Losing My Anal Virginity In High School

Starting at 14 I was kinda a slut. I gave my first bj to the boy next door who was my age. It happened at the river. We were down by the river which was behind our houses and we were swimming. I had a two piece bikini on under my clothes but he unexpectedly decided to swim in his underwear. It was pretty obvious he was hard when getting out of the river. Tighty whities are see through when wet!

We had to be cautious and sneaky so that no one would see so we went into a bush that we hollowed out. I held his tighty whities under his balls and put his dick in my mouth. He came all over my chest in less them a minute. At the time he wasn’t very hairy down there or too big. His dick was still small.

But as time and puberty went on his dick grew bigger. Plus hairier. He never saw me naked at first. He’d see me in a bikini or in my panties. At times I let him put his hand in my panties and he’d feel my hairy pussy.

Then at 15 when we were freshmen he got more and more curious about sex. But we didn’t have a condom. That’s when he mentioned anal. At first I was unsure because I figured that would hurt but he told me his parents do it often to avoid pregnancy. He heard them talking about it a few times and saw his mom buying lube at the store every other week. So I figured why not try it

We were in his bedroom. I stood up to take my shorts and panties off. Just the first sight of him seeing my pussy was thrilling and he almost came from that! He was rock hard as he pulled his shorts and tighty whities off. He was leaking precum like crazy! I asked about lube. He reached under his bed and pulled out a tube of ky jelly. Said he took it from his parents bathroom.

Being virgins we had no clue what we were doing. Bent over his bed he globed some lube on my butthole then pressed his cock head against it. Lots of resistance. And finally the head popped in. Boy did that hurt! I let out a scream! Thankfully his mom didn’t come knocking because she was home! I slowed my breathing down as he sank his whole dick into my butthole. He was saying how amazing it felt to be in me.

He slowly began to hump me. God it felt weird but I knew guys enjoy it so I toughed it out. It only took him two or three minutes before he was cumming in my butt. It honestly was such a big turn on. He slowly pulled out. I stood up to see a big smile on his face plus his dick still hard covered in lube with a slight brown tint! I was kinda embarrassed but he didn’t care.

I put my panties and shorts back on. I go to the bathroom to clean up and he’s washing his dick in the sink. The next t morning my butthole was so sore! I couldn’t believe how so it was! But I honestly liked the idea of anal sex.

So throughout all of high school around 30 different guys fucked me in the butt. Either at their places, in the school locker room, down by the river or in their car. I was a total butt slut!

I didn’t have vaginal sex till I was 19 and in college. Some hot older professor popped my pussy cherry.