My part time taxi job and the single mom who neede
- 2 years ago
- 17
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Sometime around dawn I woke up on the couch and moved to the bedroom. I slept until noon and when I awoke I felt surprisingly refreshed and alert — surprising because I’m not at all a morning person and it always takes me a while to get all systems firing. I made a pot of coffee and made breakfast and took my time eating as I read yesterday’s paper. All the curtains were open and the day was as hot and sunny as yesterday had been. When I was done eating I stayed at the table in only my boxers and had more coffee. I thought about work, about stuff that needed doing at the shop this week, and I thought about Colleen and the things we had talked about the night before. I felt bad for her, because I surely knew what she was feeling and thinking, yes I certainly did. When Heather and I first broke up, once I got over the shock of my marriage imploding, I was scared shitless that I was never going to get laid again — damaged goods, and who the hell wanted that?
Not that getting laid was the only loss I felt, of course, although it was a big one — the sex had been the only part of the marriage that had worked well and we fucked often and variously and a guy got used to that kind of action pretty easily — Heather liked sex and she was just kinky and dirty enough to be fun without being gross or weird. And like Colleen, Heather had only ever been with one guy in her life — in this case, me — and as such the relationship had offered me a chance to mould her in my image, as it were. I took her cherry, I taught her to suck my cock the way I liked it, I patiently and tenderly fostered in her an enthusiasm for ass-fucking. Just about anything I was into, with enough patience I could get her into as well, with one notable exception: she couldn’t swallow cum. Not just swallow — to even take it in her mouth would set off the gag reflex and although she kept trying, there was just no way she could get past that block.
So you can imagine my enthusiasm, once I started seeing other women again after the breakup, to come across (no pun intended) so many women for whom taking a load in the mouth presented absolutely no problem whatsoever.
And it didn’t take that long after the breakup to make these discoveries. In spite of my self-pitying worries about never getting laid again, the exact opposite turned out to be true. As it turned out, after a dry spell of only about a month, I had my first fling with a woman from work — I was still at Gen-Tech at the time — a clerk from accounts payable named Joanne. After Joanne there were a couple of other women at work before I decided it probably wasn’t wise to keep getting my meat where I got my bread and so, confidence restored, I started looking further afield for my bed-warmers.
I had wanted the night before to bring all this up with Colleen to show her that her current blues were normal and just temporary, that there was hope for her yet, in spite of whatever she might be feeling at the time. But I couldn’t really come up with a way to do so that didn’t seem crass — although we shared a no-holds-barred friendship, Colleen wasn’t as, well, depraved as I am, I guess. A sweet kid.
I took my dishes to the sink and looked out the window to the ‘patio’ — which was actually the roof of the apartment below mine, but was used by the building’s tenants as a hangout, a place to barbecue and sunbathe — and there was Sharon from upstairs doing just that (the sunbathing, not barbecuing).
Sharon was about 45 and was what you’d call Reubenesque — not fat, but plump and deliciously curvy and blessed with a pair of the most magnificent tits I had ever seen. For the most part, I’m not that into really big tits, but these things were so round and inviting that whenever I saw her (usually wearing a shirt cut just low enough to show a hint of cleavage) I had a hard time keeping my eyes off them and I almost always got a boner.
The bikini she wore on the roof this time was even better — there were no laws of physics that could explain how those small triangles of fabric were holding those magnificent jugs in place as she reclined on a chaise, her eyes closed behind her sunglasses, her blond hair tied back in a pony tail. Her legs were crossed at the ankle and glistened with oily lotion. I watched beads of sweat run down her chest to disappear into the crack between her tits and my cock hardened instantly. My eyes not leaving her, I absent-mindedly reached down and started stroking my cock, which was poking through the fly of my boxers. I got so wrapped up in my reverie that it didn’t register at first that she had gotten up from her chaise and was walking toward my kitchen door.
I snapped out of it when she knocked. Shit. ‘Just a second,’ I said, trying in vain to stuff my cock back into my shorts. Luckily the blinds were down on the door so she couldn’t see what was going on. I rushed into the bedroom, grabbed my jeans off the floor and stuffed my hard-on into them before answering the door bare-chested.
Sharon was smiling up at me, her sunglasses pushed up on her head and her blue eyes sparkling. She was about five-two, a good head shorter than me, and her tits were almost poking me in the stomach as we faced each other.
‘Hi Dave,’ she said. ‘I thought I heard you moving around in there. Would you mind?’ She held up the tube of sunscreen and I needed no other explanation as my cock strained against my jeans.
‘Sure,’ I managed to say. ‘Let me put on some shorts, and I think I’ll join you, if there’s a free lawnchair out there.’
‘OK,’ she smiled. I changed into a pair of cutoffs and was outside in no time. Sharon had reclined her chaise to a fully flat position and was lying on her stomach, still smiling as she watched me approach with a couple of cans of Coke. I handed her one and she handed me the tube of sunscreen. At the same time, I noticed that the straps of her bikini top were now undone.
