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My wife knew I loved taking a strapon and we had done it many times. It wasn't until years later that I drunkenly admitted to being bi. Her response was "yeah no shit!" Followed by "we can explore that together!" We had had threesomes with other females but never with another male. I wanted to try it but wasn't sure how I'd feel about her having sex with another guy. Not knowing how she'd really feel about seeing me getting fucked, I figured it would be better if we both were fucked by a bi guy. That weekend we were having drinks at a bar and got fairly buzzed. I pulled my phone out and said "fuck it, want to find a guy?" She agreed and we started looking. After about an hour of back and forth messages with various guys we found a match and told him to meet us at our house in an hour. We finished up and headed home where we continued drinking and she put on some sexy lingerie. I was extremely nervous when I heard a knock at the door. I let him in and we all sat on the couch having drinks. Soon we all started touching and kissing and clothes started coming off. She starts sucking me as he goes down on her. After a bit he sits on the couch and she starts sucking him. I decide "fuck it" and join her, not knowing how she would react, and was happy when she didn't flinch. I stop and lay on the couch and she climbs on to me. She rides me and he stands up so she can suck him. Soon he's ready for more, puts on a condom, and lubes his cock and her ass. He slowly enters her and we try to get in a rhythm. After a few minutes we aren't having much luck and we all get up. I suddenly need to use the restroom (think my ass was getting nervous about the possibility of getting used). Now, when we discussed this before, we had mentioned not being sure about her having vaginal sex with him. I go to the bathroom, leaving them there alone. After a bit I hear her moaning and, when I return, he is fucking her pussy, doggystyle. My first reaction was jealousy but was quickly replaced with ecstacy. Watching her getting fucked was beyond hot and I sat down so she could suck me. He says he's having trouble because of the condom and I ask her if she is OK with him taking it off. She nods yes and he ditches it. We continue this for a while until she says she's getting sore and tells him he needs to finish. As much as he tries he can't and she finally looks up at me and says "I'm done. He can do you if he wants to finish." This was music to my ears and I lube myself as she climbs forward. I take her place on all fours and she starts making out with me. Unfortunately I didn't think to tell him to take it slow and, without warning, he rams himself into me. I shriek in pain and jump forward. I was pissed and he didn't have a clue so I told him we were done. He dresses and leaves and I think the night is over. I hadn't noticed that my wife had left the room and she comes walking back in wearing our strapon. She pushes me back on all fours and fucks me vigorously until we both cum. It wasn't everything I had imagined but was definitely hot and we are now planning our next adventure.