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All characters in this story are at least 18 years old when mentioned in a sexual context.
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Adam and I started going out together when I was 16, and he was 18. We attended the same high school. During one a break, he noticed I was sitting alone and approached me. He smiled, introduced himself, and said, "Eve, for weeks now I was watching you from a distance. You are pretty, smiley, and I haven't seen you with a boyfriend. I would love to have a chance to spend time with you. My name is Adam, and I am a senior here."
I grinned, "Adam, I've heard about you. Let me think it over, and I'll get back to you."
Of course I knew who he was; he was the best student and considered a genius. It didn't hurt that he was tall and handsome too, though he was known to be shy. I considered his offer a compliment and knew then and there that I'd agree, but I was worried that if I accepted on the spot, I'd look 'easy'.
The following day, at the first break, I noticed him ogling me from a corner. I went to him and said, "Adam, I thought about your proposal, and if you were serious, I would agree."
He mumbled, "I guessed you might agree. After all, even in the bible Adam and Eve were a couple." I giggled, and we exchanged phone numbers and emails.
The first meeting took place in a coffee shop. We chatted, and I found out that both of us shared similar interests that included photography, hiking, and foreign movies. Adam was interesting, and talking with him about school and hobbies was fun. He told me he had never dated a girl before because of his shyness, but once he saw me, he could not resist.
In the next 2 years, we continued being buddies: Watching movies and TV programs, hiking in nearby parks, and occasionally, eating at restaurants. All that time, we never had sex. We felt close, but both of us grew up in conservative families, and while the temptation was there, neither of us dared to initiate it until I turned 18.
...
A day after my birthday, Adam and I went to see an old movie with Sofia Loren. In the darkness, he hugged my shoulder. I leaned on his chest and felt his heart racing. Just as Loren appeared on the screen with her voluptuous body skimpily covered, and Marcelo Mastroianni ogled her curves unabashedly, Adam whispered in my ear, "I feel the same about you."
I gazed into his eyes and saw him peeking at my chest. I felt warmth envelope my body. I grabbed his palm that rested on my upper arm and placed it on my covered breast. He gasped and left it there. I was nervous but determined that it was time to take the next step in our relationship.
Initially, Adam hesitated, but then his fingers began gently kneading my tit. My sensitive nipple stiffened rapidly, and my cunt started leaking. In the past I had dreams about the first time we'd be intimate, but his fondling affected me more strongly than predicted. I was getting soaked in my seat.
Next, I moved my hand onto his thigh. However, instead of his thigh, my fingers met a massive, hard bulge. I glanced at Adam. He stuttered, "Soorry. Touching your breast aroused me too much..."
I said, "I feel the same. I am an adult now, and there is no reason to hold back anymore. Let's go to a motel and do it."
"Eve, I'd love it. Are you sure?..."
"Yes!"
To cut a long story short, we drove to the nearest Quality Inn, and I lost my virginity. The sex was clumsy, and when he ruptured my hymen, it hurt like hell. Adam came barely seconds after invading my pussy, and I did not orgasm. He offered to eat me, but my coochie was bleeding, and it was painful, so I preferred to go back home.
The following day, Adam called me and apologized profusely for hurting me. However, I chuckled and said, "It wasn't your fault. I knew that losing my virginity would be painful, and I had to go through it eventually. Now that the vagina is open, if we have sex again, I hope I'll feel better. Can we try again in 3 days?"
Adam blurted, "Of course. And I'll try to be more gentle this time."
...
The closer we got to our second sexual encounter, the more nervous I became. I attempted to hide my anxiety from Adam, but with only partial success, noticing he was tense as well.
It was on a Saturday. Adam reserved a room for the weekend at Motel 6. As we got inside, I saw Adam blush and hesitate. I smiled at him teasingly, and began undressing slowly, hoping to encourage him to do the same. He was frozen and just watched me with his mouth agape. After long minutes, when I was almost completely naked, the tent in his pants must have been too uncomfortable, and his hand moved to readjust his raging member.
I whispered, "Isn't it time for you to remove your clothes too?"
He sighed, opened his fly, and freed his tumescent organ. I took a good look at his purplish dick and got the urge to touch it. I unclasped the bra, let my panties fall on the carpet, closed the distance, and caressed the velvety skin.
He groaned and pushed my hand away, blurting, "I am too horny. If you do not stop touching me there, I'll cum in seconds." He led me to the bed, spread my legs, climbed in between, and bent his head onto my cunt. I was somewhat aroused, but not enough, and having his nose down there scared me; what if he didn't like my smell or taste? I took a long shower earlier, but still...
He took a long sniff, and then his tongue met my moist labia for the first time. Apparently, Adam had never done it before. His inexperience was clear: His tongue moved all around, yet did not meet my clitoris. After a couple of minutes, I held his head and moved my pelvis such that his wandering tongue licked my swollen clitty. The first touch was the magic moment that sent me toward my first climax. I quivered and encouraged him further, "YESS!, MORE!, HAARDER..."
Adam continued using his tongue for about 5 minutes before raising his head. His face was wet, yet smiling. He mumbled, "Honey, you taste great!" I grinned, relieved he liked it. Then he sat up, and I observed his erect penis.
I said, "Big boy, now fuck me, but be gentle, please."
He aimed at my opening and gingerly penetrated it. My juices helped, and he entered slowly but surely all the way. His thick tool filled me and even stretched my vaginal walls. This time, having no hurdle along the way, the feeling was amazing: My pussy hugged his rigid pecker lovingly. He waited, watching my face. I winked at him.
He smiled back and began thrusting gently in and out. I loved it, especially the moments that his pelvis met mine, grinding my love button. He kissed me, tweaked my boob, and slightly increased his pace. I orgasmed again. He continued for another minute or so, and then I felt him spasm inside me, emptying his nuts.
Compared to our first time, the act was blissful. After a short rest, I French kissed Adam and said, "You were fantastic."
His face reddened, and he murmured, "I loved eating you, watching your tits jiggle, having terrific sex, and especially knowing you came twice."
