I'll never forget the experience of the first time I was ever shared sexually. Both my body and mind became hyper-aroused, seemingly for months following the events I'm going to share. Intense emotions of guilt, arousal, shame, and euphoria are just a few words I can think of to describe what I experienced. I felt sexy, naughty, and slutty. Extramarital sex wasn't exactly the word people would link with their Sunday School teacher.
Read how I went from being a virgin bride to having sex with my husband's best friend. Every true story has a beginning; this is mine.
Side note:
You might wonder how many innocent-looking girls say they are virgins who, just the night before, took a hard cock deep into their tight ass before being filled, or how experienced she is at giving blowjobs until she gulps him down. Or how many virgins brought her own lube so she could get titty-fucked before taking a pearl necklace onto her lily-smooth and perfect skin. You may never look at her the same way again.
My story:
When I was a girl, it was understood that sex was for procreation. Tell that to a teenage girl with raging hormones!
In high school, I didn't have a lot of dates. The guys who I did go out with usually got pretty far by my standards. I loved to kiss and to make out with guys as they felt up my small, A-cup breasts. I usually made sure to wear a front-opening bra for easy access. If the guys were confident enough, they would get their fingers inside my pussy and, more often than not, make me orgasm. But that's as far as I would allow them to go, which meant I didn’t have many second or third dates. After they figured out that I wasn’t going all the way, they usually moved on.
Personally, with my upbringing, I thought I was a slut for allowing nearly all of my dates to feel me up and for letting them get their hands inside my panties. A good girl would never do what I allowed, I thought. After all, several of my indiscretions were done at church functions, and none of them were boyfriends! Oh, the scandal.
I remember being horny all the time and masturbating but kept true to my vows of staying pure for my future husband, who was patient enough and loved me enough to wait for me. Sure enough, I found a guy, or, I should say, he found me, considering my lack of interest in him. But he was patient and was always there when I needed a shoulder to cry on. After a while, I was switching off every weekend with two guys. I think they both knew I was dating someone else, but I don’t remember quite honestly. All I cared about was having two guys who could make me orgasm every weekend. When I finally got my head on straight, I decided to commit to the guy who was the most patient person I had ever met.
Eventually, I became so desperate to have sex without giving up my vaginal virginity that I found a way to do it. One way or another, I had to have my boyfriend inside of me. One night, we parked at one of our favorite make-out spots where we could be alone and comfortable doing what I wanted. My boyfriend had no idea what I had planned, but I couldn't take it anymore. That night, I propositioned him.
"I want you inside of me," I told him as I was finally able to verbalize my need. “But I want to keep my virginity,” I continued, more than likely crushing his excitement in one fell swoop. He was smart and didn't say anything as we continued to make out until I finally had to just say it.
"I want you in my ass," I finally stated.
While in the car, I undressed, showing him that I had snuck out of the house wearing a sexy nightgown under my clothes. He sat in the back seat and took his pants down with one leg out as I sat on his legs facing him. We kissed for quite a while longer as he fingered me and felt me up enough so I was dripping wet. Lifting myself above his cock while he held himself, I lowered my ass onto him. Fortunately, I was so wet that there was plenty of juice to use as lubricant. The pain was pretty intense, but at the time, I didn’t care. It took some doing, but eventually my ass was being penetrated fully with his hard cock.
A condom was another item I didn’t consider; I guess I wanted to feel it raw, natural, and unhindered. Not to mention, if I had a condom, I may not have been strong enough to not let him slip into my pussy. I don’t remember his cock being buried inside my ass feeling especially pleasurable, but I was still in ecstasy as I moved up and down his shaft. When he couldn’t hold it any longer, I told him, “I want you to cum inside me,” which made him pull me down, burying himself deep as he exploded into my nether regions, sending me into another world and giving me my first anal orgasm.
The second time we had anal sex was just a few weeks later in my car, where he bent me over to fuck my ass from behind. I became paranoid that his cum would seep into my vagina, making me pregnant, so it took a long while for me to want a third and last time. It was in my college dorm room when he came to visit over a weekend. He fucked my ass in my bed, which was maybe ten feet away from my sleeping roommate. She never did say anything, but I can’t imagine that she didn’t hear us. That’s how I remained a virgin by definition until we finally got a hotel so I could give him my full virginity only three months from being married at age 19.
