[M]y first threesome with the two teachers from Boston that needed directions (MFF) | 2016

Right, so a few years back I lived in Montreal, Canada and had to travel down to Boston every so often for work. It was great. Boston is a great single's city.

I had a buddy there named Cooper who was the kind of guy that stops lady-traffic. 6'5, blue eyes, blond, 25 yo. I'm a good looking guy myself, 6'0, athletic, 28yo, but didn't hold a candle to him. In mid-July, Cooper was coming up for the weekend with his water polo team and we had made plans to meet up on the Saturday night.

Around 3pm that day, I went down to the local Canadian Tire to look at tents (don't bother at Canadian Tire). As I'm unlocking my bike, these two great looking girls walk by me and give me a hot kind of smile. I smile back, and proceed to unlock my bike and focus on where I'm heading next. I look up, and notice the two girls are standing about 10 feet away from me on the corner, looking at a map. Like fish in a barrel, eh?

"You girls look lost", I tell them. They turn around a little spooked, but relieved when they see its the same guy there just smiled at.

"Yeah...we are pretty lost. We can't find our hotel," says the brunette. At this point I proceed to direct them to the right spot on the map, and get a good look at both of them. The brunette is about 5'8, slim but with wide hips and hair down to her tits, which I assume are probably a C cup. She has a pretty nice round ass wrapped up in jean capris. She's maybe about 30. The blond, curly hair, about 5'7, big tits and a firm looking core and lower body, with tight little black shorts and white blouse. She's about 28.

"Where you girls from?" "Boston."

Booya. I go on to tell them about my travels to Boston and that I've got a good looking Bostonian friend in town. We chat for a little while longer and they ask me for my number so I can show them the hot spots later. Perfect.

(skip this if you want to get to the sexy) My next stop was actually at my ex's house. I had to pick up some things, and was trying really hard to not sleep with her post-breakup. She was a small brunette with a really firm body and was wearing the tightest shorts that day. I spent about 10 minutes at her place, and we chatted about how we weren't seeing anybody. Fast forward to later that night, and I'm out with a few friends at probably the dirtiest bar in Montreal (La Rouge), and spot my ex grinding hard. It didn't bother me at all, but things got awkward when she noticed me and I left my friends behind.

By this time its about 10pm and I'm pretty drunk and decide to go find Cooper and his buddies at St. Ambroise (4 floor patio bar). I'd been getting texts from the Boston ladies all night; they'd been to a few strip clubs, including the one where men strip (ya we have that in Montreal). They wanted to meet up, so I invited them to the same bar as Cooper and I.

I find Cooper, who is with his bros and few pitchers in and pretty sauced. The girls show up and we quickly enough pair off with each. Coop gets the hot blond, I score the cute brunette, whose name is Kim. Within about 30 minutes, I find out that Kim had been a lesbian for the last 12 years and was recently divorced from her wife! She also reveals that she had not been with a guy in a long time (like, a decade+) and was moving back towards the bisexual grey zone. She's 33, and both her and the blonde, named Lindsay, are teachers at the same high school. They're up in Montreal for a "let loose" weekend.

Pretty soon me, Kim, Lindsay and Cooper hit the tiniest of dance floors and immediately start making out with our pairs. Coop and Lindsay are hitting it off real great, laughing, kissing and touching, while Kim and I really just make out hard. She kissed so fucking well. Kissing is really important to me, and damn, this former dyke could kiss! She could also grind, and after a few minutes she had her hands all over me and groping my junk. If you're wondering about the rest of Coop's water polo team at this point, good on ya - because i definitely was not. Who knows where they went.

After a good 20 minutes of dancing and humping, the girls suggest we head back to their hotel. Its about 130am at this point, and Cooper and I don't need much convincing. We hop in a cab and make our way back across town to the hotel that turned out to be about 3 blocks from where I picked them up earlier in the day. The hotel room is nice - but it only has one queen size bed and a pull out futton. The girls suggest we go out to the balcony for a smoke.

On the balcony, Kim and I keep making out and touching while having a smoke while Cooper and Lindsay chat away. After a bit, sensing Cooper's shy-ness (fuck was he ever shy for such a lady boner inducer), Kim and I try to convince them to go inside and make use of the room before we head in. Lindsay seems pretty excited at this, but Cooper just laughs it off. After a few attempts, Kim turns to me and gives me that look of "lets just go fuck". She grabs me by the hand and we go inside, closing the door behind us.

