An Affair with an older married lady... and the aftermath...


    Chapter #21

    I sat there in the tub for awhile stroking my limp dick.

    This was getting embarrassing.

    I had no problems prior to this.

    I had a healthy sex life. Two times in a session was usually not a problem.

    But why was it that with Ann I was barely semi-erect?

    Did her words really have such an effect on me?

    I heard her talking on the phone outside. I got out of the tub, drained the water and wrapped a towel around myself.

    Ann was sitting on the bed completely nude. And yet still no erection.

    Man was I screwed.

    Ann looked at me.

    “She’s not coming. Someone took her away in a car.”

    “Oh.”

    “Well that’s just too bad for you then. Since you can’t get it hard. I feel sorry for you actually. Having erectile dysfunction at such a young age. How old are you again?”

    “27.”

    “Well that is sad indeed. Maybe you had too much sex in the past. Maybe there’s a limit to the number of erections and ejaculations.”

    “Don’t be absurd.”

    “Then why aren’t you hard?”

    “I don’t know.”

    “Come here. Sit.”

    I walked over to Ann and sat on the edge of the bed beside her.

    She massaged my shoulders.

    “You said you’re in the army right? You’re not that muscular.”

    “Do you think all soldiers look like Rambo?”

    “No. But being in there so long you should be quite fit right?”

    She got off the bed and stood in front of me. I tried hard not to stare at her absurdly hairy bush.

    “Stand up.”

    I did and she ripped off the towel.

    “Where are your abs?”

    “Drink too much.”

    “But ok, your chest and arms are quite beefy.”

    “Er…. thanks? I guess.”

    She knelt down in front of me.

    “Hi little guy!”

    For a moment I thought maybe she had some mental problems.

    Then without a word, she took the whole of my limp dick into her mouth.

    Finally, let the action begin.

    Post #113
    6 comments
    Chapter #22

    I could feel Ann’s tongue going around my cock inside her mouth. It was still rather sad that I wasn’t even half-erect.

    Her tongue softly swirled around my cock as she sucked on it, massaging my balls with one hand. Her other hand was around my ass, grabbing my butt cheeks.

    After slurping for around a minute, she released me.

    “What the fuck is wrong with you???”

    I looked down at my limp dick, now slimy with her saliva, then I looked away.

    “I don’t know.”

    She stood up and pushed me onto the bed, pinning my arms back, and started kissing my neck, moving downwards. She paid more attention to my nipples, teasing them with her tongue. As she moved down my stomach, I felt myself getting slightly aroused, but somehow there was no reaction down below. I felt useless.

    She went to work on my dick again, using her hands this time, massaging me, pulling my foreskin up and down my limp shaft. She clasped her hands around it and rolled it around like it was dough.

    I closed my eyes and started fantasizing about random porn stars.

    What had happened to me?

    I never had such problems before. And I was pretty sure that sex during my drunken one night stands had been successful.

    Ann’s mouth was wrapped around my cock again. She sucked hard up, down and around the head, while massaging around the base. I tried to concentrate fully on the sensations.

    I simply couldn’t figure out where this mental block was coming from. My thoughts floated back to my ex-girlfriend, and the obscene amounts of sex we had. I was fine then, so why not now?

    Perhaps Ann wasn’t attractive enough for me. But that was not the case. Maybe I liked huge boobs, but none of my ex’s or flings were more than a B cup. Maybe it really was her hairy pussy that was putting me off, but my ex never shaved or waxed in the beginning.

    All of a sudden, I felt a weight on top of me.

    While I was lost in my thoughts, Ann had somehow managed to get me hard enough for penetration, and sneakily gotten on top of me.

    Her pussy was extremely wet and she took great care not to ride too hard in case I slipped out. I could feel her insides with each stroke as she deliberately rode me slowly. She also had fantastic control over her muscles and she clenched me tightly.

    Slowly but surely, my arousal level increased, and my semi-erection became a fully hard one.

    Ann gasped, and started riding me faster and harder. I thought I felt contractions inside. It was as though she was cumming.

