Helping to fulfil a threesome fantasy

I had a message from a young woman (we'll call her Jane) who was looking to arrange a special treat for herself at a city hotel and was wondering if I was interested, and ok with sharing her with another guy. Apparently a number of guys had expressed interest but had vanished once they knew another guy would also be involved in this special treat.

Seeing the pleasure on the face of a woman being entertained by 2 attentive gentlemen is one of my favourite things, and therefore not an offer I was about to refuse.

As luck would have it, I was free on the night that the planned treat was booked and said I’d love to assist in bringing her desires to reality. After a few messages back and forth we exchanged contact details to make it easier to communicate leading up to the date.

In the days leading up to the date Jane and I kept in regular contact. She informed me about the other guy (we’ll call him John) who would be joining, and set up a group chat so we could all get to know each other. John sounded cool so there were no hesitations on my part.

Now there’s nothing like building a bit of anticipation, so I asked Jane about some of her previous experiences and relayed some of my stories involving 2 guys, and a woman as the centre of attention. This seemed to get her excited as she kept probing for as much detail as possible and expressed how much she was looking forward to our upcoming adventure. Jane also mentioned that she had previously met up for John on another occasion which had made it easier for her to arrange this night for herself. We talked about some of the things we would like to try and haven’t yet, and I asked Jane what was something she hadn’t done and was hoping to try with us. After describing how she was craving being seduced by 2 guys slowly kissing her, peeling her clothes off, and devouring her body, she said she really wanted to feel 2 men inside her at the same time. Well that is something I’m sure John and I can help you with.

The plan was for us to meet at a sexy cocktail bar in the city for a couple of get to know you drinks, and then if everyone clicked, back to a hotel room to continue the party.

The date was set for a weeknight, so after I finished work I jumped in the shower to freshen up, trim some areas, and think about the night ahead. Before jumping in the car I messaged Jane to say that I was on my way to the bar and looked forward to seeing her and John there.

I arrived first and found a table facing the door so I could see who was coming through. Being around 7:30 at night it was still very quiet, a few of the after work crowd were still there, but the after dinner and show crowd hadn’t arrived yet. The bar was dimly lit, but with enough light to make out what was happening around the room.

I messaged to say that I had arrived, and had found a table for us. John messaged back almost instantly saying he was just walking up to the front door. John spotted me instantly and walked up and introduced himself. We got on well from the moment we met and were chatting away when a message from Jane came through saying she was on her way and would see us in about 15 minutes.


When Jane walked through the door she had a big smile on her face, and was looking even hotter in person. She was showing just the right amount of cleavage to tease anybody that was looking in her direction, and I wouldn’t wait to take a closer look and take those beautiful breasts into my mouth.

We all ordered cocktails and chatted a bit about ourselves, how many people we’ve met online, threesomes we’ve had before, and some more vanilla topics. But the excitement in the air was electric and without saying a word we all knew we wanted to get somewhere more private and really get the night started.

As we finished our cocktails and prepared to leave Jane lent over to me and proceeded to apply a very passionate kiss. It was one hot kiss, and we explored each other's lips for a minute or two, before she broke it off and did the same to John. This was very hot to watch, especially since I had just been given the same passionate treatment. I’m not sure who in the bar witnessed this double display of passion, but I hope it got them picturing in their mind what may happen next.

On the way back to the hotel we picked up some drinks to keep the relaxed mood going. Once inside the room we cracked a bottle of bubbles and poured some glasses. We stepped out onto the balcony which was 10 floors up and overlooked a popular CBD garden which still had pedestrian traffic walking through after 9pm. We sipped our wine and Jane took turns kissing us and wondering if anyone below was seeing what was going on. After about 15 minutes Jane excused herself and left John and myself talking on the balcony. It wasn’t long before Jane returned and had changed into something a little more comfortable, but a little too revealing to return to the chilli night air outside on the balcony. She just looked at both of us, and without a word we stepped off the balcony to join her in the room.

