One of my best friends was graduating from their master’s program and was having a party to celebrate afterward. A small group of us went to dinner and a bunch more people were due to meet up with us afterward at a fun dance bar elsewhere in the city. One of the friends that came to dinner was a coworker of my friend who had a slim figure, long curly blonde hair, and a great smile. I’ll call her Amy for the sake of the story and I’ll call my friend Fiona.
In case this detail matters later in the story, Fiona is a lesbian with a long term partner. I assumed, because I am an idiot, that Amy was also a lesbian when I first met her. Likewise, I think that Amy assumed I was gay when she met me, because literally everyone else at the party was; save for the two of us. This meant that there was no flirting or even contemplation of hooking up at any stage. Just people being people — which is honestly the best.
Well, fast forward a bit, and we are at the dance club. For a straight guy I fucking love to dance. It started when I was a pre-teen and my sister and her friends all took classes; so my best friend as a kid and I decided we could do it too. Then in high school and college I learned more traditional dancing and soon realized how effective dancing was at getting me laid. Being a straight man that can dance is one of the biggest separators from the heard that someone could hope to understand. So now I am at the dance club, making a fool of myself, and everyone is having a great time, laughing, drinking, celebrating.
Amy was dancing with me and looked around the room before asking, “Do you have a boyfriend? Why isn’t he here tonight?”
“What? No, I don’t have a boyfriend.” I took account of the situation and realized it would be fair to make that leap.
“You’re so cute! I know the perfect guy for you.”
“No, no. I don’t have a boyfriend because I’m not gay.”
Her eyes got big and she looked surprised. “Really? I just assumed…”
“Nope, straight.”
“Me. Too.” She smiled up at me as she took a sip from her Long Island iced tea.
“Awesome. I didn’t know.” I continued to dance with her — just as friends might.
She walked away and talked to someone, then came back with two more LITs — one for each of us — and she leaned in to whisper, “I like you.”
I smiled back at her and drank my drink. I started to reconsider my situation and evaluate her as a possible fun time. She was cute, seemed fun, this could work. She finished her drink and got another. When she came back this time she started to grind up on me and wrapped her arms around my neck. Suddenly she kissed me and I decided to go with it.
For the next ten or fifteen minutes we made out on the dance floor in between attempting to dance and sipping on drinks that were far too strong in the best possible way. My friend Fiona walked by and teased us both as she went to join some of her other friends. Amy stopped kissing me at one point, grabbed my shirt, and stared deeply into my eyes.
“I want you to come home with me.”
“Oh yeah?” I was concerned this was the alcohol talking.
“Uh huh. Let’s go back to my place.”
“Let me go talk to Fiona real quick.”
I walked over to Fiona, her girlfriend, and several of her other friends including the guy that Amy originally arrived with. I had a look on my face like a kid trying to convince their parents to let them have a sleep over at a friends house. “Hey, hi, so…” I stammered, “Amy wants me to take her home tonight.”
“Awww yeah!” Fiona shouted. “Woo hoo.”
“No, really. She is pretty drunk. She wants to hook up with me.”
“Yeah she does.” The guy who arrived with Amy said sassily.
“Well, is that okay with you? Anyone object?”
“Go for it.” They all stated in their own way.
I walked back over to Amy and told her I got the groups approval. She told me she already called a cab and it would be there in five. She then got us both another LIT and she absolutely chugged hers somehow. I nursed mine a little and eventually abandoned it when the cab came.
She lived across town — not too far from me, actually, and we made out the entire way. When we arrived she walked me right in, directly to her bedroom, and started to disrobe me once we had crossed the threshold. I took the opportunity to strip her down as well and really liked what I saw. She was very thin, but had some muscle on her frame, and her little breasts were perfectly juicy. She had a thick blonde bush and hadn’t shaved in a while — clearly she didn’t anticipate getting laid before she went out on the town.
She ripped the covers off her bed and discarded them onto the floor, then she hopped in and beckoned me to join her. I crawled onto the bed from the foot and made my way between her legs as my first maneuver. I caught her a little off guard, but once she realized that my intent was to lick her pussy she spread her legs wide for me. I very rarely got the treat of a nice hairy bush and immediately nuzzled my thick beard and face into it before descending to her juicy wet vagina.
