My unexpected threesome

If you've read my first post, you'll know that last summer I experimented with my sexuality. About a month after my first hookup with a guy, I was back on grindr and looking for more.

After about a half hour of pointless conversations, I wound up talking to two separate profiles who later told me that they were partners and both wanted me to come over. I talked to one of them a bit longer (just made it easier to discuss instead of going back and forth) and he told me that one of them was more a top and one more a bottom. I had been wanting to try bottoming ever since I began to play with my own prostate.

I headed over to their house – a pretty nice place. It creeped me out that they had some sort of security cam set up with monitors, but I thought nothing of it. Their bedroom was tiny and barely fit a bed and a tv inside, but on that tv was some really hot gay porn.

Fucked my best friends wife… Again. (M)(F)

For context it may be helpful to read my last 3 part story. Basically my wife Anna and I ended up swinging with two other couples at a party we hosted. Turns out later we had all discussed it and fantasized about it with our respective spouses and it came together.

Jennifer is my best friends wife and her and my wife are good friends as well. I fucked jennifer during our impromptu swinger party and had the time of my life. One day after work I was home Laying on the couch having a drink when I heard a knock at the door. Anna was at her sisters for a few days having girl time so I wasn't expecting anyone. I opened the door and there stood Jennifer. She is 5'5" tan, shoulder length blond hair, very thin, but massive DD tits. She has an unreal body. I was very surprised to see her there and she asked if Anna was home. I explained the situation and Jennifer said she had stopped by on her way home from work to possibly watch the bachelor with Anna. "Well you can come on in and watch it here if you want, I was just going to make myself dinner" I replied. She accepted and at that point all I could think about was whether this was a good idea or not. Jennifer and I were comfortable with each other since our encounter and there was no mystery where this was going to end up.

Sex at work with a cheating wife and little white lies that led to threeso[M]es. Pt-5

Click here for part 4!

The next day was a storm of text messages that I could barely keep straight. Sally wanted me to take a lunch with her, the wife and Tawny was sending me text messages saying they were fucking each other's brains out while I was at work.

Wife: "MMMmmm, Tawny and I just took a 'nap' together. We can't wait till you get home" Tawny: "Your wife's tits make good pillows, and she just came all over me" Sally: "Lets take lunch together at my place, I want to try something new"

It was only 10 am and it looked like I had a busy day ahead of me.

Sophomore year (f)un [ff, fm] [Long]

When I went back to college, one of my friends Kaylin and I got a place together just off of campus in brand new apartments that were right in town. Kaylin was a friend from high school that transferred to my school and decided that she would have more fun living with me rather then doing dorm life again. We got along great and couldn't wait to have our first party to break in the new place.

The second week in we decided to plan a party and have it at our place. We invited our closest friends as well as their friends and some other people that came along as extras. The whole night we were all drinking and having a good time and I could tell Kaylin was into this one guy and he seemed into her.

Later in the night while I was talking to some other friends I saw Kaylin and the guy disappear into her room. Maybe 15 minutes later I see the guy come out and leave but there was no sign of Kaylin. I excused myself from my friends and headed towards Kaylins room to see what was up. I wasn't drinking too much that night because I felt that someone had to be sober to make sure we didn't destroy our new place.

My best sexual experience

My boyfriend at the time and I had a busy day of errands. Which were so boring for me so I decided to play a little game and tease him a little. I started to shake my ass a little harder while walking, "accidentally" brush my tits against him, and whisper filthy things in his ear while he was driving or at a register. I wanted him rock hard and ready for me by the time we got home. We were on our way home when I looked over and saw the tent he was pitching in his pants. I said "I cant wait to get my mouth around that." He responded with "Oh really, I've had enough." sped up and pulled into a nearby parking lot with 5 or 6 cars. Before I could ask what we were doing there he had one hand finding its way up my shorts, caressing my inner thigh and his other hand pushing my head down to his already exposed hard dick. I all too eagerly opened my mouth and slid my tongue all over the head and then the shaft as he pushed himself further down my throat. My pussy was dripping from the excitement. Two of his fingers were teasing my clit while one dipped inside of me, teasing me relentlessly. Making me want to beg for more. He started face fucking me hard, making me gag and drool all over his dick. I loved how hard he pounded my throat but it was driving me insane and I needed him inside me. I forced my head up and begged for him to put his dick inside me. He said "Here?" and I said I couldn't wait another second and before he responded I got on top of him and started to lower myself onto him. He groaned as my tight pussy wrapped around his dick. When I had taken all of his dick inside of me I started bouncing up and down, moaning and so happy to finally have my pussy filled. He grabbed onto my nipples and twisted hard as I bounced causing me to scream in pleasure and cum hard all over his dick. We stopped and got in the back seat in the doggy position. He slid back inside me and it felt even better then the first time he filled me. He slammed my pussy, pounding it hard while his balls slapped against my clit. It wasn't even five minutes before I had a huge orgasm and came again all over his dick. My pussy spasming as I came proved to be too much for my boyfriend and he emptied his balls into my pussy. He slid out of me and let me clean off his dick with my mouth. It tasted amazing. We got our clothes back on, got back in the front of the truck and drove home. We hit every red light but we both were still smiling when we got home.