It's true, I wasn't literally a virgin bride, but my first time was with my fiancé, who I married.
We had a good sex life; we would occasionally watch porn, even though my moral beliefs believed it to be wrong, but I couldn’t deny the arousal I felt in ways that I never expected. The movies that he rented were usually two or more men banging one hot girl. That always led to some pretty intense sex between Mike and me, not to mention the strangely fulfilling orgasms I enjoyed. I didn't realize it at the time, but my husband had an underlying fantasy of seeing me with another man. The fantasy, I don't believe, was understood until about three years after we married. That’s when he finally started to understand his desires of sharing me.
My husband's favorite game was "what if." He would touch me during the sex movies and ask, "What if that was you?” Or, “What if you had two men touching you like that?"
Things progressed with the fantasy play to the point where he would ask, “If you could fuck one guy, who would it be?” When I was unable to choose, he would offer names: “How about this person or that?” The game would always turn me on, and our sex would always be hot, but I never could imagine myself doing anything sexual with any other man since I was quite satisfied with who I married and had no desire to stray.
As he threw names out, there was one name that kept coming up: his best friend, Jon.
You know the guy; he was the high school football player and homecoming king that all the girls wanted. I certainly thought he was cute, but I never thought of him in a sexual way since we hung out on occasion as friends. He was in our wedding since Jon and my husband-to-be, Mike, had known each other since before they could remember.
Mike would ask, “What if Jon came to visit and tried to kiss you?” Or, “What if he accidentally touched you inappropriately?” I have to tell you, on those nights, my orgasms were pretty intense! I was very confused and ashamed, quite honestly, since I knew Jon was the reason for the orgasms.
My husband had still not told me about his fantasy, but looking back, it was obvious since Jon became a regular partner in our bedroom, and it was just the beginning. Mike’s phone calls to let me know that he was leaving work to come home changed too.
“Take a bath because I have a friend I want you to meet,” he would say. I knew it was all good fun, and we both enjoyed it, so he continued. It got to the point where I started asking him, “Who are you bringing home for me tonight?”
He knew what he was doing; it was all by design. He also knew he had to move slowly, or he would have scared me, causing me to put my guard up.
One night, he told me that he was bringing his boss, who I thought was cute, home for dinner. Another time, he would talk about how he told another guy how hot I was and that he wanted to meet me. Of course, none of it ever transpired. It was just all fun and games between us to keep the excitement alive. Every once in a while, he would tell me to be naked and spread out on the bed so his “friend” could see me and have his way with me. Mike would undress and pretend that he was someone else, and it always seemed real as I would imagine the “other man” using me like a piece of meat, which I began to really like. I have to say, I was primed and ready by the time it really happened.
This went on for six months! Six months of fantasy of me having sex with other men. They would take me doggy, missionary, or on the floor. I would get "seduced" by doctors, salesmen, and co-workers. Some guys would come over while I was blindfolded to fuck me; other times it was a sexy massage. Whatever it was, I was deeply involved and loving it.
I squirted for the first time with “another man.” I was so embarrassed because I had never done that before, thinking that I had peed the bed, but it kept happening until I admitted that my orgasms were just that powerful. Before I go any further, I have to tell you, Mike never did anything I didn’t agree to; he never coerced me without setting rules first and never, ever went any further if I said no.
The one day that I think changed it all and turned the fantasy into something that could actually happen was when Mike told me, “Jon said that he always thought you were hot and that he would want to hook up with you if you weren’t taken; would you let him?”
I was flabbergasted. I had never considered actually having sex with my husband’s best friend. Of course the answer was no, and he would remind me that it’s only pretend. Finally, during another intense session of foreplay, he asked if I wanted Jon to fuck me. This time, I moaned, “For God's sake, YES, I would fuck him.”
Just the weekend before, we all went swimming. He was in our pool, with me trying to stay focused as the water soaked his bare, muscled chest, making me want him even more. They were now collaborating and knew what they were doing to me.
