In my 30s, I used to use erotic writing as a way to express my feelings, exploring worlds of passion that seemed almost taboo. But with age, comes wisdom. I learned that life was too short, and if I didn't start living, I could only dream about my fantasies. Why just dream about something when later in life, there are no second chances?
As I shared 10 years ago, in addition to my husband, I had a steady boyfriend. It became incredibly sexual and I started to explore the hotwife/cuckold fantasy with him. He had moved away many years ago and, despite having some random encounters with several men - about two dozen over the years - it just never had the same passion or wonder that our experiences had.
Time has also given me the strength to build an even stronger marriage with my husband. Over time, I finally shared my desires to be the center of attention with more than one man. And not only has he made more time for us to enjoy wonderful time together, but he has also supported my desires to introduce another man into some playtime for straight MFM encounters. Sadly, none were ever that good. Hubby was wonderful but the men we brought in tended to be a letdown.
But it was just this Thanksgiving that finally brought about a wonderful and truly memorable encounter. My old lover Jackson was coming to New York for a week to see family and, having raised the idea to hubby, we suggested the 3 of us to meet up in Connecticut for a night to have dinner, catch up and possibly see where the evening takes us. Hubby knew how much I desired Jackson and he wanted to make it a special experience for me. And men, a tip to you all, foreplay begins the moment a woman wakes up in the morning. Make her feel adored and pampered from first thing in the day and she will want to give her body fully and completely.
We actually arrived in Stamford the night before and was staying in a lovely suite overlooking the city. My morning was booked at a day spa for a manicure and pedicure, full body massage, hair blowout and airbrushed makeup as if it was a wedding. After hours of pampering, I was picked up by my hubby, driven back to the hotel and escorted upstairs to our suite. Waiting across the bed was the attire he picked for the evening...a 6-strap garter belt, Wolford stockings and a bodycon keyhole dress that hugged every curve of my body and showed off my chest for everyone to see. I had a pair of stilettos in my bag that hubby quickly got.
I sat on the bed as hubby kneeled before me, rolling up the first nude stocking and pulling it over my foot and slowly raising around my heel, past my calf and up my thigh. He repeated it again, his eyes fixated on both my legs and my pussy already opening up in anticipation of what may lie ahead this evening. I then stood up and clipped the garter belt around my waist, rotating the clasps to my back, as hubby remained on his knees and fastened the clasps to my nylons showcasing my legs. I thanked him by reaching down with my right hand, slipping one finger inside my already wet lips and then placing my finger in his mouth to give him a taste of what may be in store for him later.
I slipped on the dress, and he stood up and helped pull up the zipper from the small of my back to the back of my neck. The style held my body so tight that a bra wasn't necessary. He went and got my shoes from my bag. I casually slipped them on. I put on my jewelry and felt like a princess. I was already in heat but needed to calm my own desires before I started acting like a vixen out of control.
We were scheduled to meet Jackson for dinner at a steakhouse less than a mile from the restaurant. It had been so many years since our bodies explored one another. He last saw me in my early 40s and here I am in my early 50s. I wondered if he would still find me attractive, had he found another lover on the west coast or if he still had the libido of the man I once knew and loved.
Seeing him in the restaurant lobby waiting for us as we arrived, the little girl in me wanted to run to him and kiss him passionately in front of the packed restaurant. But I was with my husband and the father of my children - a man I also loved deeply. Instead, we walked in as a couple and I went over and greeted him like a dear old friend, introducing my once former lover to my husband. And in true class fashion, both men were very warm and friendly to one another. My husband knew this was the one man who had also taken me bareback for our entire relationship. But no, I never did tell hubby about some of the other adventures Jackson and I had done together involving other men. Those will go to my grave.
It was as if 3 friends just picked up where we left off so many years ago, despite the men never having met before. We chatted at the bar for a bit until our table was ready. After a bit, the waitress brought us to our spot....a booth towards the back. I wasn't quite sure which side to sit on, but hubby put my mind at ease, suggesting I sit next to Jackson so we could catch up....as he slid into the bench across from me. With drinks in hand, I felt like the center of attention not only among these two special men in my life but among every man in that restaurant.
We spent the first hour enjoying drinks and appetizers, learning about Jackson's life since he moved out west. He shared he was still with his wife and sadly, the relationship had not improved. I shared updates on my life, my children, college life and thoughts about where to move in retirement someday. All the while I spoke, I could feel the intense passion in the eyes of both of these men. I think I continued to talk more out of nervousness than to admit I was secretly desiring to be their play toy if all went well.
It was just before the entrees were served that it happened. Jackson shared a funny story and as he got to best part, he casually placed his hand on my knee under the table. I hadn't felt his touch there in so many years that a spark ran through my body like never before. The electricity coursing through my body was intense. I prayed his hand wouldn't leave my knee. It didn't.
