In my younger and more vulnerable years, I experienced my first male-male-female threesome at the tender age of 26. After talking things over for a few days, Ron and Cherry sent over their first uncensored photo that showed their faces. An absolutely gorgeous couple and over twenty years my senior! Sometimes, I suppose I just get lucky. Cherry’s shoulder length blonde hair framed her beautiful face perfectly and paired exquisitely with her alluring blue eyes. Ron had a tough appearance with facial features carved from stone, handsome in the way that a mountainside or log cabin is.

Just before I had left, the couple had gifted me a short video of Cherry sucking Ron’s cock in the room we would eventually make our way to. Most definitely a way to build anticipation. I met the couple at a hotel near to my home and I was grateful for the bar it had inside. I met Ron first and we sipped our drinks for a few moments before he led me outside to meet Cherry. We hugged and her delicious scent invaded my clothes. We made small talk and I, being a nervous wreck at the time, slapped my glass away and it shattered on the patio. Ron was kind enough to get me another while my conversation with Cherry continued. Ron returned with another gin and tonic for me before Cherry announced that she wanted to head to room and “get ready.” She left Ron and I to our own devices while we eagerly awaited the “I’m ready” text.

In what could have been an eternity, Cherry eventually gave Ron the green light and we made our way up to the room. Upon entry, the moody lighting draped Cherry in mystery and overwhelming sexuality. I could make out freshly donned red lingerie: a lacy camisole with a sheer midsection and thong to match. I excused myself to the bathroom to rinse off before joining them. After hitting the vital sections, I emerged naked to see Cherry on her knees with Ron’s cock in her mouth. His thick shaft dominated her lips, but years of marriage had trained her on how to best handle his beast. Ron moaned as Cherry sucked and stroked; I eagerly joined. Cherry took each of us in her hands, her mouth going back and forth servicing our rigid cocks. Cherry’s eyes locked with mine and I knew that I would have to pace myself, lest blow too quickly. After a time, Cherry stood.

I guided her to the bed and pulled her thong off. I dove face first between her thighs and lapped up the center with passion. Ron moved onto the bed and knelt aside her, fucked her mouth while I sucked her clit. I could hear Cherry choking on her moans of pleasure as I got her as wet as possible. We changed positions, Cherry knelt onto the floor and slipped me back in her mouth. Ron mounted her from behind and slid his cock inside. Cherry’s muffled groans reverberated down to my balls as Ron pumped away. After some time, Ron’s pumping subsided and Cherry removed my cock from her throat.

“You wanna fuck me?” she inquired, already knowing the answer.

“Absolutely,” I replied, slipping off the bed and grabbing a condom. Once secured, I joined Cherry on the bed, who had gotten on all fours and continued sucking Ron. I slid my cock insider her and grabbed her hips. Cherry began to groan and Ron, in a half whisper, began to dirty-talk her.

“Yeah, take his cock, you whore,” as I pumped away.

I wish I could tell you that I was a total stud and pounded Cherry for an hour straight, but the truth is, I managed about five minutes of her pussy before cumming inside. I pulled out and tossed away the condom as she and Ron continued. I stroked and watched, hoping to resurrect my spirit and rejoin the fray.

In an event not too often experienced by myself, I felt life’s resurgence. I was instructed to lay down on my back next to Ron while Cherry took her place between us, her hands wrapped around each cock. She stroked them in unison and took each in her mouth in turn. Her devious fingers slid down to our assholes, and she slowly inserted a finger in them. While this move was foreign to me, Ron’s cock seemed to harden from the visit to his hole.

When this exploration had subsided, Ron and I took turns sucking each other off. Ron took me in his mouth first. I could feel his warm breath on my shaft, and it was the first time a man had taken me fully into his mouth. I knew I had to return the favor and when an opportunity presented itself, I took his thick shaft into my mouth and cupped his balls. I could not go that far down but I did my best sucking his balls to add to the pleasure.

Eventually, I slid on another condom and Cherry climbed on top of me. Her palms braced against the wall as she began to ride my cock. Ron moved behind her and slowly pushed his thick cock inside her ass; I had successfully DPed a beautiful woman. Cherry screamed unlike anything I had heard before; the double infusion of thick cock sent her over the edge. I can only imagine what outsiders must have heard!

Cherry needed a break and broke free from her pleasure prison.

“Did you want to try fucking his ass?” she inquired to me regarding her husband. I had never once been with a man in that sense, but with my life philosophy of “you’re going to die one day and regret all the things you didn’t try” I knew this would be one of those moments. Cherry handed me lube and I prepared my cock. I lined up my shaft with Ron’s hole and slid in with relative ease. At that stage of my life, I had not successfully done anal at all, but I was surprised with how simple it was. I grabbed Ron’s legs and began pumping away just as I had done to his wife. I could feel his hole grip my thick shaft. It was such an interesting experience, not like being inside a pussy at all. Cherry watched with glee and took Ron’s cock in her mouth again. Ron’s groans grew louder and louder as I continued to pound his ass.

“Oh fuck, that’s enough, I can’t take it,” Ron cried out after having his fill. Cherry offered her ass to me as well. How could I say no? I lubed up again and took her ass while Ron slid underneath and ate her pussy.

“You know, you’re the first girl I ever fucked in the ass?” I announced to Cherry. She giggled and mentioned feeling a sense of pride being my first anal experience with a woman. I once felt the unique grip of an asshole around my cock as I pounded away. I could hear Ron tongue fuck his wife’s pussy from below as I continued to collide with Cherry’s amazing ass.

The heat from the room was beginning to get to us all so we decided to take a break and have another drink outside. Ron jumped in the shower to rinse off while Cherry dressed. I too rinsed and dressed, following them out the door and back to the hotel bar.

The air had become cool, and night had truly set in. It was as though we had fucked the entire day away. I enjoyed another gin and tonic while all three of us made another round of small talk. With spirits restored, we elected to return to the bedroom.

Pulling off my clothes yet again, Cherry was back to her first position: on the floor, Ron’s cock in her mouth. She pulled me in her mouth as well, the tips touched inside her. She took many generous laps of our cocks before we knew it was time to pound her holes again. Ron moved to the bed and Cherry climbed on top. I moved behind her and slipped my protected cock inside her pussy alongside her husband’s. The sensation of two cocks rubbing together inside Cherry’s pussy was an unforgettable experience, and one I hope to repeat with another couple someday.

“Fuck her ass again,” Ron commanded as he maintained his position within his wife. I pushed into her ass again, now having DPed her in both positions. Cherry screamed from the overwhelming pleasure again. Ron pulled out from her pussy as I continued pumping her ass and slid underneath to devour her pussy. Her mouth found its way to his cock. I could feel a second wave of pleasure descending and knew I couldn’t last much longer in this entanglement.

Ron told me to cum on her face and Cherry welcomed it. I pulled out of her ass and ditched my final condom. She got on her back and used Ron’s ankle as a pillow, gently massaging his balls as I stroked myself to completion. I shot one of the biggest loads all over her mouth and face and she took every drop. It felt like my ropes would not cease until eventually I exhausted my ammunition and stared down at her covered face. Suddenly, Ron groaned and began to add to the load, finally cumming after all the action. I suppose seeing his wife’s face covered with another man’s cum finally did him in.

From then on, I knew sex would never be the same for me.