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First time Anal

11/11/2025

I and my fiancé have been together for 13 years. He has asked me multiple times over the years, if we could try anal.

I have always been a bit apprehensive about it, because honestly? I was scared to death it would hurt. Finally, about three months ago I relented and told him we could try, but if it hurt he had to stop.

He took his time with me, made sure I was open and ready (we watched multiple porn videos and did research to learn how to do it safely).

I held my breath just waiting for the pain. I was so sure it was going to hurt, but boy was I WRONG. As soon as he slid in my whole body went warm. It was without doubt, one of the best feelings I have ever had.

He fucked me relentlessly, and we both had an orgasm that topped everything else we had ever experienced. We both agreed that would happen again, and it has been multiple times a week since.

Fast forward to last night.. I have never had the guts to tell him about MY fantasy, until last night. We were cuddling before bed, and he started to caress me in a way that turned me on in an instant.

I kind of just blurted out that I always have wanted to be double penetrated, and fucked into the mattress with both wholes filled. The way his face changed, and his eyes turned almost black with lust in an instant is something ill never forget.

Luckily for me, a while back we purchased an 8 inch dildo... he grabbed the dildo, and slid it into my ass while he fucked my pussy, and I just have to say- WOW.

I have NEVER been this thoroughly fucked in my entire life. We both enjoyed it a lot. He thought it was so hot to watch both the dildo and him slide in and out of me, while I was screaming underneath him.

This is absolutely happening again, and I can’t for the life of me understand WHY we waited for so long, before we acted out both of our fantasies. I mean, I know it was because I was scared, but still 😅 I just know, ill never be scared of trying something new with him ever again.

Poster: Lucy

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