Then Friday night came—no particular Friday, just another day, but this time it would end up differently. It started like many others: “Hey, babe, get ready because I’m bringing Jon over, and we’re going to watch some movies. We picked a few out we think you would like.” Watching a movie with friends was nothing unusual, as we had done it many times before, but Mike wasn’t finished. “Maybe you should get ready, just in case he wants to fuck you for real this time.”
Yeah, yeah, heard it before. But this time, I had knots in my stomach with anticipation. I had always dismissed Mike's teasing, but today felt different. There was a spark in the air, and I couldn't shake the feeling that this time might be more than just a movie night. I glanced at the clock, its hands ticking down to the moment that could change everything. My heart raced as I considered what might happen if the lines between fiction and reality blurred. I took a deep breath, trying to calm the whirlwind of emotions inside me. As I replayed Jon's past interactions in my mind, I realized that tonight could finally reveal the truth behind his playful banter. I suspected that he wouldn’t show, that this was just another way to get me ramped up. Well, it worked because I was extremely aroused, and my panties were soaking wet. Finally, I talked myself down, convincing myself that it would just be me and Mike.
As usual, I took a shower and got dressed because it was still early. Then I heard the knock on the door, which was unusual since I wasn’t expecting anyone else. When I opened the door... Oh, MY… I felt my pussy twitch as I looked at both Mike and Jon standing at the door. “Just in case he wanted to fuck me” was the first thing that entered my mind as I stood there with my mouth hanging open. I was fully dressed in jeans and a button-up blouse but had never felt so naked in my life.
“Do you mind if we watch a few movies?” Jon asked as he held up a bag. I didn't actually say it, but I thought, “Sure, just let me go get a towel to sit on so I don’t embarrass myself.” I was a mess, both mentally and physically, but refused to show it.
After we conversed about the regular subjects, I started to feel as if my jittery nerves were unfounded. For a little while, we talked about nothing in particular before putting in the first movie. Sitting on the couch between the two guys shouldn't have made me nervous, but since Mike and I had watched porn together, I suspected this might be one of those. I was wrong; if they were trying to get me in the mood to take advantage of me, "Nightmare on Elm Street" wasn't going to do it. When I should have felt relieved, I felt slightly disappointed and thought, “Why were they torturing me like this?"
I was also embarrassed because here I was, a wife of just a few years, a mom of one, the same woman you, the reader, gave your kids to at the church nursery. The woman who you trusted to teach them the morality of the Bible was carrying on about having sex with another man. Shame on me.
While the movie was playing, I totally forgot about any fantasy play that may have gone through my mind, and soon it was just three friends watching a horror movie. Afterward, we laughed and talked about the quirks of the movie and such. My husband then asked me to put the other movie in and hit play. So I went over and pulled out...oh...no. I don't know how many shades of red there are in this world, but I think I turned all of them in an instant.
The movie was an adult film. My hands literally started to shake as I stared at the girl on the cover who was sitting on a man's cock while another guy stood on a bed, feeding himself into her mouth.
“Ready for this?” I heard the guys say to each other, “Definitely,” the other responded. They didn’t rush me because they were confident I would soon be writhing under their touch.
“Go ahead and put the movie in, sweetheart, and come sit between us,” Mike finally said.
If I wasn't wearing pants, my juices would have been running down my legs since I could feel that my panties were soaking wet. If my brain wasn't ready, my vagina most certainly was. As I turned and walked to the couch, I was unable to look at either of them. I just sat and looked at the screen. My mind was blank, not being able to comprehend what might happen next. I'm sure the guys were more interested in my reaction as my pussy turned to a wet sponge and my nipples turned to hard pebbles.
Mike's hand went to my thigh, making me jump to his touch. He reached over to turn my head as he bent over to kiss me passionately. It was the type of kiss couples usually don’t do in the company of others. Next, I felt his hand on my left breast. It was my husband's hand, but that wasn’t going to last long.
As he kissed me, I felt the buttons of my jeans being undone. I took a quick inventory, and since my husband’s arm was around me and his other was undoing the buttons on my blouse, the other hand must have been Jon’s. Fear ran through my mind: What if we did this and Mike found out that it was a mistake? Would he forgive me?
