My fiancee and I had a threesome with an escort [MFF].

***There was some interest in doing a write-up on this experience based on our recent post in r/sex, so here it is. Enjoy!

​

While I sat on the hotel bed, I rubbed my hands on the sheets. “Damn, they’re still clammy.”

This night had been nine months in the making. Tonight, my fiancee Jenny and I were going to have a threesome with another woman. Jenny and I had discussed everything about this night and had prepared things the best we could, but once you’re actually there it is a whole other story.

8:45 PM. It was fifteen minutes until Rosa was suppose to get here. We had found her through a high-end escort agency. The first thing Jenny said when she saw her picture was, “Damn she got some big ol titties!” But that confidence was now both gone from both of us as we nervously waited.

Jenny was in the bathroom quietly putting on her makeup and doing her hair. I walked into the bathroom and asked, “Still good?” “Yeah,” she replied nervously, “I’m nervous, but in the way you get nervous about going on a roller coaster. Like I’m excited and nervous at the same time.” “Me too,” I responded, “I was talking a big game before, but now I feel like I’m 16 again.” Jenny nodded as she held a strand of hair in her mouth while she curled the rest of her hair.

Jenny had been my girlfriend since high school and now we were in our late twenties and engaged to be married. We were each other’s first and only everything; first kiss, first romantic partner, and first and only sexual partner. It was this lifelong commitment to one another that let us feel comfortable to do something like this. And I was still madly in love with Jenny. I kissed her on the cheek and let her finish her hair.

Jenny, is short with long dark, wavy hair. She has dark brown eyes and was wearing a dark, muted lipstick. Her Costa Rican background had blessed her with a nice round butt and perky tits to match. Lots of work in the gym kept her body firm and tight. I admired her ass in her tight deep blue dress as I left the room. How did I get so lucky? I myself am a bit taller than Jenny, but not super tall. I have a stocky build from a life of sports. I have lighter brown eyes and short, neatly combed dark brown hair. I wore a nice pair of navy pants and a pressed dress shirt.

I went back to the main room and arranged a few things. I set up some chairs in a little circle. I placed an unopened box of condoms, tissues, baby wipes, and lube on the bedside table. Lastly, I placed Rosa’s fee in a small envelope and left it on the TV stand. I took a sip of whisky and just thought to myself, “What is going to happen tonight?”

*Knock knock*. I looked at the clock and she was a few minutes early. I immediately felt adrenaline rush through my body. I got up and walked to the bathroom and looked at Jenny. I can only describe her face as “Holy fuck, I can’t believe this is happening.” I opened the door and was greeted by a smile. “Alex?” I paused for a second before coming to my senses. “Hi, Rosa? Come in.” Rosa looked nearly identical to Meghan Markle. She was had tan skin and long black wavy hair similar to Jenny’s. She was a little bit taller than Jenny and I could see her round butt and tits pressing against her black dress. Her hair and makeup were classy and low-key and I would have never guessed that she was an escort based on her appearance.

“Hi, I’m Jenny!” I immediately could tell that Jenny liked the way she looked. Jenny quickly looked her up and down as I took Rosa’s coat. “This is a nice set-up you got here,” Rosa said looking around the top-floor hotel room with a big king bed to the side. “Well, you only get to do this for the first time once. Why not make it memorable?” I replied with fake confidence. “By the way, this is for you.” I handed Rosa the small envelope. “Thank you!” she said as she quickly placed it in her purse without checking. She quickly texted her driver that everything was good.

“Can I get you a glass of wine?” I asked. “Yes please!” I poured her and Jenny a glass and I kept drinking whiskey. “Cheers guys!” Rosa said as we clinked glasses. “So what made you guys want to do something like this?” Jenny and I both shyly grinned at each other. Jenny responded, “Umm, it’s something we have talked about for a really long time and we were both into the idea.” Jenny shrugged her shoulders, “Life is short, let’s just have some fun.” Rosa pressed a bit more, “So you have never had a threesome before?” I jumped in, “I have never kissed another girl other than Jenny.” I immediately realized how lame that sounded. “What?!” Rosa said a bit shocked. I followed up, “In fact, Jenny has kissed more girls than I have!” Jenny playfully slapped me on the arm. But then Rosa grinned and said, “Well I guess this is going to be a big night for everyone.”

We chatted and drank and chatted. Rosa told us a little bit about herself. I don’t know how much of it was true, but she was a very chill and sweet girl. Then Rosa started directing her focus at Jenny. “I want to make sure that you feel comfortable the whole time. If at any point you want to stop, we can stop. You’re my first priority.” This helped Jenny relax a bit more.

Rosa listed off a few questions to Jenny. “Are you ok with me kissing him?” “Yes.” “Are you ok with me going down on you?” “Yes.” “Do you want to go down on me?” “Yes.” “Are you ok with me fucking him?” “Yes.” I was starting to get very turned on hearing them discuss the things they could do with each other.