Before we even get to the bed, she's naked. And what a body. She somehow quickly peeled off her tight jeans to reveal such a perfect round booty (for a white chick!), that's not too massive and has just enough pop to it, to go along with nice round soft tits. She stands there naked, grabs my hand and pulls me with her onto the bed, out lips meetings and my hands wandering immediately. Almost as quickly as she had her clothes off, mine are off and she's got my cock in her mouth. I'm not even kidding, she just went right for it and started just making love to it with her lips.

I promptly grab her leg nearest to me and swing her pussy over to me and plant it right down on my mouth. She moans as soon as my tongue hits her clit. We go at this for a minute or two and then suddenly her ass disappears from my grip and she is sitting on my cock. She let out the loudest moan possible as she slid down onto it...I can't believe she didn't cum right there. starts to ride me pretty quick, but in a rare moment of clarity, I recall that she hadn't been with a guy in a long time so I sit up and slow her down. I start kissing her neck and tits and slowly rock her on me. We go at this for a few minutes and I could feel the orgasm building deep in her. She cums, hard, like someone who had not cum in several years (if there is such a thing?). Blown away by my ability not to cum, I let her orgasm phase out and then flip her over onto her back and hinge back on my heels.

"What if they come in?" she says. Shit. Yeah. As if Cooper couldn't get more shy, the sight of me railing Kim would surely send his cock back inside forever.

"Lets go to the bathroom" I suggest. Without exciting her, I pull Kim up onto me, hop off the bed slowly, and carry her over bathroom, closing the door behind us. For what seemed like a good 20 minutes, I fucked her in every position possible - on the counter, in the shower, on the floor, standing up, while taking breaks to kneel and lick her pussy to a few more orgasms. Fuck, this was one of the hottest nights of my life. Little did I know...

After another screaming orgasm on her part, I realize how silly it is to be in the bathroom and she agrees. We go back into the hotel room, and Cooper and Lindsay are still out on the balcony talking! WTF dude. Kim throws me back down into the bed and gently lowers her still insanely wet pussy onto my cock. She rocks slowly as we kiss and she tastes her juices on me (familiar for her, I'm sure). Yes, somehow, I still had managed not to cum at this point.

A few minutes in, the balcony door opens and Cooper and Lindsay enter. Luckily, Kim and I are under the sheets (but clearly mid-coitus) and the other two look over and give us a little laugh and smile. Coop walks over to the end of the bed and says "hey man, good to see ya, I'll catch ya next time you're in Boston" and heads to the door. Lindsay follows him over to the hotel room door; Kim and I watch them kiss, and Cooper opens the door and leaves.

At this point, genuinely concerned for her friend's libido, Kim stops her slow grind on my cock and looks over at Lindsay, who turns back towards us looking like her heart had just broken.

"He...he's just leaving? just like that?" says Kim. "Yeah...I guess." says Lindsay looking up at us, as though we weren't even there. An awkward silence goes by.

"Lindsay...Get in here!!" I don't know how that came out of my mouth at that moment, but it did. I guess I knew this was my chance.

Lindsay looks up. A huge smile spreads across her face. "Ok!!!" and she runs over to the bed and starts to take her shirt off.

"You're really gonna love this Linds" says Kim, as she removes the sheets, hops off my cock and starts to help Lindsay undress. Her pants come off, her panties, and then finally her bra, to unleash these magnificent round perfect DDs. Upon the sight of this, Kim looks up at Lindsay and the two immediately start making out and squeezing each other's tits. I stare in calm yet internal disbelief. After about 20 seconds of kissing, Lindsay straddles me and starts to lower her pussy. I grab her hips and slam them down onto my cock as she squeals with surprise and pleasure. I grab Kim by the right leg, and bring her ass and pussy back over to my mouth.

If you guys want to hear the rest (its just getting started), let me know! This is my first time.

Edit: changed some names and other tweaks ;) I'll write part II later tonight when I get home!

Edit II: PART II http://www.reddit.com/r/gonewildstories/comments/2w66m4/my_first_threesome_with_the_two_teachers_from/