Some basic context before we get into it: I (Sub25TF) am in an open relationship with my amazing girlfriend (Domme44TF). We've been together for about 9-10 months and sadly, we've not been able to really have sex yet because I've had some medical issues. It was bad enough for me to need surgery back in April and I've only recently finished the healing process. She's been a part of a broader group of friends (all varying ages between late 30's and early 40's) who are also in open relationships for a while now, and I've been spending allot of time with them, but have never really been able to participate. Now that that's out of the way...

My girlfriend's friend (39M) had his birthday this weekend, and as a birthday present we figured she could offer me up (she's my domme and I have a thing for being "given away" like property), since he was pretty obviously into me, and I let her know that I was really attracted to him. He's 100% my type when it comes to guys, taller, older, tattoos, he kind of has that grungy hippie style. 8.5/10 as far as guys go. He's also the only one of her friends to really try and get physically intimate with me so far. He'll come up behind me and hold me, let me sit on his lap and cuddle, grab onto parts that would make most people blush, always goes for really tight hugs and will damn near make out with me when he says hi/goodbye. This is really common for her friend group, since they've all been physically intimate with each other in the past, but he's specifically the only one who's done so with me.

So we're all there for his birthday party, and it's getting pretty late. The main group is really all that's there which is me and my gf, birthday boy and his gf (Late 30sish F), and the other couple. The other couple decides to leave, and BdB gf look pretty tired, so we figure we'll save it for another time and just head out. Hugs/Kisses/Make outs goodbye, and we walk out the door. Birthday boy quickly follows me and my gf out and starts to get a bit more physical with me and we start to make out again, swapping between me and my gf. He'd been passing out gold star stickers all night and I asked if I got one since I'd been a very good girl all night. His response was to ask me where I wanted it, and I told him "anywhere he wanted." Eventually sticking it on my crotch and rubbing it in place. Eventually he asks us if we'd be down to fool around since it's his birthday and we follow him into his bedroom. (his gf was really tired and was gonna sit out, but told us to take care of him).

Once we got in I let him know that it was my first time really being intimate with a guy, and he seemed really shocked, looking at my gf for confirmation. They both started to take off their clothes after we all made out a bit more, playing with each others cocks for a bit before turning to me. My girlfriend grabbed my throat and started to pull me in to kiss her while he went down to unbutton my shorts. She took my tank off and pushed me down onto his couch so she could get on top of me. He stayed down because he really wanted to play with/suck on my cock, and pulled my thong to the side. I generally don't prefer my cock played with/sucked, but it felt so good. Him and my gf both know how to really suck cock I guess, because they're the only two that have been able to make me feel any sort of pleasure down there. She started to stand on the couch and had me suck hers while he was going down on me, and the pleasure from him coupled with trying to take her down my throat was intoxicating. Trying to do a good job for her/getting my head pushed further and further into her crotch (I love deepthroating and skull fucking) while rolling from the waves of ecstasy was almost overwhelming. This died down after a while, and I honestly don't remember what happened next. We all got completely naked pretty soon after this though.

I remember us all standing up and kissing again. Playing with each others cocks and giggling/moaning with ecstasy. There was definitely some teasing/humiliation play there as they both have fairly decent sized cocks (both probably around the 6.5/7 inch mark, with his being slightly longer, but hers being thicker. Mine is maybe around 4-5 inches, and isn't really that thick either). My girlfriend grabbed my hair and started to push me to my knees, after which they both took turns shoving their cocks down my throat. I would try to play with the one that wasn't in my mouth at the time, but I was mostly focused on not gagging. She wound up getting on her knees behind me so she could start pushing my head further down his shaft. Keeping me there, holding me in place by my hair while taunting me and calling me a total fucking slut. He grabbed my chin while he was pulled out and told me not to break eye contact, then took my hair from her and started to pound into my face. She pushed me forward from my back so he could get a good look at my ass, and he bent down to slap it a few times while she played with it.

He quickly joined us on the floor and brought out this toy that could connect to a vibrator. It was basically an open ended stroker and could be used to move back and forth on two cocks. He handed the toy to my gf and pushed us together so that she could use it on both of us. The only real way to get close enough was for her to get on her back while holding the toy, while I crawled on top on all fours and started to kiss her. He got off to just watching us play for a minute, and then I felt him pressing up behind me, playing around with my asshole enough to slip a finger in (we both made sure not to eat much during the day and cleaned out before we got to the party in anticipation of us playing). I told him that I would be really tight since I hadn't been able to play with my ass much (due to the surgery) and told him to go slow for me. He stopped for a second and asked me if I was comfortable enough to let him keep going, or if he should stop. I definitely didn't want him to stop, and told him to keep going, just that it was a newer feeling to me and that I might need him to stop or slow down if there was pain. I bent back down and asked my girlfriend if she was alright with him just playing with me, to which she replied "I want him to fuck you."

He kept on fingering me for a while. It was amazing and I think he got two in, which I had never done. He went slow, and listened to me when I told him to slow down, or to just hold where he was. He was really patient with the whole thing, and really cared about me being comfortable. He kept checking in and asking me if it was still okay, as did my girlfriend a few times. After a while he reached for a condom and cockring out of his nightstand and double checked to make sure I was still okay. I told him I was great, and asked my gf if she was really okay with him being the first person to fuck me, and she said yes and that she was next if he actually got in.