    Her moans became louder and she fell forward, hands on my chest, gripping my pecs.

    I grabbed her ass and started pounding upwards. Her nails dug into my skin.

    “Don’t. Stop.”

    I wasn’t going to. I was like Austin Powers who suddenly got my mojo back.

    Post #120
    0 comments
    Chapter #23

    Thanks for the support.

    Allow me to clarify a few things.

    1. I am not like some of the other writers here, I do not know how to describe the events in such detail or clarity.

    2. I am a normal human being. I do not have a long monster cock. I am average. I am not saying that everyone who says they have six inches or above is being creative, but I acknowledge that I am Asian, thus average.

    3. Therefore please don’t expect some pulitzer prize winning piece of work with a protagonist with a huge dick, godly sexual prowess and makes his girls squirt waterfalls.

    4. Thanks for reading.

    Post #121
    1 comments
    Chapter #24

    I could tell Ann was really horny from the way she rode me. It was like she did not have sex for quite some time.

    I was glad that she managed to get rid of my temporary erectile dysfunction problem, and that she was enjoying herself.

    I was worried that maybe she liked her men bigger, longer or stronger. But the way she ground her pussy on me, the way she dug her fingernails into my flesh, the way she nibbled on my earlobes while whispering how good it felt made me feel like a man again.

    But I was worried. We never talked about our sexual histories. In the army we had health screening and my last test results were fine, except for my cholesterol which was a little high.

    But I didn’t know if she was.

    I didn’t even know her age, or if Ann was her real name.

    All I knew was that she was naked, sweaty, and coating my penis with her womanly juices.

    The contractions got more intense and frequent, I felt like I was bleeding from the scratches.

    She whispered into my ear.

    “I’m gonna cum.”

    I relaxed a little. I had been controlling myself just in case I came too soon. I wanted her to cum first. I didn’t want to be both an erectile dysfunctionalist and a premature ejaculator. I would probably go crazy if I was afflicted with both.

    Ann let out a loud scream followed by a sigh and laboured breathing.

    I expected her to get off, having already came. But she continued grinding, like she was going for multiple orgasms. I had already stopped controlling and her vaginal contractions were driving me crazy.

    When I realised she wasn’t done, I tried to hold back as well but it was too late.

    “Shit! Ann get off! I’m gonna cum!”

    She grabbed my shoulder and growled into my ear like an animal.

    “Don’t you dare cum before I cum again!”

    Perhaps that shocked me into submission and I managed to last a couple more strokes. I felt the uncontrollable urge and tried to push her off but she resisted.

    “I’m really gonna cum!”

    Ann ignored me and continued grinding and humping.

    I gave up.

    It was such sweet release when the first shot erupted. Ann screamed and ground herself harder. I decided there and then that she was a little crazy.

    The second shot spurted out, causing Ann to moan again.

    The final shot was accompanied by the most intense of her contractions and a final explosive “OH GOD!” escaping from her lips. She collapsed onto me and planted her lips on mine.

    “Thank you.”

    I was shocked. No one had thanked me for sex before. With my one night stands, it was usually a case of “did you cum? No? Too bad, I did.”, then I withdraw, thrown the condom and fall asleep.

    Ann refused to get off and we lay there, sticky bodies intertwined. She continued kissing me, slowly introducing her tongue to me. There was something about the way she kissed. Like she was very experienced, or maybe she just really liked kissing. I felt my limp penis slowly slip out of her, followed by the globs of semen. I think I need to masturbate more to prevent such amounts from consolidating.

    Cock out, Ann merely shifted a little and lay on me, her sticky pussy on my thigh. She stroked the scratch marks on my chest.

    “I’m very surprised.”

    “About?”

    “I didn’t expect it to be this good.”

    “Me neither.”

    Ann kissed me again.

    I decided to raise my concerns.

    “We just had raw sex, are you-”

    “Ovulating? Let me count. Hmm. Yeah. It’s not safe.”

    “Err…”

    “And the amount you shot inside me… wow… I thought you have regular sex.”