Later, when we were leaving, I told Adam I wanted to continue our intimate escapades. He laughed, "I hoped you'd say it. A classmate of mine goes to his hometown every weekend. He has a cat that he asked me to check on once a day, so we can meet there on Saturdays and Sundays."
"That's wonderful. But first, I must see my gynecologist and start taking contraceptives."
...
Following the pleasant encounter, Adam and I continued dating, now putting more emphasis on sex. We invested time reading and talking about it, but both of us were novices, and not everything we attempted was successful. I still recall the first time we tried a doggy style. Adam squirmed, but couldn't get the right position, and we ended up frustrated. It's not that his dick was too small; when stiff, it was 6.5 " long and fairly thick, but his maneuvers were too klutz to insert his penis all the way. Even when he eventually was inside me, a couple of times it got out at the wrong time. I wasn't much better: My initial attempt at a cowgirl position almost broke Adam's organ...
Gradually, we became better at it. Multiple times, Adam started by eating me, sending me to awesome heights. I tried to do the same for him, and sucked him the way I read most men liked, but even though I was ready for it, he refused to cum in my mouth, afraid I'd hate it. Then, after 6 months of fun in bed, Adam began licking and lapping me. He brought me to near orgasm, when he turned and got into a 69 position. As I shuddered, climaxing powerfully, I felt my mouth being filled with slimy liquid. I was so horny, that nothing else mattered, and I continued sucking him, swallowing his semen as it poured into my mouth.
After a short rest, Adam asked me about my experience. I grinned, "I felt amazing. I can still feel your sperm on my tongue, but it wasn't as bad as you thought it would be. Next time, especially if I am highly aroused, I see no reason that you cannot ejaculate in my mouth."
After a year of enjoying our time together, Adam proposed to me. I cried and said yes. We even set a date for our wedding 6 months later. We were still in college and relied on our parents for financial help, but we were too happy to think about that.
In the following month, we heard that 2 couples, whom we knew had stable marriages, were on the way to a divorce. In the first one, the wife discovered that her husband was cheating on her with 2 different women. The second couple was separating when the woman notified her mate that sex with him was becoming boring, and after philandering with her unmarried boss, she was leaving him to marry her supervisor.
Hearing the news shook Adam and me to the core: Are we destined to have a similar fate in the future? We were certain we were madly in love, but at the time, the other two couples felt the same. In both cases, sexual issues were at the center of the separation. Adam and I liked our love life: Most of the time, Adam began with a prolonged foreplay, massaging my tits, and fondling my tummy on the way to my always hungry pussy. His strokes started slowly and were never too brutal. I felt safe with him and came more than 90% of the time. He too always came inside me, closing his eyes and growling.
Everything looked good for us, but a nagging thought bothered me: What if later, we'd get bored or choose to be adventurous with somebody else?...
One evening, after a satisfactory roll in the hay, I turned to Adam, "Darling, I can't stop thinking about the possibility that we may end up like our friends."
He protested, "I love you too much to even think about it."
I hugged him, "I know and feel the same NOW, but after several years together, routine may settle in, and we may change our minds."
"Eve, what are you saying?"
"Neither of us ever had sex with others, so our experience is limited. During stressful times, after a quarrel, one of us might be frustrated and begin looking elsewhere..."
He admitted, "You can never be sure it won't happen, but I cannot imagine myself looking at another girl."
"Adam, once we have children, betrayal will be devastating..."
"What do you suggest we do?"
"... before getting married, let's have a weekend that each of us will spend an intimate weekend with somebody else. If we still feel better together and miss each other while having intimacy with another person, I'll feel better about our long term relationship..."
"I am jealous of the other guy already. And do you really want me to bed another woman?!..."
"I do not know if my idea is perfect, but finding out LATER that we missed something will be worse."
After back and forth arguments for and against the idea, we agreed to think it over for 2 days and reach a conclusion. I won't bore you with details, but then Adam conceded.
...
It wasn't easy to find the right people. We weren't sure what characteristics to look for, and how to contact candidates in a safe and secure environment. I consulted with Jenny, my BFF, who was considered more experienced. She suggested to go for a tall, Latin guy who was attractive, had a big cock, and agreed to use a condom during sex. I giggled, but reading that many women enjoy more in bed with men who sported massive organs, I began my search.
After 3 weeks of going through several online sites, I narrowed my selection to 3 guys. Adam's search took longer, but eventually, he found somebody he said was sexy. The deal was to be with the other partner for a full weekend at a hotel, do it safely, and not reveal our identities or contact numbers.
As the weekend approached, we both got anxious. Adam asked me multiple times if I still wished to go on with our plan. I was terrified, but thought it was for the best. I didn't know too many details about Adam's sex partner, but my choice was a 30 year old Colombian guy. Based on the information he provided and the photos I got, he was athletic, 6'3", 195 pounds, with dark skin and eyes, and with a cute smile. Our emails suggested that he was socially active, and did not wish to get married and settle down.
Adam was supposed to take the girl from her one-bedroom apartment to the Quality Inn not far from our place, while I told 'my guy' to reserve a room with a king size bed at the Holiday Inn downtown, and I'd show up at the door at 3 pm.
Saturday, before driving to meet our partners, we were shaking. Adam poured a glass of Chardonnay for both of us, which helped calm our nerves. I was having on a short blue dress which highlighted my shapely legs and lifted my C-cup bust.
We kissed each other. As I was getting out the door, I saw Adam ogle me with lusty eyes...
...
I knocked on the door 15 minutes late. Carlos opened the door and smiled, "Eve, I presume."
He wasn't lying about his appearance; he looked his age, was tall, well built, and extremely attractive.
I grinned, "That's me. Nice to meet you."
Carlos asked, "Would you like to go out for a coffee or stay here and have a drink? On the way to the hotel, I bought two bottles of wine: Chardonnay and Cabernet Sauvignon."
"A glass of Chardonnay will be great; I am very anxious. I haven't been in a similar situation before..."
Carlos poured me the wine and muttered, "Don't be scared. I have participated in escapades like that a few times. Each time my partner described it as very pleasant. I always used a condom during vaginal penetration, and every 3 months, I have checked myself for STDs. My last test was three weeks ago, and was negative."
I grinned, "That's reassuring."
