In my early 20s I finally landed my first girlfriend via online dating. She was quite petite, 5foot3 and very fit. We hit it off fairly quickly, and within a week had gotten into hand stuff. When she first pulled out my cock she tried not to make me feel weird about myself but there was a slight gasp and a look of shock on her face. We both made each other cum with our hands.

A bit after that, we moved to oral. A while after she told me how nervous she was to give me head the first time as she knew she couldn’t do it without gagging. Despite her inexperience sucking a larger cock, it still made me cum fast. Soon, we attempted to move to the next level. After some foreplay, i put on a condom and she applied some lube; even with lube, I tried to enter her in missionary and simply couldn’t! Being my first time, I was nervous and thought I was doing it wrong or something. The stress made me go soft and we sadly didn’t get to do much else that time.

After a couple weeks, we tried again, and she said she would be fine for me to try without a condom, as she was on the pill. I was very happy with this as the act of putting on a condom felt very awkward for me, especially as the regular Durex ones were a very tight fit and were quite the effort to put on. After a date where we had a few drinks and were both horny, we got into it. During the foreplay she was very into it and came a few times. As I still kinda insisted on the condom, I then managed to put it on again and was all lubed up. This time she straddled me but my cock could still not manage to fit. I then decided to put a lot of lube on her as well and that seemed to do the trick.

Finally entering her tight pussy felt amazing. She slowly worked herself down on me as much as she could, and then started to ride me. It was an incredible feeling to finally lose my virginity and have my sexy girlfriend ride me. She had great perky tits and a tight stomach that looked so sexy. I began to pull my own weight and thrust up into her which caused her to moan a lot. I wrapped my arms around her and pulled her towards me while pounding her from below. After not very long. i felt her pussy squeeze my cock and my cock got pushed out as she came. Due to general nerves and lack of comfort with the condom, I also began to soften a bit around this time.

As she was fine with the lack of condom, I took it off and then she lubed up my bare cock which felt amazing as per usual. After the fucking we had been doing she was wet enough for me to slip my big cock back inside her. I resumed my upward thrusting and was glad for the nerves as it had held off what I thought would be a quick orgasm, with it being my first time. We continued with this cowgirl position until she came again and once again squeezing my cock out of her.

After this I decided to move to missionary. Once I got into the rhythm of this position it was amazing. The view of her sexy petite body beneath me, moaning and touching her beautiful tits and hard nipples. The view of my thick, veiny uncut cock spreading open her tight pussy was incredible. I pounded her for what felt like ages and she came again and again. After a while I just felt exhausted and pulled out and softening, despite not even cumming and we laid next to each other cuddling. This was when she said to me between breaths “that was the best sex I’ve ever had” and that filled me with pride.

That night I told her that that was my first time and the look of shock on her face was hilarious. She said she had never finished just from vaginal sex like that ever, let alone that many times, and she just assumed I was a seasoned pro which made me laugh a lot. The size of my cock allowing me to hit her Gspot constantly without trying, along with my nerves allowing me to last so long, gave her the best sex she had ever had!

Note: this was my first time writing anything like this so feedback would be helpful, and id be happy to answer any questions ppl have, in comments or dms!