One of my best friends was desperate to try anal, so I suggested that my boyfriend gave her that experience while I watched
MissJuicyTooshie
A roundtable evening drinks outing unearthed deep desires between 5 of us. My youngest friend there was 23, while the oldest was 42. Somewhere in the middle of that, at 29, was Sienna.
Sienna wasn’t as sexually experienced as some. Having had two long term relationships, she felt ‘vanilla’. I wasn’t happy with that. This is my friend who’s here expressing urges to seek out more cock, filthy one nighters, and to embrace her submissive kink.
Sienna wanted more and I wanted to help make it happen. She deserved it.
I figured it’d be sex toy shopping or helping her put together a dating profile.
Instead, her gushing confession of really wanting to try anal, sparked my interest. I couldn’t give it to her, but my boyfriend could.
Near the end of the night, I asked what she was going to do to achieve that. Sienna didn’t have an answer. I had this idea and I decided to not beat around the bush.
“If I had a guy, would you like an introduction? You know, for your goal of anal. Nice cock. He’s the most decent guy I know.” I said, smiling.
She gave me an open eyed, non-serious, “oh, WHO then?”
“I’ll literally let you borrow my man for the night. Serious.” I responded.
I found myself REALLY aroused at the idea of it. So much so, that I wanted Sienna and her cute booty back at mine.
Sienna wanted to sleep on it. The next morning, I woke up to two messages from her, both at 3am, asking if the offer was still on the table. This woman was HORNY.
Anyway, that very next evening, we arranged it. I stuck in a last minute condition.
Could I watch?
I thought that if guys getting cucked can be popular, why shame myself for wanting to watch my man have sex? It’s not for everybody, but I was eager to see if it was for me.
I came to terms with the fact that I was the female equivalent of that. Except, spoiler, I wanted to get off to it.
Sienna arrived. After small talk, I moved things towards a sexual nature. Her long blonde hair was moved to the side, and my man kissed her neck. I was becoming very hot. Like, a little sweaty. Jealous, even. We invited her into our bedroom. I took a seat facing the bed.
Sienna’s booty was bigger than I expected when bent over. We’d seen each other topless before, heard about our sex stories, even kissed the same guy in an evening. One of the reasons I felt so comfortable, was that Sienna had complimented my ass many times. We made each other feel secure and that's friendship.
It was oddly comfortable. They were side on. I was curious about seeing it go in. Sienna had tingly lube rubbed around there.
I wish I’d offered to massage it into her bootyhole.
In the moment, I was glued to the whole thing. I was SO turned on. My hands went down into my pyjama bottoms. As time went on, he was gradually thrusting away, giving her this bucket list anal experience she wanted.
Sienna started to moan heavily, not making eye contact with me. Still side on, I loved how much he enjoyed her petite yet round booty. She was cumming and let everybody know.
And that happened another two times. The last two, with her playing with her clit.
I’d been encouraged by them both to outright play with myself, no fingers down my pyjamas – throw them to floor and cum. I did just that.
The reality of what’d happened dawned on her. She invited me in for a round two, but I let them have their moment. I reassured her that I wanted to do this for her.
After a warm shower together, my boyfriend and I had intense sex afterwards. One of the horniest evenings I’ve ever had, easily, and I’ve had some wild ones.