We moved to sit on the sofa. Carlos turned on the TV and let me choose a program I liked. As I was going through the guide, he blurted, "I couldn't resist ogling you when you entered. Eve, you are gorgeous and look even more beautiful than the pictures you sent me."
My face flushed, and I murmured, "You are pretty impressive yourself..."
I selected Mr. & Mrs. Smith with Brad Pitt and Angelina Jolie. I'd seen it before and was convinced Carlos had seen it too, but I liked it and thought that the action and sexy Angelina would be enough to entertain him.
As the movie began, Carlos moved closer and placed his arm around my shoulder. He whispered, "Eve, you smell terrific. You have no idea how tempted I am right now..."
I sniffed him too. It was a mixture of a fresh, manly scent and a touch of Dior Homme Intense. The latter I recognized because once I was exposed to that erotic smell at a store. I thought of buying it for Adam's birthday, but it was very expensive.
Sitting with his alluring odor filling my nostrils had a significant effect: My breathing turned labored, my heart rate accelerated, and I felt lightheaded. I closed my eyes and rested my head on his strong arm. He must have noticed. Seconds later, his lips met mine in a light kiss. His lips touched mine softly and tenderly, not trying to force himself on me. I heard myself moan and got weak in the knees.
His palm started caressing my upper arm, slowly pulling me closer to him. I did not resist.
Next, his lips met mine again, gingerly attempting to spread them. Due to my dizziness and the alcohol on board, I gave in and parted my lips. His gently insisting tongue explored my oral cavity and looped around mine, dancing together. I felt my arousal building up and turned my face toward Carlos. He understood it as a license to move forward, and shortly after, his palm wandered from my shoulder onto my covered breast. He fondled it lightly, but his touch went through my body like an electric current, causing me to shiver.
Carlos continued his tender yet consistent massaging of my tit and whispered, "Deary, the movie is nice, but I have the urge to touch your body and make love to you."
I heard him, but for some reason I was unable to respond. He waited a moment, and when I did not object, he placed my hand on his groin. It protruded like a gigantic mountain, and was rock hard. I gasped.
He chuckled, "Yes, Eve, I am blessed. May I take you to bed?"
My eyes were still shut, and I couldn't talk.
Subsequently, Carlos strong arms lifted me and carried me toward the bed. He stood me up, and slowly undressed me. I felt helpless, not resisting or helping, until I was nude before him. I held my breath and didn't dare open my eyes, waiting for his verdict.
He blurted, "Honey, your body is every man's dream. Your perky tits are so alluring that I have to taste them." Soon after, his lips kissed and then latched onto my left nipple, milking it mildly. My horniness shot up, and my embarrassment faded. I opened my eyes, watching the short hair on his head, and his hungry lips sucking my sensitive nipple.
I muttered, "Carlos, it's not fair that only I am naked..."
He disengaged from my chest, winked at me, and said, "Touché!" Next, he removed his clothes. His athletic frame was that of a perfect man. But his dick was... huge! It was at full mast and pointed straight up. It was at least 8" in length and much thicker than Adam's. Could such a beast invade my pussy and cause pleasure rather than pain?!...
He gingerly pushed me to the bed, and his fingers began trailing softly along my body. It felt soothing, yet extremely erotic. I found myself moving closer to his warm body. As his hand reached my trimmed bush, my cunt was drenched, and my arousal became too much. I groaned, closed my eyes, and stuttered, "I... aam ready..."
I felt his body moving away from mine, and then settling between my knees. His mouth found my other nipple, lapped it for a while, and then began moving down onto my tummy, and continuing to my genitals.
I tried to use my hands to lift him up, but he didn't budge, and the next moment, his slippery tongue jiggled on my labia, tasting my juices. I froze. His tongue continued tantalizing me by dancing on my pussy lips, now and then tongue fucking me and lightly nudging my clitoris.
I lasted less than 2 minutes, cumming with a major tremble and a scream. It was a fantastic release, though I always enjoyed it more when both my clitty was played with, and my vagina was full.
Carlos persisted in his oral manipulation for several minutes before moving up and French kissing me. His giant cock grazed my belly, reminding me I was the only one who orgasmed. With my eyes shut, I encompassed his shaft, barely able to envelope half the circumference. Carlos perceived it as a signal I was ready for the main course.
I felt the spongy head brushing against my moist vulva, trying to lubricate his organ. I murmured, "You promised to wear a condom..."
"Yes, dear, soon. I just want to feel your nectar on my cock."
Carlos put on the rubber and gingerly pushed his monster into my orifice. I was horny and ready when the gigantic prick advanced into my pussy, dilating it to its maximum capacity in the process. The pressure was immense, but it didn't hurt too much. Eventually, the long pole was fully inside. Carlos stopped there, waiting for my struggling vagina to widen further before starting his strokes.
In the beginning he was very gentle, and his thrusts felt terrific. Gradually, he pounded harder and faster. I've never felt that good before: Each time his phallus rammed into me, my whole body was shaking. In less than a minute, a series of orgasms took over me. I was crying, screaming, and even managed to hear myself stuttering, "Haaardeer..."
He chuckled, "The slut in you is coming out."
At that moment, I didn't care about anything but to continue the blissful torture, and I mumbled, "Yeesss..."
As he was drilling faster into my abused pussy, he whispered in my ear, "You realize that as of today you'll be my private whore, don't you?"
"Yeeessss..."
"Good." He squeezed both my nipples, grunted, tensed, and began spasming deep in my crevices. I was on cloud 7, in the middle of my umpteenth climax, completely oblivious to what was just said. When he was done, he lay by my side and muttered, "Eve, I loved fucking you. You have a tight pussy that is perfect for my big cock. In the time that we have left, I'll teach you everything about being a GREAT sex partner."
I was tired and could hardly smile, "We'll see..."
Carlos laughed, "I promise!" He got out of bed and rushed to the bathroom.
I heard the shower, and suddenly, his words in my ear during sex came back to me. They were humiliating, but I grinned, thinking it was what experienced partners describe as 'dirty talk'. Well, if such a talk excited Carlos, let it be... The way he handled my body was so perfect, that whatever would encourage him for a repeat was acceptable.
