If you’ve read my other stories (found in my profile), you’ll know that me and Britney had dated a number of years before we had an affair together while I was dating my current wide. This is a story of our first time together.
Me and Britney first met shortly after we gaf both graduated from high school on some website called MySpace. We went to different high schools, but in the same area. We went on a couple dates and by early fall, we were officially a couple. Britney was my first everything. First date, first kiss, first girlfriend, first everything.
After we became official, it didn’t take long for our relationship to turn sexual. We spent many a day in one of our beds, exploring each other’s bodies. Outside of flashing her last boyfriend, and making out with him, I was Britneys first too. The first moan she let out the first time I sucked on her nipples…her first orgasm from somebody’s fingers that weren’t her known.
I had fingered her a few days in a row when she finally decided it was my turn for some action. She pulled down my shorts while we were making out and, for the first time in my life, I had a girls hand wrapped around my cock. After pumping it a few times, I told her she could use her mouth as well. She told me no that day but continues to give me a hand job until I came. The very next day, same thing. But this time…she went down on me. Bless my wonderful stamina or I probably would have blown as soon as her lips touched my tip. She warned me not to cum in her mouth and I had sure to give her plenty of warning before she finished me off with another hand job.
Every chance we got, we were naked with each other, but careful not to go all the way. Until one day in January when I told her how hard it was not to just push her down and fuck her. She took a few days to think it over and she decided that she was ready for that next move as well. Her mom didn’t work, she didn’t want to do it at her dad’s house, and my mom was out of work as well. We finally found a day where my mom would be gone and we would have enough time to do it. But, alas, my mom’s plans changed, and we had to cancel ours
Luckily, the next day, her mom was leaving for a bit! I got there shortly after her mom left and we made our way up to her bedroom. Britney had stolen was condoms from her brother and had them sitting next to her bed. This was it. We started out with the usual…making out and stripping our clothes off.
A little about us at the time…I was a skinny boy, only weighing about 135, but did have some muscle on me. Short, brown hair, and wore glasses. Britney was around 5 foot nothing, a little heavy but still light enough that I could pick her up, a nice ass, pretty face, and good size boobs. She fancied herself a cowgirl. Oh, and she hated to wear underwear. I have a few fun, short stories regarding that.
After we stripped each other naked, I quickly had my fingers in her wet pussy, as my other hand played with one nipple and my mouth and tongue sucked and licked her other nipple. She had her first orgasm, moaning my name as she did.
Normally, we had a rule that if one of us had their pants off, the other had to keep their pants on. That rule was gone today and as I continued to finger her, she reached down and started to stroke my cock. When I whispered in her ear that I couldn’t wait to be inside her, she came again.
Over the few months that we had been together, we had figured out that the best position for Britney to give me a blowjob was for me to be standing and her sitting. As she worked her magic, bobbing her head up and down my shaft, I asked for probably the hundredth time if I could finish in her mouth. And she said no, again. Thank God her next serious boyfriend finally convinced her to swallow because it made her already amazing blowjobs that much better. Knowing I was getting close, I stopped her and asked if she was ready.
I laid down on the bed as she reached over and grabbed the condom. She opened it up, slide it down me, and then climbed on top of me, one leg on each side. She sat down on me, her pussy lips resting on my covered penis. Britney started to slowly rub herself on me, telling me how good it felt. I commented back, saying that it would feel better actually being inside me. After giving me a loving kiss, she lifted herself off me enough to grab my penis, pointing it towards her opening. When she had the tip in, she let go, and slowly lowered herself all the way down. As she did, the moan that came out of her mouth, I will never forget and can only be described as pure bliss. As she got used to this new feeling, she leaned down to give me another kiss, this one more lust filled, our tongues swirling together, as she started to slowly rock her hips back and forth.
Breaking the kiss, Britney leaned back, a smile on her face, and she started to slowly lift herself up, then slide back down. With her hands on my chest, she picked up her pace, until I could feel my orgasm start to build. I told her I wanted on top and she jumped off, laying down next to me. With her legs open for me, I guided myself into her, and, like most virgin boys do, quickly started jackhammering into her. After a few minutes to fucking her as hard as I could, my orgasm hit and I filled the condom inside her.
Rolling off her, we shared a kiss, before pulling off the condom and hiding it in the trash can. As we finished getting dressed, her mom called to ask us come help her inside. Finished just in time.
Source: reddit.com/r/gonewildstories/comments/ts81is/my_first_time_mf
“Some website called MySpace”
..am I really that old now?