Do you guys remember Scarlet? I dedicated a post to her a while back in which she became my first real fuck buddy / Japanese Cougar that introduced me into the swinging scene. I had a blast with her then, and did you think I would only dedicate one post to her? Lol, no. Here is round two of my three part series dedicated to the lovely Scarlet and the sexcapades we had!
Oh Scarlet, I do miss you.
When her and I fucked at the club, we decided to keep it going. In a way, we became really good friends as-well-as great fuck buddies. My first time over to her place after the sex club, we talked for a couple hours about the club, life, and what we wanted. I wanted to fuck but didn’t want to over step myself. While standing up, Scarlet, immediately drops to her knees and undoes my belt and pants. Out pops my hard cock and she begins to go to town on me. This was an aggressive blowjob that included slurping sounds, and occasional spit on my cock, and ball licking.
She would do this thing where, while lifting my cock up and stroking it, her mouth worked its way to my balls and took turns sucked each one. When I felt I was going to cum, I told her.
Me: Oh God, I’m gonna cum. (trying to be nice since I don’t know how she’d like it.)
Scarlet: (Stopping for a second) Oh ok, go a head and cum.
She was sucking on my cock while I pumped warm cum down her throat. It was so hot, I abs seized up. THAT’S NEVER HAPPENED BEFORE!!!!
After that, we set out a simple rule; be open about who we fuck. She continued to go to the swingers club and fuck random guys while I kept going to school. I was a bit jealous when she told me these stories, but then again, I was new to this lifestyle so I just went with it. Eventually, Scarlet would start playing with a Russian couple she met at that same club. Once again, I didn’t mind, I really enjoyed hearing about it. She was, in a way, their little fuck doll. Both the guy and the girl would take turns fucking her.
Let me explain 😀
So one time, Scarlet was invited up to their Apartment in the city. She wanted to be a bit risque and wore thigh high stockings with a sexy one piece lingerie under a trench coat. Also, 5 inch heels. Ready for it?
When the couple opened the door, she opened her trench coat revealing the amazing body that she had. No words were spoken, the girl (Ana) brought Scarlet into the apartment to make out with while Scarlets’ coat dropped to the ground. The guy (Russ) took a seat and just watched Ana go to town on Scarlet. Pushing her to the couch, Ana wasted no time to open Scarlet’s crotch-less panties to reveal a nice waxed pussy for her to eat. Slowly, softly, as Scarlet described to me, Ana used her tongue to dance around Scarlet’s vulva and clit. Russ just watched. Similar to the other threesome I experienced, he pulled his cock out and started stroking it.
Not much was told to me about the transition, but from what I gathered, Russ lead Scarlet and Ana to the kitchen where, the guest was placed on the counter: one leg propped up on that counter, another, on the stool, conveniently placed there. Grabbing both ass cheeks, Russ slammed his cock into Scarlet and violently fucked away. Scarlet later told me it was the deepest and most enjoyable position she ever experienced. (We later did that same position that ended with me cumming all over her face. I approve of this position.) When Russ felt he was about to cum, he pulled out, leaving Scarlet seizing uncontrollably. Ana took the que to stopped masturbating to jump in. Keeping her on the counter, Ana ate Scarlets’ pussy while Russ stood back to enjoy the show. This continued, back and forth, the couple acting like a tag team until Russ came.
Along came summer 2011. If you remember also, my encounter with the Japanese Flight Attendant happened that summer. WELL, as it so happens, Scarlet and I decided to do another sex club visit. This time, with her Russian couple.
Scarlet: Oh it’ll be fun, you get to fuck me AND Ana!
Me: Yeah! But wait, what about Russ?
Scarlet: He’s bringing another girl to fuck on the side.
Me: So he’s fucking you, Ana, and the other girl.
Scarlet: Well yeah, but you get to have fun with all of us. I want to fuck both of you at once.
Me: Ok! (Nervously not sure how I’d feel about it.)
Arrangements made, people contacted, alcohol ready, the adventure begins on a warm Saturday night in the Bay Area. I told Scarlet I would meet up with her since I JUST found out a few hours prior that an old elementary school friend had just gotten back from Afghanistan and was enjoying himself at a weed concert in Berkeley. (Lol, yeah, cliche right?) On my way over the Bay Bridge, I’m pounding a Monster energy drink and wondering how I’m going to react to this. I had, over time, developed a bit of an attachment to Scarlet so I didn’t know what I’d be like seeing Russ fuck Scarlet. I focused on the beautiful night time view of San Francisco. So relaxed to look at.
The time I arrived was 11PM, the perfect time for people to get there and get situated.
Walking in, I was met by Scarlet and her friend Rose. Rose is Scarlet’s neighbor and partner in crime; a mid 40’s, over weight, married woman who wanted to fuck everything since her relationship is sexless. Needless to say, I wasn’t going to fuck Rose, but she was pleasant to be around. Scarlet gave me a kiss and walked me to the dance floor where I met Russ and Ana for the first time. Russ was tall, late 30’s with a skinny build. Ana, was tall, blonde, late 30’s, more muscle on her than Russ but over all great body.
After some small talk around a stripper pole, I watched Scarlet, wearing a short skirt and tube top, stick her ass into the air while holding the pole. Russ and Ana pulled up her mini skirt showing off her bare ass to the world. Like partners, the Russian couple took turns spanking Scarlet’s ass. Each spank released a nice yelp or moan from the spankee. Rose and I stood by and watched. I suppose you could say I was taking a back seat in this since I had never played with multiple people at once and didn’t know the boundaries of what I should or shouldn’t do. (I learn later on in life that everything is usually a go, if all parties are into it.)