He came out smiling, with a towel covering his midriff. I glanced at the towel, which seemed to have a bulge in it. I giggled.
He said, "I see you are still curious about my member. Here, take a good look," and then he released the towel, revealing a partially erect penis, aimed straight at me. As I focused on his thing, it grew and hardened before my eyes. He moved forward slowly, approaching me at a snail's pace. Hypnotized, I could not stop gazing at the rapidly engorging magic wand.
He stood by the bed with his still rising pecker only a couple of inches from my face, and blurted, "Eve, he is magnificent, isn't he?"
I didn't respond.
Next, he grabbed both sides of my head and gently pulled it onto the large helmet. He ordered quietly, "Open up and suck it like a good girl!"
My lips parted, and he shoved the softish head into my mouth. I had to spread them wider to accommodate him, but once the spongy part was inside, Carlos continued to progress deeper. After a few inches, I felt I was about to choke and attempted to retreat. His hands stopped me, and he said, "That's OK, girl. Relax your jaw muscles and breathe through your nose. You can do it."
His advance halted. I relaxed and slowly regained my composure. Seconds later, Carlos resumed his forward move. After another inch got into my oral cavity, I gagged and tried to release myself, but he held me tight. He blurted, "I won't go further, but now it's time for you to show how good a cocksucker you are."
Not being able to release his grip on my head or talk, I nodded up and down. With my jaws stretched to the limit, I started bobbing on the massive meat in my mouth, hoping he'd put his hands elsewhere and I'd be able to get away, but it wasn't to be: After only 30 seconds, his raging cock expanded further in my mouth, and in a matter of seconds, a constant stream of warm seed filled my mouth. I swallowed it as fast as I could, but the gushing flow was too much, and much of it spilled onto the rug.
He let go, and I landed on the bed, with my respiration slowly coming down. He chuckled, "Eve, for a first timer, you weren't bad, but in time I'll teach you to give better oral."
I was too spent to answer, but apparently, Carlos had no clue what I was feeling. I fell asleep immediately after.
...
I woke up two hours later, hearing the TV being turned on at high volume.
Carlos grinned at me, "I thought that a couple hours of rest would suffice. Shall I make us a cup of coffee?"
"Yes, please."
As we drank the hot coffee, he asked if I wanted to go for a dinner at a nearby restaurant. I wasn't very hungry, but leaving the room for a while sounded like a good idea.
He drove us to a Thai restaurant. I ordered Pad Thai, and Carlos asked for Crying Tiger, saying it was his favorite meat dish at a Thai restaurant. Later, we tried the coconut rice dumplings, which were so-so...
We returned to the room and watched 2 episodes of Seinfeld before Carlos moved closer and said, "While you were watching Seinfeld, I was thinking about how great you were in the sack."
I smiled, "Is this a hint?"
He pointed to the newly appearing tent in his groin and said, "For the last 10 minutes, my eyes could not shift away from your heaving chest. Your beautiful tits are hidden behind your dress, and they shouldn't be; they are sexy and tasty."
"Carlos, what do you REALLY want?"
"I'd love to fuck you again."
"This episode will end in 5 minutes." He didn't react and remained sitting.
My eyes were directed at the screen, but my brain was busy thinking: The oral sex I performed on him was a torture, but the intercourse was pleasurable, so why not?
When Seinfeld was over, I stretched, pushed my C-cup tits forward, and said seductively, "OK, big boy. Show me what you've got."
His hands almost ripped my dress, trying to take it off as fast as possible. I giggled, "Relax, Carlos, we have enough time." He said nothing, but worked more slowly at my dress with trembling fingers. His arousal was noticeable. I didn't bother helping, letting HIM take over. After leaving me standing in the nude, he ogled me with lusty eyes and declared, "You should be a pinup girl!" He undressed and led me to the bed.
Next, he placed me on my back, lifted my calves over his muscular shoulders, and checked if I was moist. The teasing game I was playing wetted my vulva. He smiled, "I knew you were horny as well."
Subsequently, he pushed his monster into my used pussy in one powerful stroke. It hurt badly, and I screamed. He grabbed both my wrists, lifted them over my head, held both with his left hand, cupped my tit in his right, and kissed me passionately. My vagina burned, but with my mouth blocked and arms held tight, I was helpless. Carlos began plowing me at a rapid pace. I squirmed under him, but he must have thought that I was getting more aroused and intensified his ravaging on my poor pussy. I was feeling dizzy and succeeded mumbling, "Oh god..." before a dark fog sent me to la la land.
I woke up with my pussy on fire, my breasts squeezed in his palms, and Carlos whispering menacingly, "That's it, bitch. I see you are in heat, so I'll go faster, letting you come multiple times. But starting tomorrow, you'll be my sub. If you are a good one, I'll continue fucking you on a regular basis. But if not, you won't see me anymore. Capisce?"
Despite my tremendous pain, I felt my ripped pussy begin to respond to his relentless assault. What can I say? I came violently with him drilling my orifice, creating an unimaginable, extremely painful climax. My prolonged orgasm lasted until he dumped his load in me. When he finished, I pushed him away and noticed his bare cock with stains on it.
I asked meekly, "Where is the condom?..."
He laughed, "We won't need it anymore. As I said, you are my girl now. We'll continue enjoying sex, and if you get pregnant, we'll raise the baby together."
"Are you crazy? Is it a joke?"
"What do you mean?..."
"I am not your girl and have no intention of having a child. In fact, I am leaving right now!"
His eyes pleaded with me, "Why? I thought you liked what we did. You came nonstop..."
"True. But you also tore my vagina, savagely fucking me with your huge tool. And ignoring the deal about a condom is inexcusable. Bye."
I wore my dress, not bothering to put on a bra or panties, and left. I was home at 9 pm. I filled the tub with hot water and lay there, thinking. Carlos, who initially appeared polite and considerate, turned out to be a brute and even a sex predator. In the beginning, his approach to my body felt flattering, pleasant, and sensual. His touches were enjoyable, and even the initial sexual intercourse was pleasurable. However, his giant cock was too much to take orally, and it was even worse when Carlos attacked my used pussy like a rapist, hurting me badly.