    “No I don’t. One night stands are not very often.”

    She stroked my limp dick.

    “I can see why. Haha!”

    “Very very funny.”

    “Well, it satisfied me. I cannot remember the last time I came like this.”

    “Actually I wanted to ask why you didn’t use a condom.”

    “I didn’t want to take the risk of you getting soft when I went to get the condom.”

    “What about diseases? Pregnancy?”

    “I know the army has regular health screening. And I’m clean.”

    I took her word for it.

    “What about pregnancy? You said it wasn’t safe?”

    “I can always take a morning after pill. Don’t worry.”

    “Next time we’ll use condoms ok?”

    “Haha! What makes you think there’ll be a next time?”

    “Erm. I want to have a next time? And many other next times?”

    “I’m not looking for a relationship.”

    Her answer stunned me a little. I wondered what the right answer would be.

    “Neither am I.”

    “So what do you want? We see each other for sex only?”

    “Do you want to continue having sex with me?”

    Ann kept silent for awhile as if she was thinking of a suitable answer.

    “I don’t mind a purely sexual relationship. Just as long as romantic feelings don’t develop.”

    I thought about it for awhile. I didn’t see how I could develop romantic feelings for someone I didn’t really know.

    “Ok.”

    “Ok?”

    “Let’s have a purely sexual relationship.”

    Ann giggled, kissed me again, then got up walked unsteadily to the bathroom.

    “Hey is that a yes or no?”

    She turned back and smiled at me.

    “You’ll know.”

    Post #123
    2 comments
    Chapter #25

    Quote:

    Originally Posted by

    jomround

    I like the script style. It’s got a somber tone in it.

    Interesting read.

    Sexually funny? Funnily sexual?

    Anway I was alternating from giggling and having a hard on. Heheh

    Keep it up TS.

    Glad you enjoy it. I never wanted to talk about my bad experiences, especially here. But after reading the stories here, especially enigmaofsorrow’s, I decided to give it a shot.

    It’s really interesting reading about the life stories of other’s. And I can take comfort that maybe mine wasn’t that bad after all, especially if those stories are true.

    Post #126
    8 comments
    Chapter #26

    And that was how I got my first fuck buddy.

    I wasn’t really the type to have sex with the same person regularly unless that person was my girlfriend. Maybe I liked the variety.

    Ann was also different. Firstly, she never complained about my body type, size or skill in bed. And she was rich, and loved to flaunt it. Everytime I tried to pay her back for meals, even if it was to split the cost, she would refuse. It never occurred to me that maybe she was paying me for my time, and sex. Even if that was the case, I never felt like a toyboy or gigolo.

    All that aside, we got along very well, we could talk to each other, had similar likes and dislikes, and even supported the same football team. She was like a female version of myself.

    I guess I was so jaded with relationships that I never did ask if we could be more than fuck buddies.

    I had a pretty good relationship with my ex, having been together for that long. Somehow things didn’t work out the way we expected. Maybe waiting 10 years for me to finish my army contract was too long. On hindsight, it was a good thing. I had seen so many of my men, and fellow specialists, go through some form of depression after their relationships ended while they were serving their national service. It should have hurt me more, considering how long that relationship lasted, but it did not. Besides, I had a lot of experience “counselling” my men about relationships whenever they came to me, all the standard bullshit like “many fish in the ocean”, “her loss not yours” etc., and that made the transition for me a lot easier. I just had to apply my advice on myself.

    Perhaps it should have affected me more. Perhaps I should have wallowed around in self-pity a little more. Perhaps if I did all that, I would have taken a lot more time to reenter the single life. Perhaps I would have never met Ann.

    I remember the next time we met after that weekend at the hotel.

    It was the weekend again, and I was actually very late in meeting her.

    I had live firing on Friday, and by the time it ended, I wanted to sleep in until the next morning. But Ann had texted me the night before asking if I wanted to meet, I told her about my live firing and she said it was ok, any time after would be fine.

    After the live firing I quickly took a shower and declined the offer of my camp mates to go clubbing, and headed out of camp. Ann said she would pick me up so I waited at the bus stop.