It took him a few seconds of just pushing and playing with my asshole and a decent amount of lube, but eventually he was able to force himself inside. He asked again if I was okay, and when I said yes he slowly started to pull me back onto his cock. It was really slow at first. I had to get used to the sensation of something that big being in my ass, and he took his time stretching me out. I'm moaning and letting out little yelps the entire time, and keeping my hands where I can pull out of I needed to. My girlfriend stood up and watched. She was really excited that I finally had something bigger than a glass plug in my ass, and knelt back down to kiss me again, telling me that she loved me. We spent a while like that still, eventually I did get a bit overwhelmed and told him that I needed a break. He immediately pulled out and asked me how I was feeling. I told him that I was good, and that I just needed a few minutes, and let him know that my gf was really wanting to get fucked too. She spent a few minutes riding him on top while he lied down, I got to watch on my knees for a while and make out with both of them. Both of them said they needed water, and she ordered me to go get some for all of us. By the time I had come back down his girlfriend (we'll call her Z to make it simpler) had decided she wasn't tired and wanted to get in on the fun. We each took turns kissing him and my gf (now M) while they fucked.

He stood up and went to the bathroom for a bit while the three of us made out. Eventually Z wanted to get fucked so M walked her to the couch and bent her over. They started going at it pretty hard, and it was really hot to see M get really worked up and see just how hard she could fuck, since apparently Z likes it really hard. He came back in from the bathroom and started holding me from behind while we watched. We walked over to the other side of the couch and he sat on his back so he could kiss Z while she got railed, and I went to check on M to see if she needed anything. She told me that she was great, and checked in with me too.

I really wanted to see if I could get fucked deeper, so I climbed on top of him and started to kiss him again. He told me to go grab another condom and the lube and I brought them over for him, helping him lube up his cock and my hole. I got back on top of him, and begged him to take me again, which really lit a fire under him because he was able to push in immediately. Again, it was a slow process, and he took his time sliding me onto his cock/pushing into me. I kept reaching back to see how far he had gotten in, and I was surprised that I had taken most of it. I could barely hold onto a coherent thought after we went on for some time. I was moaning and yelping allot. Something about the pleasure combined with the pressure/discomfort made me barely able to function. I wasn't able to hold onto him, I had to brace on the wall to keep me from falling over as he fucked into me. I remember him moaning my name/nickname, calling me a good girl, holding my wrists so I could stay upright. M was still on the couch beside us fucking Z, and told me later on that she was incredibly turned on watching me get fucked.

It was incredibly hot in the moment to think about. This guy, on the bottom, fucking into me on top, while his girlfriend was also on the bottom, right next to him getting her shit rocked by my gf who was at eye level with me, but just far back enough to watch me get taken. We went on like this for a while, and I did a final reach around to feel him, the base of his cock meeting my ass, completely inside me. I looked down to manage a smile at him, and he grabbed my asscheeks, pulling them apart to go even further inside, which took me off guard, and I let out a really big moan/yelp. He started to go allot faster, pushing into me harder and harder until I just couldn't take it anymore and I had to pull him out. He grabbed me after I did to just hold me for a minute and make sure I was okay. I couldn't really talk at that point, but I nodded my head. I was so exhausted from the combination of it being really late, not eating allot, being social for 4 hours, the excitement over my first group session, being fucked for the first time that words couldn't really come out.

Not long after M pulled out of Z, and we all started to get cleaned up/find our clothes. I was feeling a bit insecure since no one actually finished and everyone reassured me that it was completely fine, especially considering that it was my first time. I normally don't finish because I'm generally just happy to get my partner off, and I have trouble feeling sensation down there, I know that M generally takes a while so that was also fairly normal, but I didn't know what was normal for this couple.

After a bit of talking about the evening and the experience, and a few more hugs/kisses goodbye we made our way out the door. I asked my partner one more time if it was really okay that no one finished and she once again reassured me that it was and mentioned that if either one of them needed to that they had each other to help them finish the job. She asked me how I felt about the whole thing, and wanted to know how much I enjoyed it. I told her that I was a little sad that she wasn't my first, but I knew that we were both okay with it in the moment, and she told me that she loved watching me get fucked. She was really excited that I could finally take a full cock, and started talking about how she wanted to fuck me the next day, and pretty much every night this week. I grabbed her arm to hold onto and fell asleep while she drove us home.

I was pretty nonverbal the rest of the night. She asked me if I had the strength to play anymore and as much as I wanted to, I didn't have the energy. I could barely keep my eyes open from the car to her bedroom, and she helped me take my collar off, get changed into comfy clothes, grabbed my stuffie for me and then let me cuddle her until I very quickly passed out from the exhaustion. I remember us both telling each other how much we loved each other, but nothing really after that.

That's how I had my first time bottoming, first time with a guy, and first time doing group stuff. I really enjoyed it, and both my gf and I have been replaying the whole night in our heads for the last few days. We got kind of busy Sunday since we overslept and had somewhere to be that night so we didn't get to fuck, but last night I made sure I was prepped after she got home from work and she continued to break me in. She says that very soon I'll be able to take it like it's nothing, and that she's going to practically fuck me every night that she can. Which I'm extremely excited for!