According to the deal I had with Adam, we were supposed to spend the whole weekend with our partners, so I expected him to be back Sunday night. I soaped thoroughly, ensuring to pay extra attention to my sore vagina, then dried off, scribbled to buy 2 'morning after' pills the next day, and went to sleep.
...
The whole day Sunday, I tried to busy myself, waiting anxiously for Adam to show up. When he didn't arrive by 6 pm, my heart sank, dreading the worst: The lady he was spending time with was too good to let go, and because of MY stupid idea, I'd end up alone. I had 2 glasses of Chardonnay, attempting to drown my sorrow in alcohol.
Adam opened the front door at 8 pm. He saw me with a wine glass in my hand, grinned, approached me, lifted my chin, and blurted, "Pretty Eve, I missed you." He kissed me tenderly, grabbed a beer, and sat by me.
He inquired, "How did you enjoy the weekend?"
I glanced at him and mumbled, "You first."
"OK. After corresponding with Erin online and then on the phone, I met her at a bar not far from here. She is 27, unmarried, and has a 4-year-old son. Erin didn't lie about her appearance: Her face was pretty and freckled. She had red, shoulder length hair that was tied in a ponytail, and greenish eyes. Her body was... curvaceous and looked sexy. We drank cocktails and talked for half an hour before she invited me to her house. On the way, she told me that her boyfriend at the time had impregnated her. Once he heard that she was not interested in abortion, he disappeared and never contacted her or his child again. Currently, she works part time as a nurse, trying to combine her job with taking care of her little boy. Erin claimed that money wasn't the issue, but the lack of intimate relationship was, so she compromises by having short term flings once in a while, and I happened to be the most recent candidate.
When we entered her small home, she notified me that her boy would be at his aunt's for the weekend, so we'd be free to have fun. She left me in the dimly lit living room, went to the bathroom, and exited 15 minutes later wearing a sheer negligee. She leaned seductively on the doorframe and asked provocatively, 'Do you like?'
Although I couldn't see details, her great shape was noticeable, and I felt my dick answer for me. She chuckled, 'Let's go to bed. I haven't had sex in 3 weeks, and I am hungry.'
In the dark bedroom, she told me to undress. I did, feeling that my penis was hardening fast. She turned her back to me, removed her negligee, and lay on the bed, signaling me to join her. I barely mounted the bed, and felt her tiny palm fondle my erection. Erin whispered, 'Adam, I see that you are ready. I am too. Let me take care of you first.' Her head moved down, and her lips engulfed my cock tightly. She milked me like a runaway Hoover, and I lasted a couple of minutes before cumming down her throat. To my amazement, as I ejaculated in her mouth and without touching her erogenous parts, she climaxed too. She later explained that giving head was one of her favorite things in bed. As my member was deflating, she asked how long it would take me to recover.
I smiled and said, 'With my girlfriend playing handsy, it never took me more than 15 minutes.' She giggled, 'Good boy. Whether a hand job or oral, just give me a sign.'
I went to the bathroom, peed, cleaned myself, grabbed a condom, returned to bed, and smiled at Erin. Her hands worked feverishly on my organ, and two minutes later it was 6.5" and rigid. She didn't seem interested in kissing and murmured, 'I am wet down there, so go ahead.'
I moved between her spread thighs, aimed at her opening, and gingerly pushed forward. My first impression was that I was entering Mammoth Cave. Her vagina was much wider than yours, and the friction was minimal. I attempted to bend her legs and penetrate deeper, but it didn't change much. Erin felt my frustration and offered, 'YOU lay down, and I'll move on top of you, cowgirl style.'
We did it, and soon she began riding me. I noticed her big tits sag a lot and massaged them. They were very soft with big red nipples. Erin galloped on my dick, with her hand behind her back, gently caressing my nuts. After about 10 minutes, we both came almost at the same time.
We rested, spooning for 20 minutes, and then I felt her softish ass grazing my resting prick.
I laughed, 'Be careful. You are playing with fire; if you continue, my naughty cock may enter the wrong hole.'
Erin turned to me and muttered, 'There is NO wrong hole. Since delivering my son, Billy, my dilated pussy never returned to its original size. I've read about anal sex, prepared accordingly, and the first time I did it with a stranger, I warned him to be patient and make sure to have plenty of lubrication. To my surprise, it was very satisfying. Since that time, I've done anal many times, mostly also adding a large Jack Rabbit in my pussy, having double penetration, and powerful orgasms. Care to try?'
'I have never done it before...'
'In that case, you HAVE TO. How else would you know if you like it or not?'
'Let's go to Panera for a light meal, relax at home in front of the TV, and later, if you do not change your mind, I'll be more than happy to oblige...'
Erin smiled, 'Deal!'
Back at her place, I wondered if her offer was just bragging or for real. I didn't have to wait long; she moved toward the bathroom and said on the way, 'I'll be here for 15 minutes to prepare for our backdoor fun. In the meantime, you can relax and have a drink.'
I found the bar, poured myself a shot of whisky, and sat down. I tried to imagine what anal would feel like. I've read a little about it and was curious, but never done it with you or anyone else. Erin came out wearing a long robe. She smiled, 'Let's enjoy your first anal.'
In her bedroom, I undressed. Erin chortled, noticing my dick was already at half mast. She knelt before me, mumbled, 'I'll have you ready in no time,' and sucked my schlong nice and slow. She was right, and soon my tool was pointing upward. She climbed the bed, assumed the 'on-all-fours' position, and winked at me. I moved behind her, rubbed my tumescent pecker on her soaked cunt, and heard her mutter, 'You don't have to do it; I've oiled my back orifice.'
Next, I aimed at her exposed puckered hole and gingerly pushed my raging cock onto it. The sphincter dilated quite easily, and several seconds later, I was all in. The entrance tightened over my erection more than her and even your pussy, and felt great. The lubrication made the whole process easier than I imagined.
I heard Erin's breathing turn shallow, and she mumbled, 'I love the way you fill me. Continue, please.'
