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Cover image by Markus Spiske.
This is a story I originally posted back in May 2018, on the Good Looking Loser Forums. I’m posting it here to archive it.
I’ve left it completely unedited, in its original horrible glory. Usual caveat applies: My mindset on women has changed a lot in the last couple of years; I used to be pretty combative & sometimes kinda crass. So if some of the below doesn’t sound like “me”, that’s why.
Note: Every time I write “Woody Allen Girl”, that was a nickname I gave to my main girl – because she tended to narrate things just like Woody Allen does in some of his movies.
The original post is below. As always, any parts in blue are direct quotes from the old post I initially wrote.
“Just had my very first 3some:
I’m ruined. I can never have regular sex again. I’m not exaggerating when I say that was the MOST profound experience of my life… and bare in mind I’ve tripped on LSD several times.
Just like an LSD trip, I’m struggling to find the words to describe what happened last night… It was 12 hours of the best sex of my entire fucking life. We started at 10pm and it’s 10.30am right now and I’ve cum like 10 times, I haven’t slept for a single second. My dick doesn’t even work anymore, it’s dead.
I knew a 3some would be erotic, but I had no idea it would be like this. These two girls were best friends and they’ve wanted to fuck each other for ages. All it took was for me to say “Go into the bedroom and start making out” and holy fucking shit, they went crazy on each other. It was the most erotic thing I’ve ever seen in my entire life, I’m not doing it justice and I don’t even care to explain why it was so good. It’s burned into my memory forever.
The virgin girl was HOT as fuck, way hotter than her pics. She was thin, with big tits, the cutest, most innocent face ever and a hot little pussy. And she was so much fun to fuck, and she loved being dominated (she loved being slapped in the face most of all). On top of that, she loved when I told her to dominate Woody Allen Girl, and she ended up slapping Woody Allen Girl in the face several times LOL. I taught her a few things, like how to pull Woody Allen Girl’s hair, how to spank her, etc.
They’re also both SUPER wet and super tight, they’re both 18 and holy fucking shit they looked so good together. There’s something so hot about their innocence mixed with their horniness and lack of experience. Jesus.
Fuck, I know I’m ranting.
It was also a weird experience because I spent several hours with each of them just one-on-one. For a few hours, Woody Allen Girl slept, and I fucked the virgin girl, just her and I. I ended up walking her to the train station, still just her and I, holding hands, kissing and talking. Doing the typical “girlfriend” stuff.
Then I spent several hours alone with Woody Allen Girl, fucked her several times, walked her to the train station and held her hand too.
It felt like I had 2 girlfriends, like I barged into the middle of their friendship and “took” both of them and made them mine. Like they both belong to me now.
God fucking dammit I need this again. I need it so bad. Part of me is fucking terrified the virgin girl won’t want to do it again… like she was just “using” me so that she could fuck Woody Allen Girl, and also so she could lose her virginity. I was just “the guy with the dick”, basically. Hell, I think even Woody Allen Girl is a little worried about that because she mentioned “I really hope [virgin girl] wants to fuck you again”.
I know the only reason I have that fear is because my emotions are running high right now, and I haven’t slept, and I’m still riding the high of the best sexual experience of my life, and my emotions are screaming “Oh please let me experience this again”.
All good though – Woody Allen Girl already said if virgin girl doesn’t want another 3some, we’ll grab other girls from tinder. It’s really obvious to both of us that this “unlocked” something in us – we both NEED to do this again.
This has been something I’ve dreamt about since I was like 14. I never in a billion years thought I would EVER have two cute girls in my bed at the same time. It doesn’t even feel real, I’m still processing it. I don’t have much of a sense of entitlement; I know it doesn’t seem like it from my logs, but I still don’t believe I “deserve” to get laid. But I feel like this 3some was a huge step to becoming “a guy who gets laid”.
Here’s a photo of Woody Allen Girl’s pussy she posed for me (she said she’s fine with me sharing it):
So there you go; that was how I was feeling immediately after my very first 3some. I was clearly excited, but also terrified it was “just a fluke” (I had imposter syndrome), and I was half-convinced I’d never get to have another 3some.
As you’ll usually find whenever you encounter imposter syndrome, it’s almost always complete bullshit – if you keep pushing yourself, you’ll find that one time was not just a fluke. I’ve gone on to have 3somes with 11 more girls (as of April 2020), and even a ménage à trois (relationship between 3 people). I’ve written about a few of them here and also here.
You can definitely repeat what I did here – I’m not anything special. I’ve even written you a massive guide on How to Have 3somes.
- Just ask every girl you sleep with if she knows any other girls who’d be down to fool around.
- Eventually one will say yes.
- Invite them both over, have some wine.
Update May 2020: Here’s what my girlfriend had to say about it:
The first girl Andy and I had a threesome with was obviously the most scary for me. It was my friend from high school. We’d always been pretty open with one another and she was actually the first person I’d ever kissed, one drunken evening (when I was far older than I’d like to admit). Without being too explicit, the kissing ended up boing a lot further. Even I have to giggle at the fact that we never me ntion it to one another again and baked a gingerbread house the next day as if nothing happened.
We both knew the other was kinky and when I first started seeing Andy, he pushed me to ask her if she’d be interested after telling him the longer version of this story. Skipping over the juicy details, after a lot of nervousness leading up, on the actual night, the three of us had a lot of fun. It only happened the one time but it was the start of an ongoing series of threesomes I’ve shared with Andy.
Oh, and on a funny side note, I ended up living with this friend of mine for 9 months afterwards as flatmates, continuing to never mention it. Maybe it would be fun to elaborate upon it in a story another day.