I used two fingers to pull the lips of her labia apart and reached over and around one thigh with my other hand to get a firm, but gentle grip on her bush to pull it out of my way. Then, ready for action, I started to lick and flick my tongue at her clit to the sound of her moaning. In no time she was grinding her hips off of the bed and trying to put her clit on my tongue in the exact spot that she wanted.
Once I had an idea for what she enjoyed I started to do that almost exclusively. I tried a few more things to see what type of pressure she liked, how many fingers inside her were ideal, and if there was anything else she responded to. I pinched her nipples, squeezed her ass, ran my hands along her body, and choked her a little to find out. She didn’t hate anything, but she was enjoying one finger and steady circular licks around her clit the most.
At some point she announced she was going to cum and I worked to make sure she did. Her orgasm was huge and she let out the best howl I had heard in years as her body shook with joy. She pushed my head back when I wouldn’t stop and smiled down at me. “That was the best head I have ever had.”
“I’m glad.” I smiled back up at her, my full beard sloppy with her wetness, “More?”
She shook her head in the affirmative and I started back up. She came again very quickly and with the same level of grandeur as the first one. She later told me that she hadn’t had sex with a man in over three years at that point. I went down on her for what felt like a lifetime. There have been times in my life where that is all I would have wanted to do for an entire day if someone would just let me. This was one of those times but, as always, we hit a point where she demanded that I fuck her.
I moved up into position between her legs and started to rub the tip of my cock against the very, very wet lips of her tiny little pussy and took the time to enjoy that feeling. I fetishize the first time pushing into a new woman and love the moment before it, the moment of it, and the moment after fully entering them the same way. I tried to take in the room and found myself enamored with the way she was watching me. Her eyes were fixated on our combined sex and her mouth was agape as she anticipated my first real thrust. She admitted to me later that she had the same ‘first time’ fetish that I did which I found fascinating.
When I was ready I slipped my thick cock inside her all the way in one long slow thrust. She gasped and moaned and told me how big I felt inside her and it was everything I could have wanted. Over the next thirty minutes I was so grateful that I had taken my time going down on her and for making her cum the way I had. She was the kind of woman who — once started — could orgasm more and more easily as time went on. She was cumming almost constantly for me and it was so deeply arousing.
When I was ready to cum I pulled out and released an insane amount of thick cum onto her belly. For the first time we both really realized I hadn’t put a condom on and she looked aghast. We lay in bed for a while as I recovered and she told me she wasn’t on birth control and that we had to be careful.
“I totally get it, sorry I didn’t think about it before it was too late.”
“It’s okay, we had too much to drink.”
“Yeah we did. Well, I’m ready to go again,” it had been a few minutes, “Do you have a condom for me?”
“Well…” she hesitated in a cute way, “You’re already fucked me, so… it doesn’t matter. Just don’t cum in me.”
Well dumb brain me was fine with that. We initiated again and had sex for a while before both cumming and passing out. We woke up a few hours later and started to make out again and then fuck one last time. We went to breakfast at a spot near her place and then she offered to drive me home the next morning. She got… weird… when we got to my apartment. Her previously chill and understanding personality became very clingy and very anti-chill. Long story short, I never hooked up with her again and my friend, Fiona, told me that was a good call. Apparently Amy had a history of dating the wrong people and getting very strange — hence the multi-year hiatus from sex. I guess I dodged a bullet, but — if you’ll pardon the pun — at least I still got to fire off a few good rounds.
Source: reddit.com/r/gonewildstories/comments/njwgrt/it_turns_out_she_wasnt_a_lesbian_and_her_friends
LOL Good sex and a great pun. I don’t say that about puns ever!
Long Island Iced Tea for the win!
Long island iced teas have been my best wingman through my early 20s! Great stuff mate
Nice story! There’s something satisfying about knowing you barebacked a potential crazy and dodged the bullet.
Long Island Ice Teas have gotten me in way too much trouble in high school and college.
Don’t stick your dick in crazy….
So you stuck your dick in crazy.
Doesn’t matter, had sex.