Hey there!
It’s my first time sharing this story and I an quite thrilled to be writing about it.
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This happened sometime ago, so I will try share as many details as possible with you all!
I am 29 years old, male and bwc, and a very good friend of mine is my age as well. She has had this boyfriend for as long as I can remember, a guy I really get along with as well.
This friend of mine, we have known each other for over 10 years now.
I have always wondered what would be like to fuck as I love her personality and her looks, but I had never had the chance before.
We talk about everything, including our sex lives so I knew she was keen on exploring things outside the relationship as well or with a third party. I told her she should go for it, have a chat and see how he would react to the idea. This happened over the span of a few months, wasn’t an overnight thing.
I remember that at one point she mentioned she liked the idea of cuckholding and making him see her with another man but she wasn’t sure how he would react etc.
Fast forward a few months we went to this dinner party of another friend we have in common and she and I were talking and she said they had been looking for someone to join them.
I got really happy for her but she was a bit too serious and then she said “but we would like to be someone we both know and feel comfortable with”.
She knows I am quite open and willing to try things out so I figured she was referring to me…
I said “you want me to be a part of it?” And she said “if you’re open to it” and I said “absolutely”.
We left the dinner party, didn’t discuss this until the next day when she asked me if i wanted to come over.
I went, drove to her place which is about 25 minutes from where I live and there she was, a bit shy but happy at the same time.
It was such a turn on, seeing her like that and excited for what could happen.
We met, the boyfriend was there as well and we discussed what this would look like.
She said she wanted to fuck while he watches, caged, and maybe he could join as well later on.
I said it’s fine for me as I want to make this enjoyable for you both, and we opened a bottle of wine and continued chatting.
He then asked me a few questions, like if i had ever been with a man, how open would i be to the idea, etc.
I said I had never tried but could try it out depending on how we all felt.
Maybe an hour or so later, we went to their bedroom and he sat on a chair.
I sat on the bed and she went to the bathroom. I asked him how he wanted this to go as well and he said that for the last hour he was thinking he would like to be humiliated as well and bossed around. He said he’s Bi (which i didnt know before and as he has a small penis, he’d like to see and feel what a “real penis is like”.
I gave it some thought and nodded in approval basically although i didnt know what to expect.
Then my friend called me into the bathroom and I went in. She said she wanted to make him beg and suffer a bit and maybe if i felt comfortable, I could lead on the level of interaction he would have with us. I said i was ok with that idea. When I was about to exit, she grabbed me and kissed me and made me touch her ass and body. A few moments later she started going down and started to undress and suck me. I was already hard as you can imagine and she said “oh my god i wasn’t expecting this” and laughed.
I was laughing as well because I knew she was amazed at her view and how nice it was.
She gave me a sloppy blowjob, very slow and she tried to go deeper and deeper but kept choking on it.
We finally exited and the boyfriend was still dressed but he figured we had been playing a bit.
She told him to get undressed and then told him that I would be telling what would happen alongside her ideas as well.
She decided to cage him, and asked him to lick her feet while she kept blowing me.
I asked her how rough she wanted and she said “fuck me like it’s the last fuck you’ll ever have” and shit that was music to my ears. I whispered “your safeword is Orange in case you want me to stop” and then I proceeded to push my dick in her throat so hard she almost threw up.
Her spit was on the floor and the bed already and I loved to see and feel it. I have a thing for spitting, always had and hers was just magical.
Then she asked her boyfriend to sit down on the chair and asked me if I would be ok with him sucking me. I said “only if he does it better than you” and we all laughed.
To be honest I had never thought about it before but she wanted him to explore this sissy side.
So I got up, and he started playing with it. I remembered he wanted to be humiliated as well so I shoved my dick in his mouth and saw him struggling.
I called him names, piece of shit, weak, filthy while I was throating him. The blowjob itself wasnt the best but having the power and seeing how much both of them were enjoying was amazing.
While this was happening, I was fingering my friend as well agains the wall.
After a bit, she stopped it and took me in her mouth again while he was just watching.
I then took her to the bed and started pounding her, doggystyle. I pulled her hair and slapped her ass so hard I left a mark about 1 or 2 minutes in. Like a red one.
He was really happy as well and she kept moaning and moaning and even screamed at times.
Then, I placed a finger in her ass and kept fucking her for a bit more.
After a while, I took it out and went back to him, spit on him and asked him to kneel in front of her.
I wanted him to lick her ass while i pounded her pussy standing up.
He did obey to that, and I felt like he wanted to be fucked as well so I asked her if she had some sort of strapon or dildo or something so that we could fuck his little ass.
She said she only had a small vibrator and nothing else, so I said it would have to work.
He laid down and put his legs up and then she inserted it inside while still caged.
After a big she uncaged him and while i kept pounding her she kept fucking his ass and jerking him.
I told her i’d spit on him while she’s doing it so i spit on her hands so that she could jerk and his chest and face as well.
I knew I wasn’t gonna last much longer so I asked her where she wanted me to cum and she said in her mouth so that he could swallow it.
I took her mouth again and pounded deep and deep in her throat, she gagged and choked on it again, had to stop a few times as she was about to throw up.
Finally, I came inside her mouth, it was so warm and so much that it actually drooled down her chest and to the floor.
She ordered him to clean it up and then she spit the rest in his mouth and asked him to swallow.
He didn’t cum this time, she edged him hard and you could see he was suffering a bit but made it very exciting.
We then went back down, chatted about it and discussed a few more ideas for round 2, which I should post shortly.
Tell me what you thought, this was all very new and exciting to me at the time????