FabSwingers.com forum: First Time Anal Sex

By (user no longer on site) OP
over a year ago

First Time Anal Sex

Kerensa and I had been dating for several months. We had both left sexually unfulfilling marriages and we had enjoyed many new things together.

We had both enjoyed anal play but had never gone as far as having anal sex.

It was New Year’s Eve we had gone to the local pub and had a great night, both getting very tipsy.

We ended back at my place and started the New Year with a bang. Kerensa was straddling me as I came inside her. I was still hard inside her but she said she didn’t want it in her pussy. She wanted it in her arse!

We had tried to do it before but couldn’t quite manage it, but we gave it another go. She reached for some lube and she squeezed a large dollop of it onto her hand. She then began rubbing it on my already wet penis.

I also took some and smeared it around her arse and slipped a finger in her tight little hole. She then straddled me again, this time with the large, bulbous head of my cock pressing against her tight arsehole.

She began putting more and more pressure on it until suddenly I entered her. Wow, it was tight, but she continued to push down. Soon I was in her up to my balls! And she had 7 inches in her.

She began sliding up and down my thick shaft moaning with delight. I could feel her wet pussy rubbing against me and my cum was dribbling out of her onto my belly.

I didn’t want to neglect her pussy so began rubbing her clitoris. My fingers were getting covered in a mixture of her love juices and my cum. Somehow I managed to slide 2 fingers inside her and amazingly I could feel my cock sliding in and out of her arse.

She loved that and soon came on my fingers. I pulled them out of her and began licking and sucking them. I’m the meantime I continue pumping away and eventually shot my load deep inside her. If felt amazing!

I slowly pulled out of her but she wanted more! She was simply not satisfied with a cum shot in each hole so I quickly went away to get cleaned up. When I returned she was lying on the bed teasing her cum filled pussy with a vibrator. I climbed back onto the bed on top of her. She began rubbing the sticky vibrator on my cock getting it nice and hard again.

We shared all our experiences and she wanted to put the vibrator inside me! I nervously said yes. I lay on my back and she quickly lubed me up. The head of the toy was soon buzzing round my arsehole. She gently pushed and it began to slide in! Wow, I’d not experienced that before. Before I knew it I had a 7 inch ‘cock’ inside me - “now you know how it feels” she said!

She straddled me again and grabbing my cock, slipped it back inside her cunt, with the vibrator doing its thing inside my arse. She said that she feel the vibrations through my cock and it wasn’t long before we both came again!

Not that I was keeping a score, but I wanted to even things up and turned my attention back to her wonderful arse.

She lay on her front and I lay on top of her and squeezed my cock back inside her arse. I reached my hand around her and began rubbing her clit. It felt amazing to be inside her, yet not in her pussy! I grabbed another of her toys and slid it inside her pussy. This time I could feel the vibrations. She was loving having both holes filled at the same time and soon orgasmed. With a final deep push, I emptied my second load in her arse which she thanked me for!

I was totally spent. 4 loads of cum, 2 in her cunt and 2 in her arse - not a bad night’s work and great way to start the New Year!