My mind was unable to comprehend that this was truly happening. My heart raced as I weighed my options. Torn between the thrill of the moment and the reality of betrayal, I could feel the heat rising in my cheeks, and the confusion of desire and guilt washed over me like a tidal wave. I felt Jon run his hands down my legs, opening them as he went. Eventually, my right leg was on top of his as Mike stopped kissing me.
“Would you like to kiss her?” Mike asked without even considering my wants. To be fair, it was exactly what I wanted.
“Of course,” Jon said as Mike gently turned my head so I was facing his friend. I was lost in the moment as Jon’s lips touched mine for the first time. He was a wonderful kisser, but I certainly was in no position to judge. His tongue easily parted my lips as I succumbed to his advances, reaching around his neck to pull him in. I opened my eyes, not believing the situation was real, and watched as he made out with me. Our tongues danced, and I could feel the heat coming from both of us. This was so wrong on so many levels, but at the moment, all I wanted was more.
The kiss felt exhilarating and terrifying all at once, as if I were stepping into a world that had been forbidden for far too long. I was lost in the moment, the thrill of our connection overpowering the reality of my actions. I could hardly think straight, my heart racing as I pulled him in, deepening the kiss. The passion between us easily drowned out the whispers of guilt that lurked in the back of my mind. I could feel my shirt being undone and opened completely. My husband flicked his fingers, and my bra snapped open, baring my pink, puffy nipples to the cool, open air. As the kiss continued, I felt Mike take my left nipple into his mouth and suck. I'm pretty sure I had my first orgasm right then, with no clitoral stimulation. I heard a moan of pure lust, but it was so different from what I've heard before that it couldn't have been mine, yet it was.
The mouth that was sucking my nipple stopped for a moment when I heard my husband’s voice, “Want to taste the other one?"
I heard an affirmative moan as Jon’s kiss left my lips, causing me to feel a sense of loss and panic. I wanted more but was still unsure as to what to do. Then, for the first time ever, I had a man sucking my left breast while a second man sucked the right. It’s a strange feeling having both nipples sucked at the same time.
“Oh my God, that’s good,” I blurted out with the shocking feeling of intense pleasure as two men pleasured my body. This time I know I had an orgasm. My body was on fire as Jon’s hands continued between my thighs, not quite reaching my center, where the fire was burning hot. I could feel my pussy convulse, begging and pleading for attention.
Mike pulled his mouth from my nipple to kiss up my neck and back to my lips. I was so sexually aroused that I was ready for anything they had planned. The movie played, but nobody was watching as the sounds of sex on the screen permeated the room.
Mike watched his friend suck and fondle both of my breasts, no doubt feeling the electricity between us all, before finally reaching down to pull his hard cock out of his shorts. I saw what he did and grabbed for it as if it were my lifeline. I don’t know how long I stroked him, but it wasn’t long; my need was too great, and I needed to move forward before I came to my senses.
In a low grumble, I remember saying, “What the hell?” before bending over, losing the contact between Jon’s mouth and my tits. I engulfed my husband’s cock, which I proceeded to suck like a Hoover, bringing a satisfying moan from his throat. I was less than a fan of having a cock in my mouth, but this night nothing was off the table as my emotions boiled over with the most intense pleasure I had ever felt.
They both watched as I sucked my husband’s cock. I felt as if I had stepped into the porn movie, and I was the girl on the screen, losing herself to the pleasure of the moment. The Sunday school teacher was nowhere to be seen. Someone as proper as I pretended to be wouldn't reach over to her husband’s friend to touch his cock through his shorts while her husband’s cock was currently in her mouth. That girl would surely not pull his shorts down, desperately digging for his shaft to hold in her hand. But there I was, doing just that. The feel of having two cocks in my hands was surreal as I pulled my mouth off of Mike and sucked Jon down my throat as if I had done it a hundred times. I was an animal in heat as I went from one cock to the other, hearing both men responding with moans of their own.
I don’t remember how, but Jon moved from under my sucking mouth and ended up behind me, unbuttoning the rest of my jeans and pulling them down along with my soaking wet panties. I felt the coolness of the air on my inner thighs as the moist liquid transferred to my legs.
