How did your first time doing the deed go?

Mine was actually on holiday overseas, I was either 16 or 17. Got to the hotel with my parents late afternoon, or was kinda empty and I caught a glimpse of two ladies sunbathing topless. Anyway my parents went out to get some supplies and cash travellers checks and I stayed at the hotel, obviously to stare at the two ladies from our hotel balcony. It was really tough to see much, I plucked up the courage to go down and walk around the pool area to see more. Needless to say I got caught by the one who made a snarky comment. I can't even remember what it was but something witty came out my mouth and she chuckled a bit. Anyway eventually later that evening when I was supposed to be out exploring I ended up in her room.

She basically took off her clothes and made me muff her, pushing my face and stuff to the right spot. I was obviously young a and really really horny. She eventually cummed, I must say the taste initially got to me but I was young and horny and just went with it. I was hoping to get a bj afterwards, and she tells me she doesn't suck cock but I can fuck her. Being one of those countries that have tons of working girls there is a bunch of condoms in all the rooms. I grabbed it, barely being able to put it on nicely until she help. At this point or was almost 30minutes of me being rock hard, my underwear was even slightly wet. Any way I trust in, and missed a few times, and couldn't get it in. She eventually got on top and rode me, it was literally a few seconds and just cummed!!! It was so intense, she literally laughed at me. I lasted a lot longer for round 2 and 3 at least

Great story! Would have been awesome if you were able to do her and the other lady together.

My first time doing the deed was through this very site, one year ago and it was with a WG. I was very late to the game as I spent most of my 20s in academic pursuits that I lost track of other things outside of books. Over some drinks, myself and a good friend whom I consider a life mentor, were discussing the women we bedded. I didn't know he was a punter in his younger days. When he realised that my body count was 0 even though I was 28, he referred me to this site and told me to pick, choose, and refuse. Having male buddies is so important.

I scouted this site and found a boere meisie that I fancied, always had a thing for the white girls. I then read through the advice from other punters, took further notes from big brother over some drinks, and made a booking. It took me a good 1 week to mentally prepare myself. Fast forward to the booking itself, everything was going well at first, the advice such as not starting in doggy etc went right out the window and I started in doggy. In the midst of the booking, I am unable to maintain my hard. As soon as the oral stops and the condom needs to come on, my member is going flat. The wG even makes a joke that my member doesn't like condoms. After some muffing, I managed to get fired up again and now running on all cylinders and continued fucking for the rest of the hour. I got a lot of guidance from the WG because I didn't know what the fuck I was doing.
To my and the WG's surprise, I lasted the whole one hour of oral and fucking in different positions even though that was my first time doing the deed. Due to time constraints, I couldn't extend the booking and left without cumming. The WG was very attractive and the service was good, all my OCD quirks about cleanliness were met, yet still something went very wrong.

So yeah, could have been better, could have been worse.