I often read on this forum about guys with amazing fuck experience in office or overseas. I have my own tale to tell today. It was quite unusual.
I used to sell all my used items on eBay before I decided it was not worth wasting the time anymore. But that was not before I met the amazing woman I gave my virginity to. This happened about 2 years ago.
Bear. The item I was trying to sell on that occasion was a small teddy bear that my friend won at a carnival (or some funfair thingy) and passed it to me to sell. It was quite a cheap item that I initially thought twice of selling. It was so cheap ($2.99 starting bid) that I didn’t think would even cover my travel expenses. But what the heck, I was just helping a friend.
I normally put my mobile number for easy transaction. About 5 days after posting the advertisement, I received an sms.
Buyer: Hi, this is Anna. Is your teddy bear sold yet?
Me: Nope. Please kindly place a bid. (In my most gentle and courteous manner as it was a lady.)
Buyer: How much the latest bid now? Can deal quick?
Me: Please bid. My ad runs for 10 days. 5 days left.
I was hoping her bid will be the first of many so that it could be sold at the highest price to cover for my mrt and bus fees.
Buyer: Is the condition still new? Why are you selling?
Me: (already quite irritated as it’s the third wasted sms for a little teddy bear) As mentioned in the ad, item is brand new. Selling for male friend who won it.
Buyer: If I offer 7SGD, can you sell to me?
Huat lah. $3 raised to $7 immediately. I asked myself where my selling ethics were, but this was too good a deal to miss. Silly thing I know, for it was only an extra $4.
Me: Ok then since you so sincere. (smiling as I type the sms.) Where you want to deal? Can deal today?
Buyer: Today can’t. Sunday can?
Me: Ok deal on Sunday. What time and where?
Buyer: My kid have lesson until 12pm. Can we meet at City Hall Mrt at 1pm?
Me: Ok see you. Thanks.
I was quite excited already because she mentioned about a kid. Though I was a virgin (by choice), I was quite aroused by women older by as much as 20 years than me, just like the other young guys. By the way, I was 23. I have always wanted to give my virginity to an older woman.
Sunday came pretty quick (she smsed on Friday). I had a few places to run to sell my things that day, and City Hall was my 2nd last stop before I went back home (I stay in the west). Amazingly, I had managed my time so well that I was 15 minutes early. I smsed her when I reached.
Me: Hi I reached. Standing near the telephone booth outside UOB.
I intended to stay inside to save some transport fees. Back then, I didn’t know you could be fined if you do transactions inside mrt stations.
Almost immediately I received a phone call.
Anna: Hi this is Anna. I am standing near the passenger service counter with my kids now. Where are you?
She spoke with some foreign accent. I looked around for a lady with a kid and on the phone. I quickly spotted her.
Me: Oh I see you. Look for your left.
Anna: Huh?!
Me: I’m at your left side.
I saw her look to her right, then left, saw me waving at her and gave a nice smile. She walked over slowly with her kid and was stood in front of me. We were separated by a barrier but I still had a good look at her.
Me: Hi. (with smile).
Anna: Hi.
And then we waited…. and waited… almost like didn’t know what to do next. I even look at her kids (she had 3 with her, 2 boys 1 girl) and they all look back at me as if I was from another planet. Then a voice broke the silence.
Little girl: Mommy, I think he never bring the teddy bear.
Feeling quite embarrassed staring at them when I should be the one making the first move, I apologized and took the thing out, bringing a smile to the little girl. The two boys who stood at either side of their mom look at me and smiled too. I didn’t know selling a little bear was so satisfying because obviously, I made three kids very happy today. I look at the mother and smiled as she handed me the cash.
Me: You local?
Anna: No, from Indonesia.
Me: I see. Any problem with the bear just give me a call.
Anna: (smiling wider) Ok, thank you.
Whao. What a lady. Not really drop dead gorgeous as she was only wearing a T-shirt and jeans. But she still looked so motherly, gentle and pretty. I looked at my watch; it was not even 1pm, the original time we set to meet. I was impressed. Any lady who kept to her time is attractive to me. This woman had 3 other reasons for being late and still made it on time. Her husband’s a lucky man, I thought.