I started pounding her behind, gradually making it faster and harder. She moaned. I increased the rate further, and my palms cupped her pendulous mammaries, kneading them. Her groans became louder, and I felt her body moving somewhat under me. I couldn't see what she was doing, but then I felt a stiff object entering her pussy, pushing and narrowing the space my cock occupied. Shortly after, the foreign object started buzzing, vibrating everything in Erin's genitals, including my organ. It was her Jack Rabbit. My arousal shot up, and my orgasm was pending when I heard her shout, 'Adam, it's awesome!...' Her body convulsed under me, climaxing wildly. Then, her body collapsed on the bed, and she was now flat on her tummy. I continued fucking her for another couple of minutes, feeling extremely horny. I erupted in my condom, feeling her bowels spasming and milking my last drops. After finishing, I pulled out, removed the condom, put it aside, and rested on my back.
Erin turned to me, 'Adam, you were fantastic!'. Next, she leaned on my shrinking dick and sucked tenderly the remaining drops in my urethra.
After cumming three times in one day, I was spent. I closed my eyes and thought about the day's fun encounters. The anal part was the most pleasant...
In bed, before going to sleep, Erin put her head on my shoulder and said, 'That was very nice. Tomorrow, I think we should try a 69, but if you prefer something else, I'll be more than happy to participate.' Minutes later, I heard her monotonous respiration. She was sound asleep. I followed suit moments later.
I woke up when Erin, having on a long robe, approached the bed, offering me hot coffee on a tray. I thanked her, drank it black, and rushed to the bathroom to brush my teeth. When I was back, she smiled at me and said, 'During the night, I heard you mumbling the name Eve. I assume she is your girlfriend. Right?'
I blushed and admitted she was correct. Erin giggled, 'Don't be embarrassed. I told you I was not into a long term relationship. This weekend we both have the same goal: enjoy fulfilling sex without commitment. By the way, last night I mentioned 69, but we have enough time for something else. Have you tried titfucking before?'
'No.'
'I don't HAVE to know, but I guess Erin has firmer and smaller tits than mine, so titfucking with her may not be as... enjoyable. Interested?'
'Sure. I came here to learn about sex and have fun. Trying something once is a good idea.'
'On one condition: Tell me before you start ejaculating. I'll open my mouth to have your semen, but everything that lands on my face, YOU clean afterward. Agree?'
'That sounds fair.'
Erin bent her upper body into me, exposing her meaty boobs, and asked in a soft voice, 'OK honey. Care for a full breakfast before?'
'Not really. Maybe later.'
She giggled, 'That's what I thought; our young stud is more interested in my body than my breakfast...'
She opened her robe and muttered, 'Kiss my nipples nicely, so they are fond of you before making them love you.'
Her talk was funny, but the idea of titfucking sounded enticing, and I was in for her wish. I cupped both heavy orbs and slowly licked, lapped, and then sucked on her nipples one after the other. Erin's hand bobbed my cock while she watched me make oral love to her humongous tits.
Once my stiffy was ready, she pushed my head away, and blurted, 'You made me very horny. Your dick is steely hard too. Sit gently on my lower chest and place your thingy between my titties.'
I did as she asked. Subsequently, her palms pressed both her jugs onto my erection and began jiggling them circularly. I started moving forward and back in the increasingly tightening valley between her mammaries, feeling my arousal growing. Then I heard her whispering, 'Finger my pussy and tickle my clitoris.'
At first, I did it gently, but when I saw her close her eyes and heard her purr, I intensified my hand job. Erin ground my still extending John harder, and I grunted, 'I am seconds from cumming...'
Erin opened her eyes, smiled at me, and blurted, 'Me too. ' Then she shut her eyes again and opened her mouth wide.
I erupted toward her parted lips with a series of jets. I'd say that about 50% landed inside her oral cavity while the rest painted her face. As the strength of my jets dwindled, Erin shrieked and trembled, reaching a climax too.
I saw her swallowing my cum. Then she opened her left eye, which wasn't covered with my spunk, and said, 'Buddy, time to clean your mess.'
I used a tissue to remove the slimy stains from her face. When I was done, she chuckled, 'You leave later today, so we do not have time for what I call ADVANCED SEX; otherwise, I'd teach you the expected way of doing it...'
I didn't answer, though I had a hunch what she meant.
After relaxing, having breakfast, and watching a movie on TV, we went outside and strolled for an hour. Erin wore a short gray dress, which revealed her voluptuous curves. We didn't talk much. I saw many guys ogle her ample tits and thought to myself, what if one of these guys knew me and thought I was cheating on you?...
We returned to her place early afternoon. She said, 'I am going to have a siesta, unless you prefer to join me for the grand finale.'
I grinned, 'You mean the 69?'
'Yes, but it's not the classic one. It's a little different.'
'I AM curious...'
Erin smiled, 'I think I know you quite well already. I guessed your reaction before offering it.'
When we were naked, Erin lay on her side, facing in my direction, but aligned herself opposite me: Her face against my cock and vice versa. She spread her legs, instructed me to insert my head in between, and give her oral. I began eating and felt she was doing the same. It was a common variant of 69; so far, so good.
As our ministrations continued, and we got more aroused, Erin grasped my hand and moved it to her cunt, pushing my two fingers into her pussy, and my pinky into her ass. It was interesting. As I felt her pulse rate increase, my member hardened further. Her muffled groans, with my organ blocking her mouth, vibrated it, and I was on the way to the promised land.
She must have felt I was very close, and did 2 things in parallel: her right hand clutched to mine over her cunt, forcing my thumb to nudge her clitoris, while her left moved to momentarily cup my ass cheek. I began blowing my load into her sweet mouth, and all of a sudden, I felt a slippery finger invade my anus, shoving it hard against my prostate. It felt like a lightning, and my eruption intensified twofold. Toward the end of my prolonged climax, I felt my face being stained with clear liquid. The taste was mild, with only a hint of urine. Did she just squirt? I wasn't sure, cause you never did. Despite the unexpected flooding of my face, the overall 69 experience was excellent.
After cumming, she lifted her head and looked at me, 'Are you OK? Did you suffer too much?'
I smiled, 'Certain parts were unexpected, especially your finger massaging my prostate and you squirting, but overall it was fun.'
