Liberty in Lisbon Part 2

Also, I said I was afraid it may hurt. She said it will but I’ll go slowly. I’ll tongue you first and then insert a finger and we will see how you go with that.

After a while I said that I felt OK and she thought I felt relaxed. So said we are going to fuck doggy style that way she can control entry better. So after years of dreaming I was about to be a pole dancer [still get wet now thinking about it!].

Olivia was generous with the lube [very important she said]. Then I felt the head of her cock at my entry. Then she started her fucking slowly in a little out a little, in a little more the out and so on. Then she gave me a full thrust! I gasped. I was not fully erect myself but I was pre-cumming like a fountain! Olivia was no thrusting more. I started to meet her thrusts as I was getting more comfortable. I was thinking many things and yet nothing. I was always afraid it would hurt, but anal sex actually isn’t so much painful as it is uncomfortable. But it was an exciting feeling, not scary at all.

I was rather confident with her fucking me now. I said that I wanted to see her face when she came and I wanted her cum inside me! She turned me over, pulled me towards the edge of the bed, pushed my legs up and started to fuck me again. She entered me like she has been do it all her life! Oddly, she started wanking me and fucking me. I was groaning now from pleasure. What a great experience. It can’t get any better than me losing my juice like this! How wrong was I. I started to cum and of course my anal sphincter muscle contracted and tighten around Olivia’s pole and it was like I gripped her. For a moment she stopped pumping me as I shot my load. No sooner had she started back up again her breath started getting ragged… her thrusting getting more desperate. I could feel her wonderful pole throbbing in my ass and then … the cherry on top of this sexual sundae, the warm feeling of my ass getting filled with her wonderful and beautifully warm cum! And then she fell on me with her magnificent cock softening inside me… just magical! Her cum leaking from me.

There is more to this adventure in Portimao, which I will share with you all next time.