For some reason, I kept thinking about the lady with long brown hair and a simple silver necklace. Being a virgin at 23, you could imagine how shy a person I was. But at that moment, I had a strong, strong urge to want her.
So much that I did something silly when I reached home. I typed her email address on friendster and tried my luck looking for her. Bang. Found her profile. She was divorced! I then left a message on her account. That was the beginning to the first sex in my life.
Almost one and a half days later she replied. I was at home, preparing to go to school (uni) in a few hours time.
Anna: Boo what? Who this?
Then without me replying, she sent another msg.
Anna: You the bear seller? How you know my account?
Me: Stalking you.
She just replied with a lot of laughter.
I then asked about her age because one of her kid was quite old. She was 34, and her eldest kid was in Pri 6. She did not look 34! She stated that she was petite in her profile and she sure was. She was around 5’2 and around 45kg max. I looked through her pictures on her account and realized how pretty a woman she was. Very natural and not cam shy at all. I wanted her even more now. I then realized that she stayed within 15 minutes bus ride from me in the west side.
We exchanged messages on FS for about a week before I asked for her messenger account ID. She gave me promptly but did not go online for about 3-4 days. Feeling impatient, I msged her on FS, asking her when she is usually online. She came online on messenger immediately, then offline. This happened for many times over the next few days, until she stayed online long enough one day for me to say hi.
Me: Hi. Why you always offline so fast?
Anna: Just check email. Gotto go. Bye!
There she went off again! I was quite frustrated as I haven’t really got a chance to talk to her properly. I knew if I wanted my goal I had to be patient.
One morning, I returned back to my laptop from the bathroom. There was a message from Anna waiting for me, which got me pretty excited.
Anna: Boo!
Me: Whao you said hi! First time.
Anna: Hehehehe
Me: Why you always offline so fast ah?
Anna: Don’t like to online here. Dangerous people around.
Me: Huh why?
Then she went on to explain that there were Trojans or stuff like that people can use on yahoo messenger to reboot your PC. I assured her that I was nothing of that sort.
Anna: By the way, you like watch movies?
Me: Ya why? (I thought she wanted to ask me out??)
Anna: Got this website. A lot of movies. I watch there everyday.
There. A topic at last. She started it, but I wasn’t complaining. I love movies, and it was a topic we talked for the rest of the week. We talked almost every morning and night. When she wouldn’t come on at night, she would sms to notify me. A closeness soon formed between us.
-—–
First time writing here. Hope you all like it…
Quote:
Originally Posted by
waiwaiz
So u sell your virginity for $7……
Keep it cumming………..
.
lol.. what a way to put it :P
We started to have more personal chats. I began to ask her about her failed marriage. She was married for 8 years before she found out of her husband’s affair. I was shocked, because she was pretty, had a good personality and so easy to communicate. They got their citizenship before they divorced. Hence, she is considered a Singaporean. I felt sorry for her, and anybody in my position would want to give her a hug. The urge to have her grew ever stronger now.
Another month passed before I popped her a question one morning
Me: You got webcam?
Anna: Why you ask?
Me: I want to see you lah. So long never see you already since that time we met at City Hall.
Anna: No need. I shy lah (nice singlish). I only cam with my family back home. Next time ok.
I went to school that day and reached home at 8pm. I went for my shower, ate my dinner and went online. Immediately, Anna sent me a cam request. I accepted it.
Me: Whao! “Next time” came so quick.
Cam loaded. She was wearing a brown spaghetti strap top. Her long hair was visibly damp and she explained that she just had her shower.
Me: You’re sexy. Sorry.
Anna: No lah.
She was half pouting, almost as though trying to show that she wasn’t sexy enough to keep her marriage in tact.
Me: You really are.
Anna gave a irritated look and then off the cam, saying she want to go to bed. I thought that was it. I had stepped on her toes and she would never talk to me again. I couldn’t sleep well that night as I thought I lost my chance of my first sex. Ok I confessed. Till then, I had only wanted to fuck her.