Erin giggled, 'I got carried away. It's not often that I squirt, and it happened to me only twice before, when my arousal clouded my brain.'
'Are you suggesting I did a better job than others?'
'This time you really did. My orgasm was very intense. Thank you.'
Next, we went to the shower together. I soaped Erin, and she did me. She concentrated on my cock, and it started rising again. She giggled, 'Adam dear, it's a nice compliment to realize your dick shows renewed interest, but I think it's enough for now. Let's dry up, rest for half an hour, and go our ways. I have good memories from this weekend, so if another time you get bored, call me.' I thanked Erin for a great escapade and left."
Adam gazed into my eyes, waiting for my reaction.
I envied his enjoyable experience and smirked, "From your story, I understand that sex with Erin was a fabulous experience, so why are you here? Shouldn't you continue dating her instead?"
He laughed and hugged me, "Honey, I love YOU, and only YOU! You were the one who suggested we try being intimate with somebody else for a full weekend, so I accepted, thinking of using it to expand my knowledge of what women like in bed, and becoming a better lover. There was not one moment I considered replacing you with her. Now tell me how your encounter went."
For the next half an hour, I described everything I went through with Carlos. Initially, when I mentioned Carlos's dick size and stamina, I noticed Adam's jealous/annoyed look, but as my description of the pain I had with his monster stretching my jaws and tearing my pussy, Adam's facial expression turned into a happy smile.
When I finished, he kissed me tenderly and blurted, "It's time to sleep. Tomorrow evening we should sit down and talk about everything, mainly what we have learned from our one-time experience with other partners, and if we can implement certain parts."
We were too tired to continue our discussion, and went to bed, spooning. We fell asleep soon after.
...
The following day, Adam and I met at five pm. I prepared coffee and some cookies, and we sat down.
I looked at him: "So what part of your... fun would you like us to try?"
He winked at me, "First, I wish to tell you again that while Erin was nice and experienced, I like YOUR body much more than hers. Her huge boobs were too soft and sagged too much, unlike your firm and perky ones. And having my cock playing in your tight pussy is way better than inside Erin's cave."
I grinned, "I believe you. Now tell me what you would consider trying with me."
Adam hesitated. I encouraged him, "Look, if there is something you liked but I might not, I'll be honest with you."
He glanced into my eyes and blurted, "Vaginal sex with you is much better, and her oral was enjoyable, but I like yours more. The 69 was fun, and unlike when we did it, with Erin it involved more than just oral, so if you agree, I'd add fingers and/or accessories too."
"You mentioned you enjoyed anal with Erin..."
"Honey, I love you too much to suggest it. Now how about you? I understand you suffered later, but the beginning was 'not bad', right?"
"Carlos's monster ravaging my pussy was very satisfying, filling me to the rim. However, it was too much for more than a single oral or vaginal act. His size and heightened stamina injured my delicate vagina and almost dislocated my jaw. I think that your pecker, though still above average, being somewhat smaller than his, will be optimal for being less gentle in bed. So if you be wilder, and even use... dirty language, it might be interesting."
Adam chuckled, "Do I understand correctly that you want me to ram my cock mercilessly into your cunt and call you a slut?!..."
"When we both are horny? Yes!"
"Does dominating you in bed count as acceptable?"
"I see no reason to limit ourselves. Everything that is not too painful could be on the menu."
...
In the next several weeks, we gradually implemented what we learned during the escapade weekend. Adam's first attempt to dominate me and be rough was not impressive, so the second time, I took matters into my own hands, so to speak: When his rock hard cock was almost ready to ejaculate, I pushed him away mildly, saying I wasn't interested. I saw his eyes expressing confusion and disappointment, but then I pulled him again onto me, bobbing his rigid dick forcefully. He tried his luck once more, and as he was about to erupt, I shoved him again, saying, "Not yet, buddy. Your wimpy try at making love to me is pathetic."
I saw blood in his eyes as he held my hands tight, invaded my drenched pussy like an elephant in mast, and plowed my cunt mercilessly like never before. I wasn't sure if he was aroused or furious with me, but I came like gangbusters, screaming my heart out. He continued fucking me savagely for what felt like an hour before growling, "Bitch, is this how you like it?" and exploding deep inside me.
He lay on his back beside me, flushed, and breathing hard. I kissed him dearly, mumbled, "You were terrific," and cleaned his stained penis with my tongue.
He was stunned and then began laughing, "You are such a jerk; you wanted me angry and horny so I'd rape you..."
I smiled and winked at him, "True. If you hate me for doing it, sue me!"
"Eve, you crossed the line. When we go to bed, you'll pay for it with your body!"
"Oh, no! I'll call the neighbors for help."
"No way. I'll tie you up, gag you, and next, I'll drill your whorish cunt like a jackhammer, ignoring your desperate pleas to stop. Honey, tonight you'll learn what it means to play with fire. Understood, slut?!"
"Yeesss, Maaster..."
...
Another time, we were in the middle of a passionate 69 when I felt Adam's finger wetting my anal area. I was horrified, but aroused, so I chose to let him continue playing. For a while, his finger just trailed around my back hole, gingerly poking it. Then, without warning, his finger penetrated the puckered hole. My sphincter contracted immediately, but the finger continued maneuvering in and out gently, uninterrupted by my sphincter's reaction. Slowly, feeling no pain, my surprise turned into pleasure. The incessant mild grinding with his tongue manipulating my clitoris did the job, and I collapsed into a blissful orgasm. Adam followed, cumming in my mouth like a geyser. I gulped his spunk greedily.
After 15 minutes of relaxation, I grinned at him, "You were very naughty. Shame on you!"
He blushed but was quiet. Remembering Adam telling me about his positive anal experience with Erin, there and then, I vowed to make it happen soon. Adam's birthday was a month away; it would be the perfect time.
The following day, I went to an adult novelty shop. After surveying the items, I bought a pink Jack Rabbit, a clitoral suction device, a bottle of KY jelly, and three anal plugs of different sizes, one of which could be remotely vibrated.
The same day, when Adam went for an errand, I started playing with the rabbit. Pretty soon, I got very horny. I lubricated my ass and slowly inserted the smallest plug. The rabbit aroused me both vaginally and clitorally, while the plug stretched my anus, elevating my arousal to a higher level than without it. My climax was very strong.