We continued talking and his left hand remained on my right knee for what seems like hours. I wasn't sure if he was going to move further or if he was waiting on a response from me. Without even thinking about it, my legs spread slightly as we continued chatting, seemingly giving him the encouragement to explore further.
His hand slowly moved up my leg, but over the top of my dress. I welcomed his touch with an occasional glance of my hand on his leg as we laughed and shared stories. Then he found it. His fingers traced the clips of my garter belt. He knew what I was wearing, and I know how much garters turn him - or most any man on.
His fingers continued to explore my leg, discovering the first strap and the second one on the side of my leg. As the drinks continued coming to the table, I ached to have him touch me, to hold me, to fill me. I was becoming so in heat, I was ready to pull out his cock and put it inside me. But I tried to remain the lady.
Fortunately, my waiting wouldn't have to be much longer. After a few more minutes of flirting, his hand returned to my knee. But this time, as his hand moved back up, his fingers went below the hem of my dress. It was only a few inches till he discovered the lace tops of my stockings and the clips holding them in place. I tried to remain calm and collected but between the drinks and the raging head that was building at the table, I was hard pressed to remain the lady.
I took off my left shoe and started to run by stocking-clad toes against my husband's shin to flirt with him, hidden from the world by the long, white tablecloth in our booth. I wanted my man to know that he will always be my true love. The motion seemed to part my legs slightly further, giving Jackson the feeling, he was permitted to explore further. His fingers went from the top of my garters up to the folds of my lips, coy at first but more aggressive fairly quickly.
I felt my breathing becoming more intense and my chest was starting to heave from the raging passion burning inside me. My left foot had gone from hubby's calf up between his legs, as I started to scoot down just the slightest on the bench. The slight change in position gave Jackson the access to go inside me, his fingers starting to explore and ultimately penetrate my pussy.
I couldn't focus on the conversation or the meal. My one foot was caressing the throbbing shaft or my husband as he held my foot close against his hardon with his hand. My once former lover was now pumping me with one finger in the middle of the restaurant. I imagined that every man in the restaurant somehow knew my body was on display and to be used as a sexual toy. I didn't care who saw....I was in ecstasy enjoying the feeling of being wanted and lusted after by the two loves of my life.
Jackson's fingers went from filling me to teasing me, starting to rub my clit as best he could. My body responded as a woman in heat, pushing harder into my husband's cock while I ran the nails on my right hand against the hardon of my lover.
I needed a pause, or I would have an orgasm in the middle of the restaurant. I knew with the many drinks I had, there would be no way I could keep the explosion quiet as to not arouse attention. I excused myself to go to the restroom. I needed some air and to calm myself down before things got out of control.
Even in the bathroom, I was aching to be filled. I took a few racy photos to send my hubby, one of my breasts sticking out the middle of my keyhole dress, and another of my pussy. My legs were spread, and all you could see were my lips wide open, framed by the straps of my garters holding the tops of my stockings. I clicked "send" to hubby, wanting him to know just how turned on I was, hoping that the night would continue for all three of us.
Coming out of the bathroom, an armed grabbed me and pulled me to the side. There, Jackson stood, his lips against mine, kissing me. His hand reaching down, pulling up the hem of my dress to thrust 2 or 3 fingers inside me at that moment. I nearly squirted in the hallway, and tried to push him back for fear we would be seen by other patrons. He excused himself to use the restroom, and I stumbled my way back to our booth, assuming that everyone thought I was on display as an object of desire.
"You want him badly, don't you?" Rob commented as I came back to the table. I didn't know how to respond. So I kissed him deeply and fully, my arms wrapped around his neck as his arms pulled me in closely.
"I want both of you tonight, baby. Please?" I begged knowing my former lover would be returning to the table.
"I think we can make that happen," he replied as Jackson returned to the table. "Jackson, I did bring a great bottle of wine back at our room. Why don't we close up here and enjoy drinks back at our hotel?" The words brought such joy and anticipation to me, as I imagined what was in store for me over the next several hours.
Jackson left his car and the three of us took the drive back in our SUV. I couldn't resist the temptation of sitting in the back with my former lover. Once the doors closed, we couldn't keep our hands off one another. We started kissing even while the valet was still handing the keys to my husband in the front. The bucket seats in the second row would normally keep us somewhat separated, but we lifted the arm rests as his body held me up as our tongues danced as passionately as they did so many years before.
As we pulled onto the street, Jackson knelt in front of my seat, hiking up my skirt, looking to devour my pussy with his tongue. He grabbed my hips and was pumping his tongue in and out of me. I could no longer hold back. I couldn't help but moan as my lover took me in a way only he could.
