Because this story involves not one but three women (all of whom know each other), and is very detailed, to protect their anonymity I am going to use initials instead of first names.
This journey starts off in late 1995, a friend who came from the same hometown as me set me up with her younger sister who I will call “K.” K was still in high school but 18. K had very pretty, cat-like eyes and large breasts. During winter break back in our hometown, we went to a movie and back to her (and my friend/her sister’s) house. We go into K’s room, shut the door, and talk on her bed for a while. Finally, I make a move. It is well-received. We mainly kiss but eventually K’s top and bra come off and I am treated to feeling and sucking some awesome, pendulous 18 y o breasts.
I am really into K. She visits my friend/her sister at our college a month or two later. I make time to visit with her but am crestfallen to learn that she is dating someone her own age in high school. No big deal – we behave like adults, awkwardness is avoided, and we remain friends.
The following year K visits again with her friend “J.” J and I hit it off – due in no small part to K speaking highly of me. It just wasn’t the best timing for K and I, but she had no problem with J hooking up with me. Before they left, J and I kissed. J and I kept in touch and since J was from my hometown too on another break from school, J and I went out. It took several dates to move past goodnight kisses but eventually I went ate J out in her room at her house. J had small breasts, trimmed yet still ample bush, and a pretty face. J went down on me too, but I could not cum. May have been because her mother was in the house. Over the next year, we hooked up two more times while both home on breaks from our respective colleges. J’s breasts miraculously grew into large conical treasures since the first time we hooked up. Apparently, this was a result of J now being on birth control though, regrettably, we never had intercourse. Both of these subsequent times, I went down on J and she then returned the favor with a blow job. This second and third time I did cum and she swallowed all but the last two spurts of jism that I gave her.
When J and I are at our respective schools we communicate a lot by this new thing called ‘aol.’ J tells me the name and handle of a friend of hers who we will call “N.” J says I should get to know N on aol. Interestingly enough this is near Thanksgiving Break 1999. N and I get to know each other on aol.
In one of our chats I asked how far she’d typically go with a guy she’d meet at a bar or frat party that night. N said “kissing, feeling up and if she was particularly frisky she might allow some fingering and give him a hand job.” N asked me and I replied that I don’t usually have sex on the first date but I’d likely do everything up to that point. N replied with the then-nascent term “lol,” and went on to type, “I’m glad you’re being honest.” “What do you mean,” I queried (pretending not to know where she got her information). N replied that a “little birdie” told her that I like to “go down,” and that I was “very thorough.” (Thank you, J!)
Thanksgiving Break arrives. My house is vacant for a few days. During this time I arrange to have N, her friend (not J), and a buddy of mine over. After watching a movie, my buddy and N’s friend go to the guest room, and I give N ‘the tour’ of my house. The tour ends in my bedroom. As soon as I shut the door, N and I are kissing. N has a very pretty face with sandy blond hair, a voluptuous figure. She does not want to take her bra off. N does let me take her pants off, but she’s hesitant to let me finger her because she’s on her period. I can tell N has a tampon in. I say, “We can leave your tampon in and I’ll lick your clitorus.” N wants to keep her underwear on but she let’s me slide them over to lick her clit. N has very close to a shaved pussy, just some very closely shorn dishwater blond hairs above her clit. She has bulbous labia majora with the cutest, tiniest, pink pussy nestled within. I proceed to lick her clit; N enjoys it. Rather than her stated hand job, N returns the favor with a deep throat blow job. She doesn’t have to work too hard; about two minutes into it I announce, “Here it comes …” I thought that, like J, N would attempt to swallow my load, but as soon as I announced, N took me out of her mouth and jerked me off on my abdomen and chest. N got me toilet paper from my bathroom so I could clean up and said, “Sorry, J warned me about that; I didn’t think I could swallow all of it.” I told her I had absolutely no problem with it, and then I told her that her vagina would look beautiful with her natural blonde hair and that she should grow it out. N laughed and said she would since shaving was so uncomfortable for her.
I kept in touch with N over aol. She told me that she hooked up with a guy at her college, but she only gave him a hand job under the covers when they were watching a movie and that “he wasn’t as big as you.” I didn’t mind one way or the other – we weren’t exclusive and though I did not tell her I too had hooked up with another gal since N’s and my coupling. I asked if she was still growing out her bush. She said, “yes.” I said, “And I’ll bet that hair didn’t stand in the way of this guy fingering you.” Another “lol,” and “Nope. I wish it did. He tried to put too many fingers in at once.” Here’s where I sealed my next hook up: “Oh no,” I typed, “You have a very cute but tight vagina. Even if you weren’t on your period when we hooked up I still would have only put one finger inside of you.” “Aww, such a gentleman,” she replied, “Maybe over winter break you’ll get the chance to try … ”
Winter Break arrives. N and I see an awful, boring movie together. I’m playing with her newly grown in bush the whole time. No fingering because, alas, it’s that time of the month again for N. N is fondling my penis inside my pants. Here and there I move her hand because I feel like she’s going to make me cum. I tell her this which elicits a grin and eyebrow raise. We hold off until we can get back to my once again vacant home. Once again, N, does not remove her bra. She does let me take her panties off. There’s that familiar string but this time there are ample dishwater blond hairs above the clitorus and down the sides. Not too long because she’s only been growing it out for a month or so, but beautiful. I lick her clit again. Afterwards she gives me the same awesome deep throating blowjob. I announce, “I’m gonna shoot.” N giggles, again, removes my penis from her mouth, jerks me off and this time I outdo even last time’s watershow. “Yepp,” I could never swallow all of that,” N says.
There were certainly many other women throughout those four years of college, but I always thought it was remarkable that three women with whom I was sexual were from one fix-up from a platonic college friend.
Source: reddit.com/r/gonewildstories/comments/lsjszj/a_friends_fixup_leads_me_to_hook_up_with_three_fs