After about 30 minutes, Rosa said, “I would love to talk all night, but why don’t we get started if that’s ok with everyone.” Jenny smiled and said yes, the nervousness she had from the start was gone. “Can I kiss you?” Rosa asked Jenny while looking her dead the eyes. “Yes.” Jenny replied softly. With that, Rosa leaned forward on the bed we were all sitting on and started slowly kissing her. I just sat there with a dumb open-mouthed face taking in everything. Jenny reached up and placed her hand on Rosa’s neck to bring her in closer. I could see their lips and tongues swirling around.

“Why don’t you take off your dress?” Rosa said after taking a quick break from making out. Jenny obliged by unzipping herself and revealing her midnight black strappy lingerie that showed off her figure perfectly. “I’ll get more comfortable too,” Rosa said and slipped out of her dress revealing a bright red lacy body suit with her tits bursting out. Rosa started to run her hands on Jenny’s body, but then paused. “Why don’t we get Alex involved?”

Honestly, having just watched the two of them making out, I almost forgot that I was involved in this as well. I looked at Jenny and her initial nervousness had been replaced by sexual intoxication. I leaned forward and kissed Jenny deeply. I grabbed the back of her neck tightly and placed my other hand on the inside of her thigh. After a deep long kiss, I stopped, looked at Jenny who smiled and I went to kiss Rosa. This was literally the second girl I have ever kissed. Her lips were very soft and her tongue met mine while I still hesitated. I broke off the kiss and looked at Jenny. I wanted to make sure that Jenny was still ok. Before I could say anything, Jenny pulled me by the back of my head and kissed me tightly. “Damn girl, that was hot.” Rosa said with a little laughter. “I think we’re all pretty comfortable now!”

Rosa asked Jenny, “I love your lingerie, but is it ok if I take it off?” Jenny said yes as she started to decipher the knots of the lingerie. We all pitched in to help her take it off. Rosa started kissing Jenny’s neck and working her way down to her breasts. I could see Jenny’s heart pounding and her chest get flush. Rosa slowly and softly kissed Jenny’s nipples as Jenny breathed out sharply, but quietly. Rosa’s kisses kept getting lower and lower. I started leaning towards Jenny, but Rosa said, “Hey, I think you need to get undressed too.” I was out of my clothes faster than Superman in a telephone booth. While Rosa’s kisses went lower, I leaned over and started kissing Jenny’s neck and breasts as she lay on her back.

“Are you still good?” Rosa asked as she looked up at Jenny through her legs. “Yes!” Jenny quickly spurted out. Rosa started to kiss Jenny’s neatly waxed pussy. Jenny grabbed the back of Rosa’s head and started squirming her hips. I continued caressing and sucking Jenny’s tits. After a couple minutes, Rosa popped her head back up. “How was that?” “Good!” Jenny replied quickly. “Yeah, I could tell!” Rosa shot back showing that her mouth and hands were covered with Jenny’s juices. Rosa then asked, “How about we both go down on him?”

Again, my focus had been so much on Jenny that I had almost forgotten about myself. I leaned back on the bed and Rosa took off the rest of her lingerie. Rosa’s nipples were very different from Jenny’s as Jenny’s are short and flat while Rosa’s were long and hard. “What does he like?” Rosa jokingly asked Jenny. “I’m sure he’ll be fine with whatever.” Jenny responded sarcastically. “Why don’t you show me?” Rosa said as she grinned. Jenny looked up at me and rubbed a hand up my abs towards my chest and then went as deep as she could. I think Jenny wanted to impress Rosa with her dick-sucking abilities. Jenny licked up and down the shaft before taking it as deep as she could multiple times, coming up for air after each deep suck.

“My turn.” Rosa started going down on me. This was wild. Jenny looked on intently as if trying to learn some new techniques. While Jenny’s blowjob was deep and slow, Rosa’s blowjob was aggressive and fast. She swirled her tongue all over my dick which was getting increasingly hard. I leaned my head back in ecstasy. I then felt another tongue closer to my balls. Jenny had started kissing and licking my balls while Rosa worked the head. I read somewhere once that getting your dick sucked by 2 girls isn’t as good as you think. I have no idea what that person is talking about. Jenny moved up from my balls and started licking my shaft. Rosa saw this and started started licking my shaft and head in unison. I could have died right there with no regrets.