Once we stepped inside Jane pulled me close for a kiss which lingered for about a minute, before turning and doing the same to John. As she started kissing John, I ran my hands through her hair and massaged her shoulders, which was met with a sigh of enjoyment. Jane turned back to me, but this time holding the kiss longer while her hand moved down to rub my cock through my pants. Meanwhile John was now kissing her shoulders and easing the straps of her lace top off her shoulders. Jane's other hand was reaching behind to find John's pants and she began rubbing both of us. I moved from her lips to start kissing the front of Jane's neck while John continued kissing the back. Jane continued to rub both of us while we applied kisses all over her shoulders and neck. Eventually Janes top slipped off her shoulders and onto the floor, revealing the most beautiful womanly figure. I started kissing lower and lower until I reached the top of her breasts and lingered there teasing for a few minutes before continuing down to her nipples and then teasing them with my tongue. While I was enjoying the taste and sensation of her nipples on my tongue and lips, John joined in and took Jane’s second breast and began to devour it. Jane had her head back moaning in pleasure while she had a hand on each of our heads and running her fingers through our hair.

At this time us guys were still fully dressed and Jane was standing in the middle of the room with a sexy pair of lace panties and 2 attentive guys attached to her glorious boobs. Jane had had enough teasing and pulled me up and started unbuckling my belt and instructing me to remove my shirt. John took the hint and slid out of his pants and shirt too, so we were all now just in our underwear. We went back to massaging her breasts with our tongues, while my hand made its way to her mound and started to rub her pussy through the cloth of her g-string. There was no doubt this was just as exciting for her as it was for John and I. She moaned instantly at my touch as I proceeded to tease her.
Jane took the opportunity to reach down and rub both our cocks through our underwear, while looking us in the eyes with a knowing smile. I can’t imagine what she must have been feeling, knowing that she was about to be pleasured by 2 guys.

Jane got down on her knees and slid our underwear down like she was unwrapping a present. Needless to say we were both straining against the side of the fabric well before she had released us. With a cheeky smile she slowly slide her mouth over John's cock while looking me in the eye while ever so gently stroking my cock. She then switched and took the head of my cock into her mouth, teasing it while looking at John and massaging his balls. After teasing both of us for a couple of minutes this way, she then took both our cocks into her mouth at the same time.

We made our way to the bedroom slowly, not wanting to break any of the touching, kissing and licking which was going on at that moment. Somehow we found our way to the bed without Jane letting go of the hard cocks she had in each hand. I started to move my head down Jane’s body, kissing and nibbling her skin every few centimetres until I was just above her pubic mound. I just wanted to dive and start licking her beautiful womanly mound, but the urge to keep teasing was stronger. Feeling me move down, Jane realised my cock and I crawled between her legs where I could get access to her thighs and sweet smelling pussy. I started just above her knees and kissed up the inside of her thighs, around her pussy until I was just above her wanting wet lips. I gave the very top of her lips a quick poke with my tongue and then continued kissing down her other thigh. Before continuing I looked up to admire the site before me.A beautiful wanting pussy centimetres from my face, and over the horizon of her mound 2 magnificent breasts with fully erect nipples. And further into the distance a cock being sucked in the most sensual way.
John was kneeling on the bed near Jane’s head. Jane’s soft lips just slowly parting around the tip of John’s cock, and ever so gently taking more of him into her mouth with each individual stroke. I could have watched this scene forever, but I love pleasing a woman even more. Moving up to her pussy I started to make long strokes from the top to the bottom. Jane’s was already very wet from the fingering in the lounge room, and most likely the thought of having 2 guys all to herself. After a few teasing runs across her outer lips, my tongue slipped deeper inside without any effort or probing. While I teased her wet opening, I was alternating between mildly sucking on her clit and then massaging with my tongue. I could hear moaning coming from the other end of the bed, probably from 2 people, but by the tensing and movement of Jane’s legs she was likely the main culprit. A few seconds later a hand was on my head holding me down as Jane’s body started to shake, as quick as the hand was to push my head down, it was now trying to push my head up, as her orgasm took over and my touch on her clit became too sensitive. I gave a couple more licks to ensure her orgasm was a big one and then gave in and moved my mouth from her still shaking mound. I moved up to her head where John was still kneeling. Jane looked at us and demanded, “One of you need to fuck me now”. Neither of us needed any encouragement, but in this situation what is the etiquette for deciding who goes first. I encouraged John to have the honours, as I was keen to feel those lips around my cock, after seeing John’s cock so sensually tasted earlier.