    A couple of my camp mates passed by in one of their cars and asked me again if I wanted to go with them, they needed a driver again. I declined politely.

    Ann took less than 5 minutes to appear, this time in another car. It was a black Mazda MX5, and the top was down. I wondered if she was secretly working for a car dealership or her wealth was at the “what the fuck” level. This was the third car I had seen her drive in as many meetings.

    I got in and we started chatting again. She asked how my day was and I asked the same about hers.

    By pure chance, we ended up next to my camp mates at a red light.

    “Eh Mark, ask you go clubbing you don’t want, actually got hot girl to go out with!”

    I merely smiled at them. Ann smiled at them too.

    When the light changed, she drove off, leaving them behind in a cloud of dust.

    We ended up at Spize in Simpang Bedok for supper.

    After supper, she sensed I was tired.

    “Would you like me to send you back?”

    “it’s ok.”

    “You sure?”

    “Yeah.”

    “So you won’t mind going where I planned?”

    “Nope.”

    “Ok.”

    Within minutes, we were on the expressway heading towards Changi Airport.

    I guess Ann had an issue with budget hotels. We always ended up in hotels that were out of my wallets comfort zone. This time it was Crowne Plaza Changi Airport.

    Upon entering the room, I saw that she was already there earlier, and there was a suitcase by the side.

    “Going somewhere?”

    “Yup, business trip to Hong Kong. Flights on Sunday morning.”

    “Oh. So you want me to spend the night?”

    “Yeah. If you don’t want to it’s ok.”

    “I’m already here.”

    “You must be tired, why don’t you go take a shower?”

    I entered the bathroom. Ann was really turning me into a bathtub lover. Just soaking in a bathtub made me relaxed and revitalized.

    Before I knew it, I fell asleep and was only awakened when Ann squeezed in behind me and started massaging my neck and shoulders.

    Post #135
    3 comments
    Chapter #27

    I felt her soft breasts press against my back as she gently rubbed my aching muscles.

    “Feels good?”

    “Yeah.”

    “Why don’t I give you a full body massage later?”

    “You know how to?”

    “Nope. But I’ve gone for enough massages.”

    “What if you break something?”

    “Don’t be silly. I’m not that strong.”

    “Ok… I don’t like hard massages anyway.”

    Ann got out of the tub and grabbed a towel, wrapping it around herself before handing me one.

    “Can I lie here a little bit longer?”

    “Ok. But don’t fall asleep again.”

    I closed my eyes as Ann left the bathroom.

    I forced myself out of the tub around half an hour later and found Ann lying on the bed face down, propped up on her elbows, reading a magazine. The view of her cleavage was simply exhilarating. I felt myself getting slightly aroused. But it was not enough to get a full hard on.

    “Ready?”

    I nodded.

    She gestured to me to lie on the towel had placed on the bed.

    “Remove your towel.”

    “But I’ll be naked.”

    “So? I’m naked. And I’ve already seen everything. Are you shy? Scare I’ll laugh at your small cock?”

    “Even if it’s small it still satisfied you.”

    “I was horny that day.”.

    “Fine.”

    I removed the towel and lay down on her towel.

    She started with my neck and shoulders again, moving slowly downwards, paying a lot of attention to my ass. I felt a strange rush of blood. Her leg massage was especially relaxing and helped to soothe my sore muscles.

    “Turn over.”

    I did and she got on top of me. Straddling my groin as she massaged my chest and arms, then my stomach, and moved down to my thighs.

    All the while, even though she was practically rubbing on my dick, it refused to wake up. I guess I really had a problem.

    I guess I must have fallen asleep due to fatigue and her relaxing massage.

    I kept feeling a warm sensation around my dick. I opened my eyes and she was giving me a blowjob. And I was hard.

    Without asking for permission, she mounted me and rode away. I couldn’t reject her.

    Soon enough, she rode herself to orgasm, while I, as expected, became soft again.

    Post #139
    7 comments
    Chapter #28

    My penis was probably the laughing stock of the male population.

