I [f] gave my best friends little brother a birthday present

Some backstory: my very closest friend (let’s call her Sarah) and I have known each other since we were freshmen in high school. She has a brother (let’s call him Jacob) who has had an obvious crush on me for Sarah’s and my entire friendship, but who I know has never had a girlfriend. He’s a really sweet kid, but is just sort of shy and doesn’t have a ton of confidence.

Jacob just turned legal in my state, and a couple days after his birthday, I invited him over to my apartment under the guise of picking up something for to give to Sarah who I said I “couldn’t get a hold of.” When he arrived, I feigned looking for the thing and asked him to help me look for it in the bedroom. We searched around, me taking opportunities to brush up against him and be generally touchy-feely. I turned, draped my arms around his shoulders, pressed my hips against him, and told him the reason I invited him over: to help him out of his shell. Then, after he was clearly turned on (and after asking,) I gave him his first birthday gift: his first blowjob.

It was unexpected for him and thrilling for me, and, after he came, I swallowed and smiled. I then kissed him and told him that I wanted him to try to be less afraid around women, because we’re really nothing to be afraid of, and that his big sister’s friend was rooting him on.
We ended up hanging out for most of the day, me sucking his cock a few times before I finally convinced him to fuck me. It’s probably a good thing he had cum a couple times already, he lasted a lot longer than I expected him to. I took control, riding him nice and slow, changing up my pace so he wouldn’t finish too quickly. It was so hot giving him his first experiences and I can’t wait for more.

Source: reddit.com/r/gonewildstories/comments/ppx396/i_f_gave_my_best_friends_little_brother_a

37 comments

  3. I gave a lot of first blowjobs in college. I was a nice girl who liked sucking cock, and I believe in friends helping friends. Lovely thing you did 💜

  6. So he was a virgin before the encounter? Did you ask him how he liked the feeling of a pussy?

  19. Oh, what a nice friend. What a freaking hot birthday gift for a shy young dude. He will remember you for ever. No matter where his life takes him.

    P.S. My birthday is in two weeks. lol

  20. If girls were all like you, there wouldn’t be any single guy in this world lol ( I’m a shy guy too )

  22. This is what I always dreamed of growing up, that my sister’s friend would “help” me out this way. Such a hot fantasy. Lucky guy

  26. The world needs more of this. More people like you. More friendships like this. You do you, girl!

  28. “Just turned legal in my state” sounds an awful lot like “I’m technically not a pedophile.”

    Before I get downvoted: If he’d turned 18, they would have just said that.

  30. Damn where were you 2 weeks ago on my birthday i would have loved that as a birthday present

  36. Sweet and hot! What a wonderful thing you did and you sound like you had fun doing it too.

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