So I was 18 at the time and discovery who my sexuality I was talking to only one guy at the time Greg (45M) and he have been talking for a year before. So he has been wanting to fuck me for a while so I finally let him and I agree to meet him.
He picks me up since I wasn’t able to drive yet. So there I am sitting in his car driving to his place, I was starting to get really nervous and uncomfortable with everything going on but I was shy and didn’t say anything. Once we got to his place he gave me a drink of water and started talking to me about school and all that and then I saw he started talking about sexual stuff and getting hard.
So long story short we ended up going into his bedroom and he lied down on the bed asking me to sit next to him. He felt I was shy and he grabbed my hand and made me feel his cock which felt a lot bigger than mine then he asked me to get my head closer to his crotch. That’s when I got the shock the shot of my life.
When he took out his cock he was 6.5” in length and as thick as three fingers across when I held onto it I could barely wrap my whole hand around it so I did what anyone would do I started to stroke it up and down and get a good feel for his cock then he grabbed my head and slowly lowered it onto his cock.
As I opened my mouth I got my first taste of his cock and it felt amazing all of the worries of being anxious or nervous disappeared and I was sucking his cock the best I could trying to deepthroat him and when I started to really get into a rhythm he moaned and came in my mouth and I quickly swallowed all three loads of his cum.
He then started to take off my pants and underwear and asked me to go into the doggystyle position (heads down, ass up) where he finger my ass for about a good five minutes every minute adding a finger until 4 of his fingers where in my ass. I was just closing my eyes waiting for it to be all over until I felt the head of his cock starting to enter my ass I was in shock and didn’t move he got the head in and that’s when the pain got severe and I said “ I can’t I’m tapping out I’m sorry” he wasn’t to happy about that cause he said in return “what kind of slut taps out, your going to need to learn your matters. Your lucky I’m kind. Got on your knees and suck my cock slut before I do something I will regret”.
I didn’t know what he would do to me so i sucked him off on my knees this time trying to end it as quickly as possible but towards the end of the blowjob he started to fuck my mouth and really start making me deepthroat him. Which for some reason I was getting really into. But this time he decided to cum on my face luckily it wasn’t as much as the first time.
About an hour after he took me home I got a message from him saying “Hey Slut, how would you like to deepthroat my cock again.” I replied I’m Down for that when”. He replied back “tomorrow 9pm”
If you would like part two let me know. What would you do in shoes. If you got any questions just ask.
Thank You
Source: reddit.com/r/eroticliterature/comments/bzhtd8/18m_my_first_time_blowjob
Nice