The next day, I tried the second size plug. My sphincter dilated much more, and I felt it was the maximum my ass would tolerate, yet the orgasm I experienced was even better than the day before.
It was time to slow down, so the following week, I continued using the second size, gradually widening my butt hole until the penetration felt better. It was time to use the biggest size, which I estimated to be Adam's girth when fully erect. Despite the ample lubrication, the insertion was mildly hurtful, but I was determined to continue. Once the plug was in me, I began exciting myself with the rabbit. Within a short time, I became aroused and pushed the anal vibration button on the remote control. Within seconds I underwent an extremely powerful orgasm that continued for 5 minutes straight. It was absolutely the most ecstatic and prolonged climax I've ever experienced. I recall wondering: If that was even partly the sensation I'd get during anal sex, I wasted a lot of time avoiding it...
I continued training my ass almost daily, feeling my sphincter dilating from day to day. The invasion of my hole with the largest plug was no longer painful, though there was pleasant pressure as it filled my rectum to the rim. The orgasms continued to be very satisfying.
...
Adam's birthday was on a Saturday. In the afternoon, I told him to leave the house for a couple of hours, so I could prepare a surprise for him. He eyed me suspiciously, but went to visit his cousin, whom he hadn't seen for ages.
Once he left, I placed his favorite chocolate cake, a bottle of wine, and 2 glasses on the living room table, put a few long candles in strategic places, covered the windows, turned on the radio with soft music, and moved to the bathroom. I shaved my mound thoroughly, placed aromatic salts in the tub, and lay there, enjoying the erotic feeling. I sat in the tub for a long time and came out when the soapy water turned cold. Next, I placed the KY jelly and Jack Rabbit under the pillow on my side of the bed. I wore a sheer black lingerie that I used last time a year earlier, sipped a glass of white wine to calm my nerves, wore a 3" black heel pumps, added red hot lipstick, and sat down, waiting for the birthday boy.
Moments before Adam was supposed to enter, I lit the room candles as well as the candles on the cake, turned off all the lights in the house, and moved to the bedroom.
Adam knocked on the door and asked softly, "May I enter now?"
I leaned seductively against my bedroom door frame and said, "Come on in."
He opened the door, and his eyes brightened, "Honey, I love my birthday present."
He started coming my way, and I blurted, "Not yet, big boy. You can ogle my body as much as you like, but no touching. Yet!"
The disappointment on his face was apparent, and so was the bulge pressing the front of his pants. I started singing Happy Birthday, dancing slowly, intentionally jiggling around, letting my tits sway and seduce him further.
He complained, "Evie, it's my birthday, and you tease me..."
"Darling, be patient. As they say: good things come to those who wait."
"But my cock is not hearing you."
"Let's salute your important day, blow out the lit candles, have a piece of cake, and then I'll be all yours."
He clumsily hurried, attempting to shorten the time to our bed, while I did the opposite: cut the cake at a snail's pace, sashay my way to the kitchen, and bend before him, making sure my exposed tits were inches from his stare. I saw his tortured face and smiled innocently at his tormented face. Adam was dumbfounded, not understanding why I was making him suffer on his birthday, but he said nothing and pretended everything was normal.
Once we were done, I smiled at him, and he joined me in the bedroom. I removed the skimpy cloth and instructed him to undress. When he finished, revealing a raging schlong, I said, "Be a good boy and lie supine on the bed". He didn't argue and did as told. Watching him obey like a cute puppy aroused me, and I felt my juices leaking on my right thigh.
Subsequently, I mounted him, aimed his dick into my pussy, gently descended on his engorged organ cowgirl style, and began to ride him. Adam's eyes focused on my bouncing tits, and his breathing accelerated. I did it for a few minutes, and noticing he was approaching his peak, I rose slightly and directed the oiled spongy head into my anus. My sphincter stretched and widened, but I felt no significant pain as his member slipped into my rectum. I saw Adam's eyes widen, thinking it happened accidentally. I ignored his eyes and rode him faster.
He recovered shortly and started countering my movements. I stared at him and blurted, "This is what you wished for all along, didn't you?"
"YESS! My god..."
Next, I grabbed the rabbit, turned it on, and shoved it into my pussy, ensuring the tiny wings touched my clitty. I came violently in an instant. Adam followed within seconds, likely influenced by my spasming sphincter and the buzzing vibrator. I continued riding him leisurely, enjoying the feeling of being stretched to the limit by the double penetration. A couple of minutes later, his cock started shriveling, and I let it fall out of my back hole.
I rushed to the bathroom, emptied myself, and began showering. It felt great under the hot water, and I was in no hurry to leave. Adam entered the bathroom 15 minutes later and didn't seem affected by the residual smell. He moved behind me, fondled my tits tenderly, and whispered, "Did I mention I love you?"
I giggled, "Not lately."
"Well, I really do. That was the best birthday present you could give me. I fantasized about anal multiple times since doing it with Erin, but with you it was way better. Tell me the truth, how come your butt accommodated my shaft so easily?"
I chortled, "It's a secret, but no, there wasn't another guy to experience anal with."
...
Fast forward 10 years.
Adam and I got married 9 years ago. We have a six year old boy and a four year old girl. We both work full time: Adam as an engineer and I as a part time lab technician. After work, one of us is busy around the house while the other cares for the children, plays with them or drives them around. Later, we mostly watch TV.
Three times a week, once the kids are sound asleep, we enjoy what we call happy-bedtime. WHAT we do depends on which of us two is in charge that night. When I am in control, we usually use missionary, doggy, or 69 positions. However, when my husband is the boss, he likes to watch me ride him while he tweaks my tits, uses me anally, or ties me to the bedposts and roughs me up while using dirty talk, forcing me to address him as Sir or Master before he lets me cum.
Our sex life was never better: During those ten years, only twice I haven't orgasmed. Both were because of illness (I was having symptoms, but noticing Adam's erection, I chose to give in and faked an orgasm both times...).
Neither of us showed any interest in experimenting again with other partners. I cannot predict the future, but so far, we feel very content with our sex lives.
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