office fun!

as you set at your desk you hear the intercom…."miss secretary I need you in my office straight away" I say with a bold direct voice. You have never heard me like this, usually I'm a lot more easy going, laughing and joking, This must be something serious. you stand up and adjust your clothing making sure everything is perfect before you walk to my office. you knock on the door and only hear "enter" you grab the handle and your heart begins to race, this is not like your boss so much more serious. you enter the office i am sitting in front of my large wooden desk, my back is facing you as I look out my large glass windows viewing our beautiful downtown city. you hear me say shut the door please, once again very strange as you know I prefer it open. "yes sir" you say now even more nervously. I slowly spin around and look you directly in the eyes and say nothing. you can see something going through my mind but still nothing is said. After a moment you again say "yes sir" your voice almost cracking with nerves. Miss secretary I need to discuss something that has been on my mind for a long time, very concerning to me. your heart begins to race, you mind races on anything that you have done wrong. once again I wait a moment and let you think about everything , until you say " have I done something wrong sir?" " Yes, the way you dress is very concerning to me" you ask "what's wrong with what I wear sir?" " I believe you dress to intentionally tease me, to try and turn me on. is that correct ma'am? you don't know what to say because you on one hand you want to be taken serious you have studied hard to get where you are at, worked long hours and on the other hand its true. You think of me every time you dress for work, every time you pick out your bra and panties making sure they match and are sexy just encase I get a glimpse of them. every time you wear a low cut top and show plenty of cleavage hoping I might look. every time you wear a tight short skirt and find reasons to bend over in front of me hoping one day I will grab your ass. my voice seems to boom from behind my desk, "your lack of answer tells me I'm correct" " now what are we going to do about this?" your heart races every voice in your head says to run away but for some reason you stay. "I don't know sir" " well I do, ma'am. undress! " "excuse me sir?" you ask "you heard me, undress!" "I um u um" your word studded. "NOW!" your heart can hardly be contained in your chest!! your breath shortens, but you decide to listen. you reach for your shirt "slowly!" I say as I look directly in your eyes. slowly you unbutton you tight low cut business shirt., revealing your beautiful tan skin. amazing body, and you black lace bra barely containing your large breast. you reach back and undo you bra, your nipples hard with anticipation, you are nervous but excited at the same time. you reach back and unzip your skirt, it drops to the ground showing your black lace panties now almost soaked though from your wet pussy. "turn around and bend over" I say. " then slowly remove them" you do as you are told . "place them on my desk" you walk forward and place them on the desk. "now sir?" you ask. come undress me." I stand up and step toward you. your hand reach for my coat they are shaking with nerves. this is what you dreamed about and now it's actually coming true. you unbutton my jacket and place it on my chair, then unbutton my vest and business shirt. placing both in my chair , leaving only my wifebeater. you admire how broad my shoulders are and how strong my arms look. you reach down and undo my belt , and unbutton my pants. they drop to the ground and you notice the large bulge in my boxers. you reach in my boxers and wrap your hand around my hard thick cock. "suck it!" you hear me say. you drop to your knees and pull down my boxers. you wrap your lips around the tip of my cock, licking and sucking you tease me, making me moan." deeper" you hear me say. you try and take all of me in your mouth, you're not quite able to but you try hard. you want to please me, you want to obey. i pull you up and pick you up and place you on my desk. i grab you hair puling you neck to the side making it easy to bite and kiss your neck. sending chill down your body straight to your clit. which is now on fire, screaming for attention! I slowly kiss my way down to you breast and nipples. flicking my tongue across your hard nipples. you softly moan with pleasure. "fuck me!" you moan in my ear. I bend you over my desk, and slide my thick hard throbbing cock slowly into your drenching wet pussy. slowly so you can feel every inch, every bump, every vein, feeling how much its stretching and filling you so deep. I slowly slide in and out, each time hitting your gspot, completely filling you. making a moan release from your body with each thrust, our hip slamming against each other. your moans get louder and louder as the fire now spreads across body. every fiber of your body tingles and every hair stands on end, thing it all races back your body goes cold and explodes with pleasure! your scream with pleasure not caring who can hear you as the intense euphoria engulfs your entire body. you knees buckle and legs turn to Jello. hardly being able to stand at all, you place your weight on the table. i reach up and grab you hair and continue to thrust deep inside you. you fell my entire power and desire with each thrust. deeper and hard our hip slam tougher over and over. the desk begins to move with the force. i lift you up so i can tease you breast as i continue. you feel the fire building again, can this be real? again? this intense? i grab you hair again pulling you up and we kiss intensely, passionately! I spin you around and lay you back on my desk and slide back inside you. this time taking it slower but just and powerful. so i can admire your amazing body, and breast as they move with each thrust! the fire again builds so intensely your hands reach up and scratch my back as i look in your eyes the passion builds. the speed increases again as does the power. With each thrust the fire burns hotter and hotter, until again you can no longer contain yourself. your scream loudly and intensely, as again the intense explosion, you can feel your juices run down your legs and it's the most intense organism you have ever had. at that exact moment i pull you down and finish all over your beautiful amazing breast! I whisper in your ear that's all miss secretary I will see you tomorrow!

