she asked him “if he really believed” that she went through with her no panties promise. He kinda just chuckled and she was like “well I guess I have to show you” and pulled her skirt up, up, up…to reveal her shaved pussy lips. He was just like “fuuuuuck” and to cut the uncertainty, I was like “well why don’t you go ahead and check out what you were dreaming about that summer.”

So he took her to the couch, got down on his knees, and started exploring her puss with his fingers, then tongue. This lasted for maybe five minutes, and her losing each piece of clothing, before she just declared “bedroom.” So all three of us headed that way.

We got to the bedroom, and they went to the bed, while I sat in a chair we had set up specifically for watching. She had his cock out quickly, and in her mouth. Again, it didn’t last long before she said “ok I need you to fuck me.” He was sort of hesitant and looked over at me, and I just said “she is all yours.” Then she told him “no condom needed.” And they were off to the races.

Now I have to say, with the friends she slept with before, she was very much in charge…controlling pace, positions…she likes to be the one calling the shots. I was also really involved the times before, as she would usually stare at me in the eyes and mouth “I love you” while riding one of my friends. I even directed a bit before, asking her to do certain positions or face me so I could get a better view.

That was NOT the case this time. She was waaaaay into fucking this guy, and he was taking control. While he was fucking her in her back, he stuck his fingers in her mouth, and she was sucking them and moaning….not something I knew she would be into. Then he started talking dirty, leaning into the role play, telling her he needed to punish her for her inappropriate outfit at the office, stuff like that. It was like I wasn’t even there.

Then he flipped her over and started just RAILING her from behind. She started moaning “oh daddy, fuck me harder…ohhhhhh dadddy.!” Again, not something I had ever heard from her before. Then she had a cascading orgasm, the likes of which I had never seen before. And she came with my other friends, but not like this. She was just screaming, head buried in a pillow as he continued to pound her through her orgasm.

He continued (he lasted a surprisingly long time), running through numerous positions as my girlfriend got more and more sweaty and crazed looking. She didn’t glance over at me once, and the way she was sex talking with him, it was definitely not for my benefit. She orgasmed again while riding him, then he flipped her on her stomach, pinning her under him as he slammed into her, her ass cheeks vibrating as this man almost twice her age got deeper and deeper inside her. Then all of a sudden, he pulled out, spread her ass cheek to the side, and unloaded onto her virgin asshole.

I stood up to get a better angle. She didn’t move, breathing heavily on her stomach as he took his finger and pushed some of his cum inside her ass. An ass I had never breached, even with one finger. She moaned in approval.

In a polite manner, I told him his services were done and he could take off. My sweaty, destroyed girlfriend stood up to say goodbye and gave him a long naked hug. He tried to kiss her, but she turned her head…how loyal of her! He got dressed, walked out to the living room, picked up his phone, and asked if he could have a picture of her before she left. That question is like catnip to my girl…she sat down on the couch, legs spread, pussy still spread wide from her pounding, and let him take a couple pics, huge grin on her plainly visible face.

Aftermath: To be perfectly honest (in admittedly none-GWStories fashion), this one rattled me. My girlfriend and I are 100% honest with each other on sex sharing issues to keep our relationship strong, and she admitted after her boss left that it was probably the best orgasm she ever had, and that if it weren’t for me, she would probably be at his house the next day for more dick. Clearly, this was an intense and meaningful experience for her. But we might have flown too close to the sun.

So it’s not going to happen with the old boss again…she texted him that night to convey just that message. But goddamn…it was pretty damn amazing to see my princess live out a fantasy like that.

Source: reddit.com/r/gonewildstories/comments/kxb2m6/i_m_watched_my_future_wife_f_get_fucked_raw_by