The First time I (now F44) made a guy cum

When I as 15 years old I walked past my friends brothers bedroom. I didn’t think anyone was home and was there to pick up a school book i left behind. He was lying on his bed masturbating. I had never seen a guy do that before. I watched through the crack in the door. When he came i actually thot he started peeing! I was very naive (grew up in a strict Christian home and was not allowed to attend sex Ed 🙄), but i loved everything about what i saw. The way he twitched. The sounds he made. His abs contracting. How relaxed He looked lying on his bed after. I thought about it all the time and would masturbate as i fantasized about it – not completely understanding what i saw – i just knew i loved it.

Fast forward 2 years. I had been kicked out of my house by a shitty step dad. I was basically homeless but my boyfriend at the time let me sleep on an airmatress in his living room. He was 19. We made out lots, he was way more experienced than me and i always stopped him shortly after he would put his hand in my shirt, despite loving it – I just felt guilty but secretly loved it when he would squeeze my tits.

Then one night we were ready for bed. I was in just his tshirt and panties. I didn’t have a bra on and we started making out. He was only wearing his boxer shorts. As we kissed we laid back on my airmatress. He was pressed against me as he slowly slid his Hand up my shirt. It was the first time he had touched me without a bra on. He ticked around my nipple and gave me a gentle squeeze before pulling his hand back out. It was electric! It felt incredible. I could feel his dick getting hard as he laid against me. Fuck, i didn’t want it to stop. I had masturbate before and there was nothing I wanted more than to have an orgasm. I didn’t know it was something to share with someone else, but the next time he slid his hand up my shirt i let him touch my tits for a while and then i grabbed his hand and guided it down to my pussy. He slid his hands into my panties and fingered me for a minute. I was dying!! He looked me in the eye and said “can i lick your pussy?” I just nodded and laid my head back. He slid my panties off and started licking me.

I was in another world! Never did i imagine something could feel so intense. So intimate. I didn’t last that long, I grabbed his hair and pushed his face harder into my pussy as i came. I couldn’t help it but i let out a yell!!!

When i finished he gently licked and kissed me down there while the last few twitches of pleasure flowed through me.

When he came back up i realized he had taken his pants off at some point. He was so hard. I was staring. He knew it. I didn’t know what to say. It was beautiful. Images’ of my friends brother were racing through my mind. I wanted to see him cum! Lucky for me he asked “do you want to touch me?” I but my lip and nodded. Of course i did!

He laid on my airmatress after putting some lotion in my hand. He guided me for a few seconds, showing me how to slide my hand up and down his throbbing cock. Oh my god i was mesmerized. I remember feeling like i was hypnotized by it. Stroking him up and down. Watching his face. Listening to his changes in his breath. After a few minutes he whispered “stop”. I thought I did something wrong! He laid there for a second with a pained look on his face and groaning. I thot i hurt him!! Then he suddenly yells “GO!!” I didn’t realize it at the time but he was struggling to hold back his cum!! I started stroking him as fast and furiously as i could! When he came it shot yo to his chin the first time, then his chest a couple times and finally a few drops into his belly button.

I will never forget the feeling of his throbbing dick in my hand and the way it pulsed and throbbed as he came. The look on his face. His body twitching. Ahhhh. It was heaven.

Thousands of hand jobs later and that’s still the one i remember most vividly.

Source: reddit.com/r/Erotica/comments/12d0idz/the_first_time_i_now_f44_made_a_guy_cum