“I want to fuck you.” I said directly to Jenny. I then turned to Rosa and asked, “Is it ok I fuck her without a condom?” “Of course!” Rosa replied happily. “How do you want to-” Before Jenny could finish I flipped her over and pulled her ass up. “I want you to go down on Rosa while I fuck you.” Rosa started to spread her legs for Jenny. While I was lining my cock up with Jenny’s pussy I looked up to see Jenny already face first into Rosa’s lap. I pushed in one deep slow thrust. “Holy shit.” I said to Rosa, “You weren’t kidding about Jenny.” I pulled 80% out and my cock was covered in Jenny’s cum. It was dripping on her thighs and now on my lower abs. I reached down and started slowly massaging Jenny’s clit with a decent amount of pressure, just the way she likes it. Her moan was a bit muffled since she was still tongue deep in Rosa. I started to fuck Jenny hard. Jenny squeezed her legs together to make it even tighter. I slapped her ass with my one free hand. Rosa and I made eye contact before her eyes rolled back while holding Jenny’s head.

After a couple of minutes thrusting away, Rosa said to Jenny, “I want him to fuck me, is that ok?” Jenny nodded. “Are you ok with that?” Rosa said to me sarcastically. “I guess so…” I responded equally sarcastic. “But I want you to be included too,” Rosa said while grabbing Jenny’s waist and pulling her close, “I want you to ride my face.” Jenny got on top of Rosa’s face while I positioned myself by Rosa’s legs. From a combination of nerves, booze, and overexertion fucking Jenny I had gone a bit soft. I stroked myself until I was hard again then grabbed a condom. I slowly entered Rosa. She was just as tight and warm as Jenny. I asked Rosa, “Can I play with your clit?” “mmuhmhuhmm!” she said while Jenny was still riding her face. I licked my fingers a bit and slowly rubbed around her clit before finally making little slow circles on her clit. I fucked her hard and Rosa used our momentum to lick Jenny hard. Jenny was moaning hard and squeezing her legs as I could tell she was cumming. Seeing Jenny cum, made me want to fuck her again.

I told them I wanted Jenny to ride me while Rosa rode my face. They happily obliged. There was so much happening, it was challenging to focus on more than one thing at a time. Rosa was grinding her clit on my tongue, Jenny was riding me like crazy, and I was like Ricky Bobby, “I don’t know what to do with my hands.” I reached to grab Rosa’s tits, but Jenny was already grabbing them. I switched to Rosa’s ass and pulled her hard on to my tongue. Rosa moaned hard. After a little while, Rosa leaned forward and stopped breathing before letting out a long sigh. Jenny and Rosa switched spots and Rosa started sucking Jenny’s juices off my cock. Once Rosa hopped on my dick, Jenny turned away from me so she could make out with her while they both rode me. I was literally drowning in pussy. The only problem is that it was kind of hard to see what was going on, but I’m not complaining!

I glanced at the clock and saw that we only had about 15 minutes left. Rosa said, “Why don’t we finish you off?” I took my tongue off of Jenny’s pussy and said, “Sounds good.” I got up and Rosa looked at me in a bit of humorous shock. “Oh my god, you’re so red! You look like you’re going to pass out! Do you want a water break?” She was joking, but I took the opportunity to chug some water.

I asked Rosa, “Where can I cum?” “Anywhere but my mouth. I’m a bit of a prude when it comes to that.” I asked, “Can I cum on your tits?” “For sure!” She replied excitedly. “How about Jenny and I play with each other and you shoot it on us?” With that Rosa laid next to Jenny and they started making out. Each of their hands reached down and started playing with each other’s clits. I drank in the sight like a dehydrated man walking the desert. I put a bit of lube on my dick and started stroking myself as I had gone a bit soft again. I positioned myself beside Rosa while they played with each other. I was getting pretty close when Jenny looked up submissively at me while Rosa kissed her neck. That’s what got me.

Despite them laying side by side, I covered both of them. Some shots skipped Rosa entirely and landed on Jenny. My cock sprayed like a damn sprinkler covering both girls’ tits. After about 13 shots, I let out a final groan while squeezing out the last drops. Rosa looked up at me in pure confusion, “Dude, what was that?!” Jenny laughed and said with a bit of pride, “Yeah…He cums a lot.” Rosa responded still in a bit of shock, “You may not believe me, but for real that was one of the biggest loads I have ever scene. If you guys try and have kids, you’re going to have triplets.” Me and Jenny both laughed and high-fived each other. We then high-fived Rosa.

Rosa asked, “So…good time?” “Good time,” we both responded out of breath.

We chit chatted a bit more then Rosa took a shower. She hugged us both and we let her out. Once she left, Jenny turned to me and loudly whispered, “HOLY SHIT! That was great.”

After a couple minuted of catching our breaths, I suddenly realized, “Oh shit, I forgot to give her the tip I was going to give.”

Jenny responded, “Oh well, I guess were just going to have to see her again.”

Source: reddit.com/r/gonewildstories/comments/b9vgb8/my_fiancee_and_i_had_a_threesome_with_an_escort