Jon led me to sit back onto the couch, maneuvering me so he could completely remove the rest of my clothing, leaving me completely naked. No other man besides my husband had ever seen me without clothing before. Now I was fully exposed to two of the hottest men I had ever known. Jon leaned in to kiss my lips once again, but only for a minute. He traced down my body with licks and kisses, pausing only for a few seconds to pleasure my breasts before moving down to my stomach and further. I closed my eyes as I felt his breath on the wetness between my legs before feeling the flat of his tongue lick as deep into my labia as he could, right into the soul of my vagina.
“Oh, my…..MMM.” I made some sex sounds that were nothing but babble as another man licked my steaming hot, married pussy. I don’t think it took a full two minutes before my orgasm hit. My hands automatically reached for the back of his head and pulled him inside of me so he couldn’t escape. Everything from the moment I pushed play on the movie and for the rest of the night was going to be a first for me, as if I were losing my virginity all over again.
I expected my husband to fuck me first, but that didn’t happen. Jon ate my pussy for several minutes, telling me how much he had looked forward to tasting me. After another orgasm, they positioned me on my hands and knees in front of the couch, with me facing Mike. I took the cue and started to suck him again while Jon fondled my ass, tits, and pussy. He lingered back there as I wondered what was next.
“Since you’re our guest,” my husband said to Jon, “I’m going to give you the honor of fucking her first.”
This was it—the moment my body was begging for. My pussy twitched so hard that I yelped at the prospect of having Jon inside my most private part. I saw Mike speaking, but mostly just heard my breathing as he told me to “just say no at any time, and it all stops. Or nod your head yes, and Jon is going to fuck you, right here, right now.”
Jon was currently behind me, fingering my pussy and rubbing my juices along the labia, with the expectation that he would soon be inside his best friend's wife. There was no way I was going to say no, since I didn’t have any strength in my body to make any coherent decision.
As soon as Jon saw my head nod, I felt it. The pressure of another man’s cock, for the first time, pushing into my pussy. Spreading the lips leading to the most sacred part of a married woman’s body. With all the natural lubrication I was secreting, there was absolutely no resistance as his cock entered me. I could feel the head of his cock as it passed through the sacred tunnel, hitting every pleasure nerve on its way to my cervix. Finally, I felt his hips press against my ass. That was it; he was fully seated, balls deep inside of me.
I was way too lost to even consider that he had not put a condom on, nor did I care. He didn’t even have to move before I was having my first orgasm around his cock. He held onto my hips and started to finally move, pulling his cock all the way out until just the tip was inside before pushing back into me again. His moan of pleasure as he fucked the pussy of his best friend’s wife made me have yet another orgasm.
My husband later kidded about me only having one orgasm that night; it just lasted for hours. He told me, “You were unrecognizable from the moment you started sucking my cock,” he told me.
The neighbors must have heard my constant moans as my mind turned to mush. My husband watched every move I made and every look on my face as he gave another man permission to borrow something so precious to him.
Jon was trying to hold back as much as he could when he entered me, my pussy no doubt trying to suck his cream right out of his balls. When he finally regained control, he started fucking me as he held onto my hips. When he was nearly ready to cum, he and Mike switched, with me sucking his juice-covered cock while Mike fucked me. They went back and forth, trading off until neither of them could hold back any longer.
“I want you to come inside of her,” I heard Mike say.
“Are you sure?” Jon asked as he continued to thrust into me, knowing that it was his friend's wife he would be soiling.
“Fill her pussy,” Mike insisted.
Jon let loose a moment later.
“I’m coming!” Jon groaned. I felt him surging inside my pussy as I milked him of millions of sperm. He pushed into me and held it there as rope after rope of his semen shot against my cervix. After he was able to move again, he continued his thrusting, keeping his erection from going down completely.
The rest of the night was a blur as they took turns screwing me. It seemed that I always had a cock in my mouth and one in my pussy as they traded off. I don’t know how many loads of sperm they shot into me. All I know is that I was an overflowing mess. The porn movie was long over as we made our own sounds of passionate sex with skin slapping against skin. We never did make it to the comfort of a bed.