Next morning, I was so tired that I decided to skip school that day. It was in Apr already and all tests were over. Exams were next, so I guess it was not a bad time to skip classes as I could self study at home. I received an sms from her, apologizing for her rudeness the previous night. I replied that I should be the one to say sorry, not her. She then explained that her husband told her the same thing before (that she was sexy), but in the end still found something from another woman that she didn’t have. She did not elaborate more. I guess some men just love the thrill of cheating, regardless how good their wives are.
Normality resumed. We continued to chat online, and cam at times. One night while her kids were asleep she was sat on her bed and webcaming. She was wearing a black tank top that showed some of her cleavage. I bit my lips the whole night and she noticed.
Anna: Stop biting.
Me: Huh?
Anna: Your lips. Make you look like a horndog or something.
Me: But what I said that day were true lah. You’re really sexy to me.
This time Anna just smile. She then laid back slightly, supporting herself with both her hands, almost as if showing me her boobs covered under her shirt.
Me: You doing that on purpose right.
Anna: (Smiling) What?
Me: Nothing.
I just looked at her and smile. She looked at me and smile. And this went on for 2 minutes flat without any conversation.
Anna: You horny.
Me: Yes, very. Stop teasing me.
She bit her lips and placed her hand on her neck. She stared at the screen and move her hands lower and lower by the second. Her fingers soon traced the outline of her boob, and then tickled her nipple. I just watched in astonishment. I had watched foreign women undressing and even masturbating on cam before, but this woman was just 15 minutes away from me.
Me: What are you doing?
Anna: Don’t talk. Just watch.
She then pulled her top to the side of her shoulders, exposing her pink bra straps. She waiting for my reaction, then after satisfied, pulled her bra straps to the side to expose her bare shoulders. Then, as though moving her body through music, she began to remove her top off to only cover her body with her bra that was already started to fall off. She immediately covered her front with her removed top and began to type.
Anna: You lucky. I never do this before.
Me: I’m not sorry. Carry on.
Anna: No more no more. I already show too much.
Then, with some authority, I replied.
Me: Take off your bra. Now.
With that command, she dropped the top and showed me some of her boobs as she reached back to unhook her bra. Once unhooked, she covered her front again with her top and discretely removed her bra, then naughtily hang it in front of the cam for me to see.
Me: Why are you still covering your boobs darling.
Anna: Wait. Not so fast.
This fine lady was making my cock really hard and wet by now. I took my shorts off and started to rub myself. She was used to me being half naked, but she probably didn’t know I was naked now.
I rubbed as I watch her show more and more of her flesh, moving her top downwards bit by bit then cover herself fully again. What a teasing, horny woman she was, I thought. I felt a bit challenged by what she was doing to me, and so, moved my cam to show my hard cock. I saw her open her mouth wide, dropped the top, and began to type.
Anna: Nice……
Me: Nice boobs too.
She smiled, realizing she had fell to my trick, exposing her naked top half. Her boobs weren’t very big, but were very firm. What really made my cock twitch was her dark and big nipples pointing out as though they wanted to be sucked.
Me: Big nipples. Very nice. Damn.
Anna: Got them after giving birth.
She then squeezed both nipples to make them look even bigger.
Me: You rubbing your pussy right. Your hands moving. I want to see.
Without any waste of time, she moved repositioned her laptop to expose her bare and wet pussy. What a beautiful sight! She was cleanly shaved, which made me think she has been fucking even though she was divorced.
Me: When was the last time you had sex?
Anna: 2 weeks ago.
Me: You dirty girl. Are you a horny slut going around fucking different men?
Anna: No. The ex-husband come back to see kids and I not control because never sex for many months. So let him fuck me when kids go sleep. So that night never online.
She was putting 2 fingers in now. I could see wetness flowing out of her pussy. I’ve seen wet pussies before on cam and in porn movies, but none have liquid oozing out like Anna’s. I rubbed even faster to that sight, and she fucked even faster at my response. Then she squirted.
