Recently my boyfriend and I have been discussing and exploring a new side of his kinks with his interest to share me with other men. After roleplaying and using a toy as our “third” we decided we would both be ready to test out the real thing. We both trusted and agreed that one of my boyfriend, Nick, friends, Jordan, who has been single for over a year and is on the shy side might be our perfect test. He is a sweet, handsome guy who we both knew had been striking out on a regular basis.
After testing the waters and slowly taking things further with him these past few weeks growing from a handjob to a blowjob, our good friend Jordan agreed to finally sleep with me. After a long week apart from my boyfriend for the holidays we started a group chat and discussed the details and plan. New Years Eve would be the perfect time since we would all be going over to our mutual friends house for a party anyways and thought what better way to start our journey as a experimenting couple by embracing it at the start of the New Year!
Knowing now a few things that get Jordan turned on I decided that to make sure he was fully ready to take this next step I would wear things to get his blood flowing while we were at the party. Jordan has told me before he loves when girls wear fishnets under their skirts and Nick mentioned to me how Jordan confessed to him how he has always fantasized about sleeping with a girl while she wore high heels. With this information I planned out my outfit checking off those items by pairing black fishnets with a mid thigh leather skirt and matching black stilettos finishing the outfit off with a light grey crop tank top opting out from wearing a bra so Jordan would be able to see how horny I was all night.
While Nick and I ubered to the party he was already teasing me and kissing me in the back seat creating a horny mess of me saying how much he couldn’t wait to watch Jordan and I together. In true Jordan fashion he arrived late to the party after Nick and I had already been there for over an hour and I had already been feeling pretty tipsy. Doing my best to not let the rest of the party know the three of our little secret planned I waiting until Jordan was alone to give him a hug and peck a kiss on his cheek in the kitchen while he fixed himself a drink. I whispered in his ear “I can’t wait to have you inside of me later” leaving him with a wink and swayed my hips a little extra while I walked out as my heels clicked against the hardwood floors.
The night went on and I floated around the house with Nick and Jordan among a crowd of people until an hour before midnight I found an opportunity to tease Jordan a bit more. I saw Jordan go outside to get some air while a few others were on their way back in from smoking out back, so I slowly made my way to the backdoor before quickly joining Jordan on the deck. He had been standing off to the side away from the window by a foot or two where I almost didn’t see him at first. As soon as the cold air hit me I was regretting joining him out there until my hormones took over I and attacked Jordan like a hungry lion.
Making sure anyone inside was out of view I cornered Jordan against the house and immediately began making out with him. He paused from our make out whispering “someone might see us” before I cut him off by navigating my tongue into his mouth. I guided one of his cold hands up my shirt to grab my breast while my other hand quickly made work unzipping him and finding its way through the fly into his slowly growing dick. I lightly stroked him on the deck while we made out and I glanced over at the windows to make sure no-one saw. He groaned into my mouth for a few minutes while I played with his dick until we were cut off by a group of smokers I noticed were on their way out.
I quickly pulled my hands out of his pants and walked away from him to the other end of the deck while he zipped himself up and awkwardly held his beer in front of his crotch while the smokers came out though the deck door unknowing of what we had just been doing. The cool air snapped me back to reality and I made and excuse to go back inside now with my nipples fully at attention poking through my top. I made my way to Nick inside and whispered to him the teasing that just happened earning me a few hidden butt grabs from him under my skirt.
I stuck by Nick’s side until the ball dropped when we then got a group text from Jordan that just said “uber will be here in 5, I need to have her asap”.
I sat between the two of them on the ride back and couldn’t help but let my hands roam and squeeze them both through their pants. Jordans hand lightly rubbed my exposed upper thigh through the fishnet until we arrived back at Nick’s apartment. The three of us practically sprinted up the stairs in anticipation and as soon as we got in Jordan was all over me. The confidence progression he has gone through the last few weeks led up to this point where he was already unbuttoning his jeans and making out with me while we stumbled our way into the living room. I excused myself to the bathroom quickly and rejoined them where I was greeted by the two of them stripped down sitting in different chairs watching me walk in.
“Go give Jordan what you’ve both been waiting for these last few weeks” Nick commanded while I approached them. I took a second to take in the sight of the two of them hard for me watching me walk toward them with no sounds other than my heels clicking down the hardwood. I knelt before Jordan running my hands up his thighs whispering dirty thoughts about where the night would lead while kissing him up his thigh.
