My friend Jeff and I were on holiday together. The opportunity had arisen for a quick week in the Canaries staying at a guest house.
Jeff was very keen on getting off with a girl, every night he was frisky. At first I thought it was bravado, but I started to realise that, very soon, interesting situations would arise when he brought a girl home. We shared a room and I just wondered how my oversexed friend was going to play this out.
The second night he got talking to a girl. We sat drinking until the early hours, they kissing and cuddling and groping. Jeff seemed to have an impressive bulge in his trousers. When she went to the toilet he announced very matter-of-factly that he was in fact going to shag her, and was it OK to go upstairs and use the room. I felt frustrated, I was so tired, but I said yes. I waited downstairs as they went up, laughing, slammed the door and turned the light on, and then off. I looked up at the balcony and heard nothing. They came down two and a half hours later - she looking dishevelled, Jeff looking mightily refreshed. She wandered off home and Jeff and I went up for sleep.
We got talking to two girls at a club on the 4th night. There was a really naughty one and a rather sweet, but not so pretty one. I sensed that I could not compete with Jeff, so I let him basically choose who talked to who. I had dreaded this situation - I really didn't want a fling with a girl. I have always felt inadequate about the size of my equipment and my policy had always been to get to know the girl well first, to give her a chance to walk away. On this occasion I was being asked to quickly jump into bed and show off my virility - I didn't fancy it.
We went back to the room. Jeff talked to the guest house owner and arranged to use another room that adjoined house through louvered doors. Privacy of a sort I suppose. I took a deep breath and got about trying to turn my girl on. It didn't feel like it was going to well - I mean she was lovely and dark skinned, but I sort of knew my manhood was going to be tested very soon. One thing went to another and we shagged, missionary position, in the sweltering midnight heat. I slipped out a few times and as my confidence sapped I started slipping out all the time until I my dick went from hard to semi-hard, at which point the condom fell off. "Aye Dios" she exclaimed, possibly concerned about the lack of protection, and possibly out of amazement that a condom can just fall off like that. My dick is about 4 inches and I really should get smaller condoms. I knew I had to compensate for my failure so I lowered my mouth to her pussy and licked for all I was worth. She loved it and I was able to go deeper with my tongue than my dick had ever been, and as I did, she started to shudder, her legs wrapped around me. She raised her legs, thrusting her pussy hard into my face and I didn't flinch as I performed to my very best. I licked here everywhere down there, I still recall the lovely taste so well. Finally we rolled over to sleep, the cool night air brushing my face, the salty taste of her on my lips.