Me: WHAO! What was that.
She typed nothing, but just carried on fucking herself with her fingers. Three now. She squirted again after 20 seconds. This was something I haven’t seen before on cam. She took her fingers out after squirting, rubbed her pussy, and plunged three in again. Without seconds, she squirted a long third time.
Anna: Phew. Tiring you know.
Me: Go clean. I need to go bathroom.
Then I masturbated in the bathroom thinking of what I just saw, and had a satisfying ejaculation. When I got back to the laptop, she was already dressed up again.
Anna: I want do something tomorrow.
Me: What?
Anna: What your address?
Me: (Give her my address, not having any clue what she wanted to do) You wanna mail me something?
Anna: Ya ya. For being such a nice person. Go sleep and wait for my mail tomorrow morning.
Then she went offline. Even though I had an exciting night, it was tiring as well, and I slept well through the night.
At 10am the next morning (Friday), I had my breakfast and was sat at my laptop waiting for Anna to come online. It was study week and I had planned to do some studying from 12pm to 8pm that day.
Anna (SMS): Me downstairs. Can come up?
Me: Huh? Why? You wanna pass me something?
Anna: Can come up or not? I know your parents not home.
Me: Yeah come come.
I opened my door and waited for her. I couldn’t believe it. She was paying me a visit? I was going to meet her for real, person to person. Soon, she stood right in front of me.
Anna: Can?
Me: Ya. Come in.
I watched her as she entered my house. We were so close that I could smell her scent. She was wearing a black dress with a V-cut in front. Modest but elegant. She had let her hair down today. I had told her previously before that she look irresistible whenever she left her hair untied.
Me: You wanna pass me something?
Anna: No lah. Just want to make sure you study. Past few days you only busy talking to me online.
Me: Har? You think I can concentrate with you here?
Anna: You better. If not, I go home now.
I laughed, and took my reading materials out to the living room, and sat beside her on the sofa. Definitely could not concentrate, but I couldn’t show it could I? I was reading my notes while she sat there reading her magazine, talking on the phone in Bahasa Indonesian. I peeped at her while she talked on phone. No make up but still looked very bright. Her skin looked so smooth that if you were there, you would want to touch. At 34, she already had some lines near her eyes. I don’t know if they were wrinkles but they definitely make her look more feminine. I tried hard not to look down into her dress but her cleavage was begging for attention. I could have moved closer and grab her boobs. She could then ask for help as she was still on the phone and I could be in trouble then. All the thoughts ran through my head. I had a hard on by then. I covered it with my notes and carried on reading, or should I say, pretending to read. I tried to act as normal as possible, and began spinning my pen.
She hanged up her phone, moved closer, her shoulder touching mine and slapped my hand.
Anna: Bad habit.
I smiled without looking at her. Too nervous. This was my first real encounter with a woman and I am not ashamed to say that I was having a hard time coping with it. I read for another 2 minutes and unconsciously, spun my pen again. She reached out forward even more, this time, her boobs pressing on my shoulder and arm.
Anna: Very bad habit.
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Pardon me if there are typo or grammar errors. I will try to minimize them by reading it again before posting.
Hope you all like the story. It is 90% real. I ignored some real happenings so to make the story shorter. Changed some details to protect the lady. Also, changed some details to hide my inexperience.
Again I tried to ignore. My heart was beating really fast. What should I do now? There seem no turning back. As thoughts moved around my head, she made any decision making easier for me by placing her hand on my left thigh, rubbing it. Her hand moved inner and inner as I carried on to ignore her.
After 10 seconds, I couldn’t resist anymore. I throw my notes on the floor, grabbed her and kissed her on the lips. My very first kiss, and she was very responsive, sucking on my lips as I sucked hers. I stared at her while she closed her eyes, enjoying the moment of being touched by another man. I then roamed my hands around her body and rubbed her tits which were covered by her bra and dress. She broke the kiss and let out a breath, and looked at me wantonly. I planted kisses on her forehead, her cheek and even sucked on her nose. I own her wholly now. She fell onto my lap and instinctively pulled out my hard cock.