Jane rolled off her back and onto her knees. I lay on my back as Jane looked into my eyes and started to tease my cock. It's so hot when a sexy woman looks into your eyes while devouring your manhood. John got behind, and I’m sure he slid in without any resistance. Jane momentarily stopped paying attention to my cock in her hand, and the soft exhale and look on her face told me that John had entered her. Once she had accepted John's cock she started to focus again on the cock in her hand, and proceeded to lick around the tip and tease by taking short strokes of my cock into her mouth. Until now I hadn’t noticed that the room had floor to ceiling mirrored cupboards. I looked away from what was right in front of me, to see the three of us from a distance locked in one fucking hot looking situation. One hot women with a cock in her mouth while being fucked from behind. As John picked up the speed, Jane would suck harder, occasionally stopping as her own pleasure increased and when this happened she would squeeze hard on my cock. Getting sucked by a woman while she is being fucked is one of the most intense BJs you can have, and this one was certainly intense. It took a lot of will power not to cum. Luckily John indicated that we should swap positions, which was great timing as I wouldn’t have lasted much longer with such an intense sensation applied to my cock.

Jane rolled onto her back, while I rolled a condom over my well stimulated cock. Meanwhile John had placed himself beside Jane's head. Jane slowly stroked him while looking up at me as I lifted her legs in the air. As I entered her, I watched as she moaned and sucked on John's cock at the same time. I kept a steady rhythm going to ensure that Jane’s time with 2 guys wouldn’t be over too quickly. While I kept fucking, Jane alternated between sucking and stroking John’s cock. I’m sure it wouldn’t be long before one of us comes, so I thought we should change it up before we do.

Knowing that Jane had wanted to feel 2 guys inside her at the same time, I motioned for her to roll over on top of me. I think she knew what was coming, and we rolled as one, until Jane was on top with my cock still deep inside. Jane rode me for a minute or so while John made his way behind her. Jane laid herself down on my chest and her lips pulled me into a passionate kiss as she prepared herself for John's entry. John had no problem entering and Jane now had 2 cocks in her pussy. I looked to my left to see the reflection of our bodies all connected together. As we started to get a rhythm going, Jane’s breathing got heavier and heavier. There was no doubt she was enjoying the sensation of 2 cocks stretching her and rubbing against the sensitive nerve endings in her vagina. It didn’t take long before she exploded in an orgasm and was shaking uncontrollably and collapsed on top of me. John pumped a few more times and came while Jane was still in the aftermath of a massive orgasm. Jane had completely collapsed on my body making it difficult for me to continue to pump her and reach my own orgasm. In that moment she was totally spent and the look in her eyes when they opened was one of pure pleasure. John pulled out and disappeared into the bathroom, while Jane stayed lying across my chest with my cock still inside her.

If that was round one, I was wondering how hot round 2 would be. As John reappeared from the bathroom, Jane rolled off me. Apparently John had to leave and couldn’t stay to continue the night. John left us both still naked and lying on the bed. Jane and I were lying next to each other, but our heads at opposite ends of the bed. My hand was between her legs fingering her freshly fucked pussy, while her hand continued to slowly stroke my cock. As I inserted more and more fingers into her, she told me how good the night had been and that next time she would like to try DP with one of us in her arse. This was not something she had tried, but trusted us enough to know we would look after her and that the chemistry between the three of us really worked.

We stayed like this talking and playing with each other for about 15 mins before she got to her knees and started to take my cock back into her mouth. But this time it wasn’t slow and gentle, this time she was on a mission to milk me dry. After a couple of minutes of this, Jane motioned for me to get on my knees. As I did so, she slid underneath and started licking my balls while using both hands to gently milk my cock. This felt absolutely amazing and had me on the edge of coming, but just before I did she stopped, slid slightly out from underneath my balls, tilted her head back and then took my whole cock down her throat until my balls were resting on her nose. I could feel her breathing through her nose and onto my balls while my cock was all the way down her throat. She then proceeded to grab my hips and push me out and then pull me all the way back down her throat. OMG I couldn’t hold on any longer and shot my load straight down her throat. As I did so she massaged my balls to get every last drop out she could. It was now my turn to collapse onto her. It was one hell of a hot night.