The drive back to the hotel was only a few minutes. Now I wished we picked a place further away. We were pulling into the parking lot of the hotel about to approach the valet. I was trying to fix my hair and adjust my skirt, so I didn't look like I was fucking in the back seat. My garters were clearly visible to the valet who opened the door for me, giving him a very clear view of my wet and throbbing pussy.
My two men for the evening, each took me by the hand and arm, and led me into the front lobby. Enjoying the teasing, I saw the bar was open and started walking in that direction, telling them I just wanted one more frozen margarita before we adjourned for the evening. Being out of town, I was becoming more brazen, sitting at the bar between both men, each of whom had a hand on my leg. I didn't care who saw, as my husband kissed me passionately, and only moments later, I kissed Jackson. With no one to see under the bar, my hands went to the legs of my lovers for the evening, massaging both of their throbbing cocks. I knew before this evening was over, they would both be breeding me and giving me many orgasms of my own to savor.
Between the looks of other patrons and my craving to be filled, the gentlemen suggest we head upstairs. I was trying to behave in the elevator, but Jackson stood behind me and Rob in front of me. The moment the doors closed, their hands started exploring every inch of my body. Hands reaching through the keyhole opening in front to tease my nipples, hands under the hem of my dress to pump fingers inside my waiting opening. I was lost in their touch as each man I adored was claiming ahold of me and soon would plant their seed inside me. I started to squirt as their fingers filled me, my juices dripping down my legs and nylons.
The walk down the hall was painful as we tried to maintain some decorum as two businessmen were walking to the elevator. Looking at my hair and wet legs, I'm sure they thought I was a call girl for the evening or an office tramp that gets crazy on business trips. Their eyes were affixed on me the entire time. It wasn't until we reached to the door to our room, I realized one of my nipples was showing. I didn't care. In that moment, I would have wanted those 2 men to join us and fill me in ways I could only imagine.
I turn to kiss Rob but he has other things in mind. I guess seeing a former lover go down on me while he drove us back to the hotel, declaring to the world his wife had made him a cuck for the evening has taken its toll. He pushes me down on the bed, and I fully comply. I belong to both of these men tonight to do with as they wish. I want nothing more than to give myself fully and unconditionally to both of these truly amazing men and all of their mutual desires.
After kissing me, Jackson turns me over, I am on my knees, my pussy sticking high into the air. I know what is about to happen. I watch as both men start to remove their clothes, but he commands me to remain in mine. I prepare myself for their ravaging, knowing they will wreck my body after they have their way with me. Rob massage my ass, planting soft kisses all over my legs and my back. Jackson approaches my head and I can feel his cock throbbing against me, the heat of his shaft showing just how much it desires to enter me.
Slowly Rob makes his way to my dripping wet pussy, hiking up my dress, but instead of licking it, he makes his way around it. Softly touching my inner thighs with the tip of his tongue. I try to move so that he starts working on my pussy, but he holds me in place. Jackson's hands wrap around my neck and pull me to welcome his shaft between my fire engine red lips aching for a taste.
With no panties in the way, and my garter straps puled to the side, Rob brings his rock solid tongue closer to me and start licking my inner folds softly, almost not touching them. He drives me crazy with this. Rob uses the tip of his tongue to explore every inch of my womanhood, gently probing inside my folds. Reaching up, both men start to unzipper my dress, pulling it down and up to give themselves better access to my body, turning it from a dress to a belt. Rob pauses as he approaches my rosebud. I let out a small whimper, I can't wait for him to continue.
Suddenly he blows a little air directly on my clit. It feels so great. Just as I'm getting used to the new sensation, he devours me hungrily. Rob starts sucking my clit with force. His tongue doesn't stop moving, he is sending me over the edge. I can start feeling my body convulse to their harsh ministrations. I take Jackson's cock deeper and deeper into my mouth, almost gagging on it but I crave to devour every inch of it. By that point, watching my suck my old lover's shaft as hungrily as I can, Rob sticks his tongue in me as far as it goes. I loose myself in my pleasure as I have an incredible orgasm. Sucking Jackson's cock with such fierce and reckless abandon, I feel him start to tighten as his thrusts become more powerful, shooting streams of his wonderful cum down my throat.
I don't know how long it takes both of them to stop, but I can still feel them both inside of me. Then I feel both of them move away, I open my eyes and start to complain, just as Rob sticks his hard shaft inside of me. I let out a yelp, I've never felt my husband so hard, he just starts pounding me roughly, I know I am up for another orgasm in no time. I can feel my juices start sliding of my legs. Each time he impales me a squishing noise is heard. I don't know how long he can last like this, I hope it is forever. I start to scream in ecstasy as I feel my orgasm building, and just as I am about to cum Rob pulls out of me. This is so frustrating....if I had the ounce of strength I would toss him to the bed and work him until every last drop has gushed from me.