Anna: I saw this last night.
She stared at me, smiling, as though waiting for my command. I bend myself downwards to kiss her on the lips, this time more hungrily as she tickled my cockhead with her fingers. I was oozing wetness at this moment and she broke the kiss to lick the precum on her fingers. Then immediately, she attacked my cock with her mouth, sucking the head dry first before plunging deeper. I have seen blowjobs before but didn’t know they felt so fucking great!
There she was laid on my lap sucking my cock. Although this was my first blowjob, I knew that she was an expert in this area because she worked on my cock so fucking expertly with her lips and tongue. She even moved her body to go deeper, bobbing her head up and down on my cock. I moved my hands on her back down to her butt and pulled up her dress to expose her black panties. If her tits weren’t big, her butt compensated for that, as it was very full and tight. I pulled her panties off and spank her butt, something which encouraged her to suck even harder and louder.
Anna: Put a finger in.
I moved my hand downwards in search for a wet hole to insert into. I plunged a finger in and look for her response worriedly, just in case it was the wrong hole. She removed my cock from her mouth and moaned slightly.
Anna: Put another in.
Then carried on sucking. I took my finger out and put two in together this time. She just moaned with my hard, wet cock still in her mouth. I hissed uncontrollably as she sucked even harder now. Without any cue, I took the fingers our and plunged three in. Within seconds she took my cock out of her mouth, hugged my thighs and shook uncontrollably.
Anna took awhile to recover from what I thought was an orgasm. It was a wonderful experience for me so far, for after 23 yrs, I finally know what it’s like for a lady to have an orgasm. Her pussy would tighten and loosen (what do you call this?) a few times and she would hug you tightly. Anna took a deep breath, looked up at me and continued licking my cock. She stuck out her tongue and circling it at my cockhead. Then, she moved her tongue downwards to lick the side of my cock, massaging the part near my balls – my sensitive area. I was quite surprised that she was doing all this so correctly even though it was our first time together, for I’ve always thought sex was the problem between her and her husband. Obviously, she was quite an expert in sex, or so far, oral sex.
Suddenly, she stopped licking, got up and sat on top of me, facing me. She kissed, licked and sucked on my lips, and plunged her tongue in. I sucked on her lips to taste my own cock. Just a tiny tiny tinge of saltiness. She smiled as she kissed me, then laughed.
Anna: Have a taste of your own medicine.
Me: Huh? (Couldn’t quite get it the first time because of her accent.)
She repeated again and this time I got it, and smiled with her and kissed her again. I was so in love with this woman now. The first impression she gave me was that she was a very normal, gentle, innocent woman with three kids to take care of. But right now she was a playful, fun, horny woman waiting to take my virginity.
She broke our kiss, closed her eyes, stuck out her tongue and I felt her holding on to me cock and rubbing it on her wet pussy – my willy’s first contact with a wet pussy. My cock was very hard and wet, making it easier for her to guide it inside of her. Soon, it was in, much to my excitement.
She was tighttttttt. I never fucked before but it felt better than hands, by far. She began to grind on me by wriggling her body left right frontwards backwards. I didn’t quite get what she wanted to do but I had no right to control this. Soon, she moved herself up and down, slamming her pussy (and ass) on my poor little cock.
Me: Baby, should we move to the room? Windows open here. Neighbours can see.
She didn’t care or didn’t understand. In swift motion, she removed her dress from the top of her head, rest her hands on my shoulder and carried on slamming herself on me. Then she held my hands and guided them to her bra-covered boobs. I moved her bra down to play with her hard, rubbery nipples. Instinctively, just like a baby, I moved my head forward, hugged her tightly and suck on one of them. She grabbed my head and moaned softly. I reached out behind her to try to unhook her bra but failed. With one hand hugging me close to her breasts, she reached her free hand backwards to unhook it. I sucked on one breast while grabbing the other free one.
Anna: Bite it.
I bit.
Anna: Bite it harder. Don’t be afraid.