    First, it wasn’t huge, thick or long. Then, it couldn’t sustain an erection last long enough for its owner to have an orgasm.

    Maybe Ann was satisfied with her single orgasm as she lay on my lap, running her fingers along the shaft.

    “I think you smoke too much.”

    “Maybe.”

    I was seriously distracted by this. There were times I could have sex normally, sustaining my erection long enough to ensure me and my partner were soaked from our own sweat. Or maybe I was drunk and imagined the whole thing.

    Maybe I masturbated too much over the weekends, since I can’t do it in camp. I would watch porn and maybe cum 6-7 times a day. I was hard then, why not now? Why not now when there was a naked female just inches from my inches?

    Seeing a doctor might be out of the question. I had too much pride to acknowledge I have a problem. Especially a problem like this.

    Ann took me into her mouth again and alternated between sucking, licking, twirling her tongue around it.

    I guess I was really tired that night and even she gave up after awhile.

    Then she decided to be a sex counsellor.

    “You’re a little young to be having erectile dysfunction.”

    “Yeah.”

    “Am I not attractive enough for you?”

    “No…”

    “Then what’s the problem?”

    “I have no idea.”

    “Are you on drugs?”

    “Nope.”

    “Intend to take drugs?”

    “You mean like viagra?”

    “Have you considered it?”

    “Nope.”

    “Why not?”

    “It’s embarrassing.”

    “Which is more embarrassing? Seeing a doctor or having a woman walk out on you because you can’t perform?”

    “Hey. You came. I was hard enough.”

    “Yeah but now I want to get fucked and you aren’t even hard enough to penetrate.”

    “And then?”

    “You know usually the guy cums first. And I would like my guys to cum. At least I know I satisfied them too.”

    “I can’t.”

    “Yeah. So what shall we do?”

    “Suck me again?”

    “My jaw hurts.”

    “Then just let it be.”

    “But I want you to cum. In my mouth this time.”

    Usually that would have gotten me so hard that ejacualation wouldn’t be a problem. But Mr. Dick just refused to react.

    “Maybe if I watch porn?”

    “What the hell. You’ve got a real live female here and you want to watch porn?”

    “I don’t know. I seem to be fine when I masturbate to porn.”

    “Ok. You watch porn and masturbate. I’ll watch you. When you’re about to cum, tell me and I’ll suck you. How’s that?”

    “Sounds good.”

    I took out my phone and opened my usual mobile porn site.

    “Erm. How do I watch it too? It’s so small.”

    “Do you have a laptop?”

    “Duh. Business trip remember?”

    “Why didn’t you offer it earlier?”

    “You didn’t ask.”

    “Right.”

    She went to retrieve her laptop and turned it on, setting it up on the bed.

    As the porn loaded, she was all over me, caressing my body, licking me all over, especially around the nipples.

    This time, I was normal again. And Mr. Dick stood out like a sore thumb as I stroked him towards a full erection.

    Post #147
    4 comments
    Chapter #29

    Ann stared at my erection.

    “What the fuck is wrong with you?”

    “Huh?”

    “This is the largest and hardest I’ve ever seen you. And it’s because you watched porn?”

    “Well…”

    She grabbed my hands away from my cock and let it stay there.

    “You see???”

    “Errr…”

    I wondered what the fuss was about. So I couldn’t get it fully hard with her. That was my problem wasn’t it?

    She engulfed my cock again going all the way down on it, gagging on it, and produced more saliva to lubricate it.

    It actually felt really good.

    I grabbed her head and thrust my cock further into her mouth, causing her to gag more. I thought she would push me away but she grabbed my ass and continued her self-choking, while teasing my shaft with her tongue. I guess she must have been used to larger cocks filling her mouth as she did it with such ease.

    With the sounds of the porn playing in the background, together with her gagging noises, I felt myself getting extremely aroused. I pulled out of her mouth.

    “Lie down.”

    “Why?”

    “It’s my turn to show you what I’ve got.”