Slowly I worked my way between his legs before reaching his balls and teased them with my tongue first. Jordan’s dick was at full attention sticking straight out and now lightly throbbing across my face while I made out with his balls. Working my way up his shaft slowly I kissed and teased him while I watched his eyes remain glued to me at all times. I took it slowly sucking and licking all of his dick watching his facial expressions change with each of my techniques.
Just as I began getting into a rhythm while I was going down on him, Jordan leaned out of his chair and stood me up before positioning me bent over on the couch. I felt him roll up my skirt before cracking a slap across my ass. I then felt him rip open my fishnets and pull my dampened thong to the side revealing my ready pussy to the exposed air. I was already extremely wet by now from the teasing at the party to the blowjob I was just giving and begged him to fuck me.
Jordan dove face first and began eating me out from behind while I was bent over the couch at my waist. He took my verbal cues and eventually incorporated his fingers inside me while he flicked his tongue across my clit. He worked me slowly toward an orgasm and just as I moaned I was going to cum he pulled his face away, cracked another loud spank across my ass and then began lining up his cock between my legs before I was able to ride my wave of pleasure. He entered me slowly at first and stopped when he was as far as he could go letting himself stay there for what felt like hours as I felt his dick dance inside me.
Slowly stroking back out he then started fucking me with increased tempo picking back up the rhythm he had with his finger. I looked up from the couch for the first time over at my boyfriend and saw Nick fixed on the two of us while he stroked his dick to the sight before him. Making eye contact with him and seeing his reassuring smile sent a wave through me causing me to grip Jordan tighter and moan that my orgasm was back. He fucked me through nirvana pushing me further over the couch where I was now prone bone with Jordan on top of me with his hands spreading my ass.
I could now reach out and just barely find Nick’s upper thigh where I dug my nails in as Jordan fucked me with purpose. He had been wanting this for weeks but had been too shy to take things the next step. We had hooked up, danced at clubs and sexted for weeks now talking about this night and the excitement had Jordan taking out pent up frustration on me. With a few more spanks that would later leave hand prints for a few hours, Jordan slowed down eventually jumping off me saying he wanted a quick break so he didn’t cum yet. He sat back in his chair lightly massaging his balls while I got up and slipped off my top and took off my skirt. I sat back on the couch playing with myself while Nick continued jerking off and Jordan took in the view. With a quick break Jordan was ready to keep going and joined me back on the couch.
This time I was on my back and Jordan rested my high heels on his shoulders and looked over at Nick briefly then back to me and then asked “where do you guys want me to cum?”. I looked over at Nick while Jordan entered me again and moaned that Nick could decide. Jordan fucked me quickly again holding onto my legs on his shoulders and bit his lip while he looked down at me. After a minute or two Nick chimed in requesting that Jordan finish in my mouth and not long after than Jordan was moaning he was ready to cum. He quickly pulled out and straddled my chest while he guided the tip of his dick into my mouth jerking himself fast.
I swirled my tongue around his head tasting myself on him for a second until I was now tasting shot after shot of Jordans cum shooting across my tongue. Jordan moaned loudly now with a primal grunt releasing all of his cum until he was spent. I swallowed and cleaned the remaining drops from him before he stood up and walked back over to his chair falling into it in exhaustion.
“Holy fucking shit that was the best sex I have ever had” Jordan panted in the corner. We all laughed while I explained how hot it was and how hard he made me cum after denying me from an oral orgasm. When Nick was close to finishing he came over and did the same as Jordan had by straddling my chest and sticking the tip of his dick in my mouth while he unloaded his stick mess into my throat. With the three of us now exhausted and satisfied despite the whole thing lasting less than 15 minutes we remained naked and toasted with champaign while we watched the ball drop in the remaining parts of the country. I finally excused myself to the shower where Nick later came in explaining how Jordan was passed out on the couch.
When the two of us were cleaned up we got in bed whispering about how amazing the night turned out and where we might be comfortable going from here. Jordan woke up with a big smile the next morning to me returning from the store with donuts and expressed how much fun he had with us.
We don’t have any more plans set up but are so happy things turned out the way they did.
Source: reddit.com/r/gonewildstories/comments/101h7jm/slept_with_my_boyfriends_friend_with_his_blessing