More chatting, spanking, and drinks happened for the next hour before we all decided to go to the back to change and get ready to fuck. In my head I’m telling myself, “Confidence J, confidence. You got this.” And, with a big breath of air, I head to the back with the group. Stripping down to my birthday suit, I saw Ana, Scarlet, Rose, and the two other girls with us change into lingerie, all different but none of them wore panties. (Gee, I wonder why…)
The next part is a bit hazy, I don’t remember if I was in the room or watching from the outside.
There is a room that plays porn on a big screen and have sofa’s lining the walls in the back area. I remember walking toward it and saw in the window Scarlet laying at the corner with her legs spread open. Ana was holding her legs back and eating away at Scarlet’s pussy. Up, down, and sucking on it. Ana’s eye’s were locked on Scarlet’s; both eye’s had lust written all over them.
Russ chimed in after a few minutes and slammed his cock in Scarlet, pumping away. Scarlet is now holding her legs back, giving Russ the freedom to pound harder. Ana, sitting to the side, eye’s locked on Scarlet, was fiercely playing with her own pussy. Ana, it turns out, really gets off on watching Russ fuck other women. Why can’t I find a girl like that? They suddenly stop when Scarlet see’s myself and the rest of the group watching. Getting up, they exit the room and we all decide to go upstairs. Walking upstairs, Scarlet, sensing my discomfort, grabs my hand and pulls me behind the group.
Scarlet: Listen, we don’t have to do this. I don’t have to fuck anyone but you.
Me: No no, it’s fine, let’s do this. (I’m lying but I didn’t know how to be honest at that point.)
Scarlet: Are you sure? Really it’s fine.
Me: Oh come on, we’re already here!
We get upstairs and I find Russ fucking Ana and Rose. We go right next to them and lay down. While Scarlet decides to undo my towel and start sucking my cock, I observe the open area. Across from us is another orgy going on, a few couples fucking away, and to my immediate right is another Asian cougar with a guy who, no shit, is about 70. She’s naked, but he’s fully clothed.
Scarlet is sucking me off the way she usually does, (slurpy, wet, and aggressive) while I check the room out. Seeing this, Ana pulls away from Russ and walks over to me. I’m laying down, Scarlet is on my left, bent over and blowing me. Ana, lays to my right and begins to blow me as well.
TOTAL DREAM COME TRUE!
Right in front of my, I have two gorgeous women, Japanese and Russian, going to town on my cock. They took turns trying to out do each other. When Scarlet pushed my cock to Ana’s lips, Ana would take over while her counterpart was working on my balls. While Ana is sucking on me, her ass is close to my face, so I take the initiative and start feeling each cheek. My hand worked its way around each cheek until I got to her pussy. At this point, for some strange reason, Ana got up and said she had to go downstairs real fast.
Me: uhh, ok?
Scarlet: Get on your knees J!
Me: lol yes ma’am.
I’m on my knees and Scarlet goes back down on me. Here is where things got intense for me, but not in a sexy way. Behind Scarlet, Russ had been fucking his other friend and Rose. He was doing it WITHOUT a condom. I didn’t pay too much attention to it until he came over to Scarlet, mounted her from behind, and started fucking away. I couldn’t believe it. In addition to always being open, Scarlet and I agree to be protected outside of the bedroom since we were playing without protection. Seeing Russ fuck all these women without a condom then fuck Scarlet was a shock and, well, I kinda was hurt. My trust in her was breaking.
Embarrassingly enough, I lost all interest in fucking so I got soft. Scarlet was puzzled by this but was focused on getting fucked. I took a step back and said I needed a break. Sitting down, I looked around and saw that Asian cougar and her REALLY old husband watching me. I smiled and motioned for her to come over. She looked at her husband and he smiled and nodded his head in approval. Completely needing a break from what I just saw, I welcomed this. The cougar was pretty hot. They both sit right next to me but are obvious that they didn’t know what to do next. I took her hand and placed it on my cock, guiding it up and down. She smiled and kept going. The old guy looked at me and smiled. That was pretty weird, I can’t say I was comfortable with a 70 year old man smiling at me while a woman is stroking my cock. Ugh. Scarlet comes over to blow me but as soon as she comes over, I get soft again. Resulting in the old man laughing at me. Really dude? I’m getting laughed at by a guy who NEEDS Viagra to stay up.
Fuck you guy.
Anyway, I ended up excusing myself to the restroom. Walking down the stairs, I passed an orgy to my right, two couples performing fellatio to my left and an empty dancing floor to my 12 o’clock. I get to the bathroom and, like Mark Wallberg in Boogie Nights, I stand in front of the mirror, staring at myself, breathing heavily and trying to give myself the will power to get it up and perform for the evening.
I was just done.
I headed back upstairs where the entire group I was with was relaxing and chatting on the side. The orgy across from us was finishing up as well, guys giving women money shots on their face and other couples just cuddling. I told Scarlet and Ana that I had a great time but needed to head off since I wasn’t feeling so well. Scarlet took one look at me and knew I was lying, she knew what was up. Driving home, all I felt was pain and confusion. Did I really have any right to be feeling that way?
The next day, Scarlet and I ended up having an argument over text. We settled it for the time being, but that was the beginning of our demise. She had told me that she gives guys three chances and I was two deep.