This story is an old one (number 8 in my [list](https://www.reddit.com/r/gonewildstories/comments/qbcz2a/an_unattractive_guy_m48_and_his_100_stories/)), from 2002, I don’t remember many details, but I won’t forget this day and the unexpected solution. To give more context I’ve to introduce the people involved and also a sort of side story that happened before this one.
We were a group of friends and besides me there was:
Peter – My best friend, wingman;
Pauline – The main character, 25yo, pretty face and great body with fantastic C Cup tits;
Rick – Colleague, very nice guy, quite shy and everybody could see that there was something going on with Caroline;
Caroline (she became main character in some of my older stories) 26yo, not so pretty as Pauline, slim and quite small tits and nice ass;
John, young kid in early 20s, also our colleague that was the boyfriend of Johanna;
Johanna, 25yo, already mother of a 3yo kid and at that time.
The side story, to give context, is not related to me but with Peter, Pauline and Johanna…
Couple of years ago, Peter and Johanna had a relationship and Pauline was Johanna’s best friend. Their relationship didn’t last much and soon after Peter and Pauline became FWB.
The fist time that they had sex, Peter said to Pauline: “Hey turn your ass to me, I want to fuck you!” Pauline misunderstood the request and replied “My ass to you? It’s our first time! OK.”. Peter told me that he wasn’t think about fucking her ass, he just wanted her in doggystyle position, but when she said OK, he took advantage of the situation and fucked her ass! 😊
Fast forward to the time of the events, Pauline and Peter were not FWB anymore, but she was still fond of him, unfortunately for her, he didn’t have that much patience for her and he wasn’t interested anymore. They kept as regular friends.
We arranged dinner with all the group. Cheap place, tasty food, cheap wine. Fantastic! After that we all decided to go to a bar. We got a table for ourselves, ordered some more drinks (Vodkas, Gin and so on, not sure) and we had a good time. Everyone was in a good mood and after some time the alcohol became more evident, and the talks became a bit spicier. We started joking with Rick and Caroline and we were asking when they would kiss, when they would assume that something was going on between them…
Rick: “Kiss?!”
Pauline and I, from nowhere: “Yes, like this!” and we kissed each other… small lip kisses only. Not much, but my eyebrow raised and knowing that Pauline liked to fool around, I thought that I could have a chance there.
At the end of the night, we arranged a party at my place, in 2 weeks. We were supposed to prepare dinner altogether, drinks and as I was living alone in a quite spacious apartment, everybody could sleep there.
The night started normally, we prepared dinner, some drinks always with a good vibe and many laughs. I was convinced that I had good chances to be successful with Pauline. When we were already at the table, guys started to ask for a refill of Mojitos and Pauline offered to prepare them in the Kitchen. I went after her to help her and it didn’t last 2 minutes until we started making out. I was in heaven! The rest of the evening was pretty much eventless. Pauline and I had a few more kisses during the night, but we were trying to keep things low profile. Peter was there and she still had some hope to be with him again. I knew that he wasn’t very interested.
To our (essentially Peter and I) surprise, opposite to what was agreed, everyone except Pauline decided to leave somewhat early and didn’t sleep there. It was only Peter, Pauline and I
in then end. It was getting late and we needed to decide where to sleep… 3 People.Pauline said something like she would sleep alone in the small bedroom, and I joked :”Come on, let’s make this fun, that’s not fun. Let’s sleep the 3 of us on the same bed!” Of course, Peter supported my suggestion and in the end she agreed too.
Now, I don’t remember the details of going to the bedroom and undressing, but I do remember looking at Peter and without mentioning one word, to smile and think “Maybe we’ll get a 3some!”. He smiled back and I knew he was on! We had a great complicity!
Already in the bed, Peter and I were just wearing underwear, and in between us there was Pauline, wearing some panties and a t-shirt (braless). I’m not sure how long we took to turn off the lights but probably wasn’t much and as soon it happened, I started moving my hands on Pauline’s body. No reaction. Strange! After a bit more I touched another hand! I thought to myself: “Haha! This motherfucker is also exploring her body!” without any sounds or any words, we did the same as the Spanish and Portuguese did back in the XV century… we divided the world in two! Peter got the top half of Pauline’s world, and I got the bottom part!
Strangely, she managed to keep her posture and didn’t say anything. I could feel the warmness in her pussy, but she wasn’t reacting as expected. Peter got bored of exploring her amazing tits and announced: “I’m going to sleep in the small bedroom”. At that time, I had mixed feelings. Our 3some was ruined but on the other hand I had all the world for me… until the moment that Pauline followed Peter to the small bedroom. I thought that my luck was over but Peter didn’t let her join him and after a few minutes she came back to my bed.
Apparently, I wasn’t her first choice, but I didn’t care and didn’t let the opportunity fly away. I started kissing and caressing her and it didn’t take long till we started making out again. Then I undressed her clothes, explored all her body, touching and kissing her fantastic boobs, playing with her nipples before going down on her bushy pussy (at that time there weren’t that many shaved pussies). Finally she started to moan, and it didn’t take much till she reached her orgasm. I was hard as a rock and just wanted to fuck that wet pussy! When I was getting ready to slide my dick in her, she told me one of the most beautiful sentences I’ve heard in my life: “I’m not on birth control… Please fuck my ass!” Very obedient, I did as she requested, and after a few more minutes, I didn’t manage to hold more and came hard in her ass!
After this unexpected night, we never became FWB or something more serious, we just fucked a couple more times (as Peter had told me, she was quite boring and although she had a great body, she wasn’t a great fuck) and then eventually she found her dream man and got married. I lost complete contact with her and as far as I heard from Peter, she became fat. What a pity, she was really hot at that time!
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Once again, I’m not a native English speaker and you’ll probably noticed many errors in my writing. Sorry for that.
Source: reddit.com/r/gonewildstories/comments/qmimju/she_f25_found_the_perfect_solution