Al[M]ost did my [F] bestie

Hey! So I was on a trip with my bestie (and friends) going through a breakup and me being in a relationship

We were and are pretty close, and we would spend a lot of time together

I was young like 19-20 then, and my first relationship started just around my 18th, and I loved her

My bestie was going through some serious stuff and we among with other friends had a very fun chat. Around 3am everyone got to bed, She got some cold and I was holding her while she was trying to stop crying and sleep. I could see her bra, and I asked her that you wear that to sleep? She smirked and said yes, I asked doesn’t it hurt, pretty sure it’s pretty tight and she just giggled saying sometimes it’s okay

I got up without any sexual touching tho, flicked her bra strap tho and went to sleep. Next night same thing happened only this time I was now sleeping on the ground besides her bed, and I got veryyy horny

First time anal [MF]

So this is a small story of how I had anal the first time with my girl

We got high and we’re dancing around, we never had vaginal sex (still haven’t) and didn’t plan to but we were wondering about anal and since neither of us had done it, we just fantasised it and knew it won’t be happening soon

We made out on the sofa, nothing but underwear on, making out, hands going all over each other, giving each other hickies. I couldn’t hold more and just went down on her, my knees on the ground, her legs on my shoulder and her moans louder than ever. She has no control on her moans when she is high

She came on my mouth, I stood up, fucked her face and did the same to her, and then made out with her again

Went to bed in the middle of the day to just rest, and that’s when it happened. We were spooning and were totally naked. We had discussed anal requires lot of lives and relaxed asshole etc etc but no experience and at this point, very high