Mike left the room to use the restroom, which was just a ruse to leave Jon and me alone so we could fuck alone. He later told me, the most erotic sight was seeing me on my back while we were still on the floor, my legs wrapped around another man's naked body as his hips lunged inside his wife as I desperately pulled him in deep inside me on every thrust. He also told me I kept quietly saying, “Fuck me, fuck me, give me more, keep fucking me.”
Then, in one last moment of passion, Mike heard me say, "Do it, cum inside of me." He watched as his wife held onto another man as he thrust his hips into his wife, knowing that my pussy was again being soiled by another man's sperm.
The entire session felt like a wet dream. I must have fallen asleep because I don’t remember Jon leaving. I do remember waking up in the morning and having the most amazing morning sex ever.
I was so ramped up and constantly turned on so, Mike invited Jon over again, with no pretense about what was going to happen. He was going to fuck me, and I wanted it as bad as I had ever wanted anything. I couldn’t wait to feel his cock fucking me, bare. I wanted his cum inside of me so much that the memory of him surging inside my body the first time we fucked and the feel of him emptying his balls into my married pussy was all I could think about. Mike suggested we go to one of the bedrooms so we could be alone. We ended up staying there for an hour and a half, where we experienced each other's passion to the fullest.
We started out kissing slowly instead of the hard, passionate make-out session from a few weeks ago. We undressed as we devoured every inch of each other’s bodies as our flesh became exposed. He slowly ate, fingered and relished my pussy as his hands fondled my tits and caressed my ass. When I finally removed his pants, I went right for his cock and sucked him into my mouth. I wanted to show him how good I could be. Apparently I was better than I thought because after sucking his cock for several minutes, he gave me everything he had.
“Oh, fuck, I’m going to cum if you don’t stop.”
Pulling off his cock for only a moment, I told him, “That’s okay, let it go.” My whole body was quivering in excited desperation as I suddenly, for the first time ever, felt a man’s sperm shoot into my mouth, taking my oral virginity. Mike had asked, but I had always refused to swallow his cum or even let him go off in my mouth. Now I was growling as rope after salty rope of a man’s sperm exploded into my timid mouth. I almost wept in a euphoria that I had never felt before when I finally pulled off of his cock and sent millions of his sperm to my belly. Like I said, there were many firsts.
After I gulped down the last of his sperm, I continued to suck until he was hard again, which didn’t take long. Jon put me on my back, where he spread my legs as he slowly slid his cock between my pussy lips and into my depths. This was so different from a few weeks ago. He took his time fucking me so he could remember every inch of my body, inside and out. After a while, we switched positions so I was riding his cock. I wasn’t as patient as he was and fucked his cock fast and hard until I had another orgasm. I got off of his cock, sucking him into my mouth again, which is another thing I never did. Tasting my own juices off my husband’s lips after he went down on me was gross, I thought; now I was willingly sucking my pussy juice off of another man.
“I want to fuck you from behind so I can see your ass,” he finally told me. I turned my ass to him before he slid his cock back in. After Jon’s first cum, he was a stud and was able to hold off for a long time. Eventually, he couldn't hold back any longer.
"Get on your back; I want to see your eyes as I cum in you again." Just him saying that while he pushed into me practically made me orgasm. As he pounded into me, my hands were on his strong chest and arms above me. He pounded me hard before he unloaded his second load, but this time he shot deep into my pussy. Mike told me later that he opened the door a few times and that we were fucking in a different position each time he looked. In the end, I had two loads of his cum in my pussy and one in my belly.
I was no longer the naive housewife that I was just a few weeks ago. My slut persona had emerged, and I liked it—maybe too much. Mike and I seemed to fuck constantly after that second time, but I never had sex with Jon again. After three months of fucking like rabbits to the memory of being sexually shared, I finally started to come down from my high, which brought with it my hidden moral beliefs telling me that what we had done was wrong.
I decided that sex with other men was a huge sin and could not be repeated. I was ashamed and promised myself it would never happen again. Hubby, to my surprise, told me, “Okay,” and never pushed me for a repeat performance. Remember when I said my husband was an extremely patient man? Even I underestimated that patience.
Thank you for reading. It is always a pleasure remembering my first time. I'm glad it wasn't my last.