Eating out the innocent girl for the first time in her life [m/f]

I've written a few stories about a woman I dated a few years back– here's another favorite memory.

Like I've said before, Caitlin was very reserved and proper, with somewhat traditional, vanilla views on sex. On the other hand she was deliciously responsive, and when she got worked up there was nothing more fun than to see her inhibitions yield to her arousal.

We enjoyed a healthy sex life, but for the first few months she never, ever let me go down on her. "It's gross!" she'd say when I tried to eat a box lunch. Only once in those first two months, when we were both drunk, did she let me go down on her. I've seen Nina Hartley's video— if you haven't, this will change your girlfriend's life– so I had a solid grasp of the fundamentals. Ten seconds after sucking on her clit she came, violently. Fingers in my hair so hard she almost cut my scalp. She started breathing, fast, and muttering "whoa, whoa" under her breath. I smiled, looked up at her, wiped my mouth off, and went in for a passionate kiss.

Threeso[m]e with my wi[f]e’s lesbian [f]riends

This was a couple of years ago. I was in my mid-twenties, 5'11", 180lbs, average build. My wife was going out of town with her softball team and wanted a free pass to engage in some lesbian shenanigans should the opportunity arise. I didn't really have a problem with that, but I wanted my own free pass to see if I could get anything going on the side, and she was fine with that.

My first thought was of our friend Bree, whom we'd had threesomes with in the past. Bree identified as lesbian; she and my wife had been dating when we started dating. Bree had been curious about being with a guy for some time and I ended up being her first (and, as far as I know, only). She was in her mid-20s, around 5'2", compact frame, not skinny, but not thick either. Well filled-out in an athletic way. Glasses, short hair, cute small nose. Bree was currently dating Elle, who was about 5'5", full-figured with larger breasts and a great ass, and shoulder-length brown hair. I emailed Bree and Elle and explained my situation, asking if they'd be up for a little fun that weekend. Turns out they were into it. Elle identified as bisexual and Bree really wanted to watch her fuck a guy.

[M, F] So we were on holiday together…

I was seeing a girl, I'll call her Laura, for a little over a year, and we decided that wed go on holiday together. She had been through a tough time over the few weeks before, so we hadn't done too much together in the recent past. I was constantly charged, and was getting turned on by almost anything she did, but she wasn't emotionally up for anything. So at the time it'd been about 3 weeks since we'd had sex at this point.

We arrived at the camping & caravaning site, and booked ourselves in at reception. We were told which caravan we were in,and it was exactly the one we wanted. It was a fairly large caravan, with a wonderful double bed, working shower, and a good amount of room for us both. It was also on the end of the row, with hedges on two sides, which I though was most beneficial for two 19 year olds.

With the wi(f)e – it was (M)y turn

"Amy" and I are a 40-something married couple with a couple of teenage kids. We're not quite in our prime any more, but we work hard to keep ourselves in decent shape. I'm 5'11" tall with a thin athletic build and 4 of my original 6-pack remaining on a good day. Amy is 5'6" with strong, shapely thighs and ass and b-cup tits that are still amazingly perky.

We have a pretty good, if fairly vanilla sex life. Amy loves to be fucked hard, and she'll usually cum at least three times in a session. When the kids aren't around she'll get really loud too. Last weekend we had some great sex, and she certainly enjoyed herself but I didn't finish. That's fine as I'll usually get a blowjob or a quickie in later on. This week though, time and schedules didn't allow for that. Tuesday night rolled around and she wasn't feeling well so no dice then either. I decided that I was not going to be denied any longer, and let her know that Wednesday night was going to be all about me. She does enjoy it when I take charge, so I was going to do just that.