    I spread her legs and went down on her. Her hairy bush was glistening with her juices. I wondered if it was weird as my cock had just been in there.

    She squirmed a little as my tongue traced her labia. Her hairy bush was tickling my nose. I managed to locate her clit and attacked it furiously. She let out an extremely loud moan and immediately covered her mouth.

    I smiled to myself. I was doing something right.

    I licked it fast, then slow, then probed it with tongue. Ann started grabbing my hair.

    I carefully inserted a finger. I didn’t have to be careful, she was damn wet.

    After only 5 minutes of licking, she pulled me up.

    “I want it inside. Now.”

    I gave her a sly smile and got up, intending to find condoms.

    “Where are you going?”

    “Condoms?”

    “Just fucking put it in now!”

    Oh well, I had already done her raw once.

    I plunged in, feeling her wetness envelope my cock. It felt really good. Like so much better than any sex I had before.

    I pounded her as hard as I could, rubbing her clit with my thumb.

    She trashed about wildly and almost tore the sheets off the bed.

    I felt her contractions and intermittent shudders around her lower body. Her moans were practically non-stop, matching the moans of the porn actress on her laptop screen.

    I lasted a good 10 minutes.

    “I’m about to cum.”

    “What?? No!! Keep fucking me hard!”

    “I can’t control much longer.”

    “Just shut up and fuck me!”

    I tried. But failed miserably, lasting only another ten or so thrusts.

    I pulled out and squeezed the head, trying to prolong my erection.

    Ann immediately got up and took it in her mouth again.

    I couldn’t hold it in with her sucking me and emptied my load into her waiting mouth, collapsing onto the bed.

    I glanced over at the laptop and saw that the actor had also just cum in the actress’s mouth, and she was letting the cum drip out while looking at him seductively.

    Ann saw it and did the exact same thing.

    Man was I hooked.

    Post #152
    1 comments
    Chapter #30

    “I want you to fuck me again.”

    I was already lying on the bed, trying to regain my composure.

    “Again? Now?”

    “Then when?”

    “I’m not superman. We just had sex. I need to rest.”

    Ann crawled over and started sucking me again. I tried to stop her.

    “I really can’t.”

    She stopped, went to her laptop, found another random porn video and played it, placing the laptop on my chest. Then she went back to sucking me.

    “Hey….”

    I tried to protest but it was not working. I was getting turned on by the porn. I could cum multiple times with little rest through masturbation anyway. Ann was training me to do so with a live human being.

    It wasn’t long before I was hard again.

    “You have a serious problem.”

    I ignored her and continued watching the porn, where a brunette was giving an absurdly well-endowed guy a very long blowjob.

    Ann continued sucking, and wanking me, and massaging my balls. She was probably starved of sex.

    I felt her spit a lot of saliva onto my shaft and head and even spreading it all over my balls. It did not prepare me for what was next.

    Ann used her finger and probed around my asshole spreading her saliva there as well.

    “Hey!”

    Her blowjob was distracting me from what was about to happen next.

    She “gently” slipped a finger in.

    “What the fuck!”

    I cringed. It was the most excruciating pain I had ever felt.

    “Relax…”

    “I swear I’ll shit on you.”

    “Kinky…”

    She moved her finger around.

    “Oww fuck… stop please….”

    I swear I was about to cry.

    “Stop…. It’s painful…”

    “Just shut up and relax.”

    She took me in her mouth again, fingered my asshole, and massaged my balls.

    I shut eyes and tried to concentrate on her blowjob instead.

    Suddenly, out of nowhere, I felt a feeling I couldn’t describe. It was like a sense of relief.

    I opened my eyes and glanced at the laptop.

    Then I realised she had set me up. The title of the porn was prostrate massage.

    It no longer hurt but there was an uncomfortable feeling. But part of it felt good.

    It was my turn to grab the sheets.

    I felt myself reaching the point of no return as her sucking became more vigorous.

    Without warning I released my load into her mouth. She had given me my most intense orgasm ever by fingering my asshole.

    This time, she swallowed and frenched me.

    Post #154
    9 comments