I look at my men with absolute physical surrender in my eyes, and Jackson flips me over on my back. I haven't finished landing when he sticks his enormous rod in my pussy. I look into his eyes and find them hard to recognize, they are completely clouded by passion. He starts pumping me hard and slapping my ass. I raise my hips a little so he can have better access to my dirty little fuckhole. I used to love when he would fuck me up the ass with his finger while pumping my pussy with his cock. He takes my hint and shove lubed finger inside my ass after some teasing and my body opens up fully to welcome him. I cum almost immediately, shooting waves of juices all over his pelvis and my soon to be destroyed dress. It lasts forever, just wave after wave of convulsions. I must have passed out because when I open my eyes, I realize that I've been unconscious for a few minutes....things have changed.
The hotel room is dark, they've placed a blindfold over my eyes and I feel as they start strapping my body to the bedposts. "Don't be afraid," one of them tells me. I could never be afraid of my loves I think to myself. Rob tells me to lie on my stomach then one of them takes my hands and ties them separately to the bed. I start to complain but they don't seem to care. Neither of them had never done anything like this. When they are finished, I hear silence as they must be planning their next steps.
Five minutes go by and I feel a hard slap on my buttocks. I whimper, feeling tears trying to escape my blindfold. How could they do this? I hear a soothing voice by my ear, telling me it's all right, just to do what they tell me. I can't say no to either of them, and even if I did, I am securely tied to the bed. Again I feel the four hands on me, lifting my ass to the ceiling.
I feel the bed shift, and somebody slide under me. He stops his movement, and I feel his lips caressing my nipples. Even though I can't tell who is who, it feels great. I start relaxing my body and immediately hear Rob's voice behind me. "See, I know you're going to love this". The body under me slides higher on the bed. I can feel his breath on my neck then on my face. I feel his lips press against mine. I give into the kiss and he starts devouring me. I feel his dick pulsating, just barely touching my pussy. I feel a hand touching my ass, and the body under me has his hands busy on my breasts.
I feel a cock near my pussy's lips, and I instinctively sit on it. I feel it as Jackson's the moment he enters me. I start riding him faster just to feel his monster cock inside of me. Suddenly, I feel Rob kissing my back and legs. He slowly approaches my ass, and starts rolling his tongue around my ass.
After kissing all around my crack he sticks his tongue inside my other hole. I feel like I'm going to faint, it felt even better than having a finger up there. I feel him wriggle his tongue, I can't hold it off any longer. I start screaming in desire, my orgasm hitting me totally unaware. Jackson underneath me starts pounding me harder, making my orgasm longer as streams of cum shoots from my pussy.
Finally it stops, leaving me very short of breath. I feel hands on my hips, I know they are that belonging to the father of my children. I can feel our wedding ring. Jackson resumes pumping me from underneath, and I instinctively fall into rhythm. I feel Rob's hands caress my ass, paused only by large beads of oil dripping down on my ass, and then he plants soft kisses on my back. I feel his other hand probing my ass, I relax and feel his finger entering me. The three of us seem to be in a perfect rhythm. I feel like I am going nuts.
Rob pops his finger out of me, but before I can complain he replaces it with his rock-hard shaft. With little effort, he pumps his cock all the way inside my ass goes till I scream in pain and pleasure. It had been so many years since I had a double penetration and the first time with two bareback cocks.
We get into an amazing rhythm as they alternate pumping into my pussy and ass, my body bucking to the sensation and my screams being muffled as Jackson's mouth and tongue engulf mien. It is driving me wild, and with every thrust I am pushed deeper into these two bodies as if we are just one being for the moment. Two men I have expressed my love for and men who have brought me to the peak of desires.
I don't know how long we spent fucking. Maybe 30 minutes, maybe an hour like this. All I knew was that I was covered in sweat and the hotel room was smelling like raw sex. But suddenly my orgasm hit me with full force. I could feel my convulsions, the pain in my ass was incredible. and with every convulsion, I squeezed both my partners rock hard cocks.
In no time my orgasm was over, but just as I came to my senses, I felt both dicks explode inside of me. The force of their orgasms was overwhelming, and I came again.
I felt my husband's dick slide out of me, and then the Jackson's. They both unmounted from my dripping body and sprawled across the bed, now soaked from my constant squirting. My eyes were closed. I was in heaven.
I heard someone get up. It was Jackson, he crept closer to my ear and whispered, "I love you". I was completely and utterly exhausted physically and mentally from the experience and collapsed on the bed. I must have been asleep for at least 15-30 minutes, so as I awoke, I was freed from my restraints and was able to remove my blindfold, finding only my husband and I lying on the bed.
Love, Ashli
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