I did as she told. She hugged me tighter and tighter and soon had her second and third orgasm in pretty quick succession.
Quote:
Originally Posted by
lovethem
great story! u r really a fortunate guy…i have no such luck boy hahaha keep it cumming!
yeah can’t believe my luck… the stuffs she teaches me…
She had told me before during one of our “innocent” chat about sex that being on top was her favourite position, because she could control how she wanted the cock to pleasure her. By the way, her favourite position as of Friday 6 Mar 09 has changed to doggy style.
Back to story…
She deride me and commented on how hard my cock was. I smiled and stood up in front of her. Moving her to a different spot away from the windows, I brought her close to me and kissed her gently and slowly. Minutes passed and we kissed like lovers, playing with her hair and touching every inch of her face. I guided her slowly into my room and laid her on the bed. Now, it was my turn to be on top and take control like a real man. However, my ego deflated when I could not find the right opening to slot it in. She understood my plight, smiled and guided my cock in with her hands.
Anna: *Hissed*
She gave me the “fucking good” expression. I plunged my cock deeper and deeper very slowly and with some awkward hip actions started to fuck her pussy. Her eyes were now closed tightly and her body moved upwards as I continued my motions. Her moans started to get louder, her breathing faster and her hands almost pushing my body away. I thought I was hurting her, and just when I wanted to slow down, her legs hugged my body close to her. I took the cue to carry on fucking her with pace.
Anna: Erhhhh….. Erh… Erh…. Ah…. *hissss*…
I wasn’t so physically fit, I’ll admit that. I was getting tired after about 5 minutes, and I still had to fight her legs hugging me which was hindering my movement. My ego forced me to carry on, but I had to do something. In a quick and aggressive motion, I grabbed her hands and pinned them on my bed. I used my elbow to separate her legs, forcing her to break her lock on me. I carried on pounding her. Then my cock slipped out of her pussy. First time. I unpinned her so that she could guide it back inside. Continued to fuck her hard and quick the way she wanted. The cock slipped out a second time!
This time I put it back in myself. I realized that everytime I put it back in, Anna moaned and hissed louder. I purposely made my cock slip and put it back and observe her. I was right. That motion, for some reason, was making her very high. Soon, she had a fourth orgasm. That was when I began to feel my own urge to cum, but I rested it deep inside of her pussy as she tightened it against my cock.
Me: Baby, can I cum? Where?
Anna: Inside me. Shoot it. I have protection.
I plunged my cock in and out slowly but deep and within 6-7 strokes I came hard.
Anna: So warm…… so much!
I gave her a kiss on her cheek, then another. Then I tried to pull out the cock.
Anna: No… Keep it inside for awhile more k.
I just said ok. I rested on top of her, hugged her (she hugged me) and we kissed. Initially we kissed slowly, then all of a sudden she turned aggressive and tried to bite and suck my lips and tongue. After I returned her the treatment, the kiss became a fierce one. I felt my cock stir up abit and it got semi-hard again.
I was out of my strength, totally exhausted. I rested my elbow on the bed above her shoulders and raised my hip slightly up, really intending to pull out. But she put her hands on my butt to prevent me from pulling it out! She then moved her hips to force thrust my semi hard cock into her. I wasn’t fucking her, she was fucking me. I didn’t quite enjoy it as I felt pretty numb by then, but Anna was hissing and moaning again. Her hip actions got faster and faster. Her hisses got longer and louder. I looked at her horny expressions from above and instinctively move forward to kiss her lips, then suck them, then began to move my hips down stronger to meet hers. I went slow but deep because I didn’t want my cock to slip this time, especially when my cock was extra wet with my own juice. She opened her mouth gasping for air, with occasional whispers of “yes… yes…” but was still relatively quiet. After two minutes, her pussy started to contract, and this carried on for about 20-30 seconds. She was still quiet.
Me: You ok?
Anna: No… (She said in a cute voice)
Me: Should I carry on?
Anna: No…
Me: Should I take out?
Anna: No…
I kissed her again on the lips.