‘Awww, aren’t you a sweet boy,’ she said as she opened her can of pop. I sat on the chaise next to hers and opened mine, trying not to stare at her. I looked around our rooftop, the place wasn’t exactly built for privacy, with windows from at least a half-dozen neighbouring apartments looking directly out onto us and one of the buildings next door having a space exactly like ours of its own. In fact, the rooftop patio was what had sold me on the place originally. Not that having a neighbour like Sharon wasn’t also an enticement of its own.
‘Hey, you fall asleep?’ she said, snapping me out of my reverie. ‘How about a little service here? Before I burn to a crisp.’
‘Huh? Oh, sorry.’ I got up and bent over her. There were so many places that I wanted to begin that I couldn’t choose, so I just closed my eyes and squirted a big glop of lotion between her shoulder blades. Sharon squealed and for a flash I thought she was going to jump up and give me the full view of those magnificent tits. As it was, I could already see quite a bit of them where they spilled out, mashed between her chest and the chaise. Lucky chaise.
‘Oops,’ I said. ‘Sorry. Was that cold?’
‘A little,’ she said. ‘Just caught me by surprise, that’s all.’ She settled back into the chaise with her face cradled on her hands. I reached down and tentatively spread the white lotion around her shoulder blades. Sharon got up on her elbows again.
‘OK, you’re going to have to do a lot better than that,’ she said. She adjusted her hips and kicked her feet up and down. ‘Climb up here and
dig right in. What kind of a masseur are you, anyway?’
‘You wish is my command,’ I said. OK, now I knew where this was headed. (Well, I had had a pretty solid inkling before, but you know how it is — you don’t want to jump the gun and blow it.) I straddled her thighs and settled down. ‘Is that OK? Not too heavy?’
‘That is just fine. Now get to work!’
I squirted more lotion into my hand and started to work on her back, starting up at the shoulders and working my way down.
I started with circular motions, spreading the lotion, then I added more lotion and started kneading her more firmly, the lotion-spreading morphing into a massage.
‘Mmmm,’ she moaned. ‘That’s really nice.’
Encouraged, my hands started roving further down her sides, rubbing up from her waist to her chest and spreading lotion on the side of her tits. Sharon’s smile widened.
‘Why don’t you get some on my legs too?’ she said. I slid down and started to work on her legs, starting at the ankles and moving up the back of her thighs. As I worked, Sharon parted her legs and I could see the golden hairs of her pussy sticking out of her bikini. My cock by now was raging and I tried as casually as I could to adjust my shorts. This only made things worse when my cock slid down and the head poked out from the left leg of my shorts.
‘You OK?’ Sharon said.
‘All aces,’ I said, my voice croaking a little.
‘Could you get some on my bum? I got a bit of a burn there last time.’
I leaned forward and squirted some lotion on each thigh just below the cheeks and gently rubbed it on the skin that wasn’t covered by the bikini. Sharon started to moan again so I got bolder, sliding my hands under the fabric.
‘Yeah,’ she sighed. ‘That’s it.’
Alright, I figured, enough friggin’ around — time for bold action. I reached under the bikini again and grabbed two handfuls of her ass and kneaded, gently at first but gradually more firmly. Sharon was rolling her hips now and I kept up my massage. Her ass reminded me of Heather’s — in the later years of our marriage she had put on some weight and her ass had become plump and full, with round cheeks that you just wanted to sink your teeth into. I was having a hard time resisting that very impulse with Sharon squirming underneath me, her breath coming in pants. So was mine, for that matter.
The bikini bottoms consisted of two triangles of white fabric held at the sides by two strings tied in bows. With a quick motion, I undid both bows at the same time, and before I had a chance to think twice about it or for Sharon to protest, I peeled back the cloth covering her crack. The fabric had rode up a little into her pussy and when I pulled it out, there was a wet spot on it, her lips parted slightly and I could see that she was soaking wet.
‘Yeah, baby,’ Sharon breathed. Leaning in, I resumed massaging her asscheeks. Every time I pulled them apart, her pink asshole winked at me, and her pussy lips opened moistly. I could smell her pussy, the aroma mingling with that of the sunscreen. ‘Oh my god, Dave, that feels so good.’
I retrieved the tube of lotion and squirted some at the top of her ass crack, then slowly rubbed it between her cheeks with my thumbs. When I reached her asshole, I rubbed over it with just a little bit of pressure and continued down to her pussy. I used the same technique with her pussy, just lightly passing my fingers over it before starting the journey back upwards. I repeated this process a couple of times before Sharon let her breath out in a loud sigh.
‘Fuck!’ she said. Her hand reached down underneath her and found her pussy and she started to rub her clit. ‘Oh my god, Dave, you’re going to drive me crazy!’
‘I’m just getting started,’ I said. I ran my thumb up and down the crack of her ass and when I reached her asshole, I pressed and my thumb popped in. Sharon caught her breath sharply and when there was no protest, I pushed it in farther, then slid it out and in again.
‘Jesus, Dave,’ she hissed. She was rubbing her clit furiously and I replaced my thumb in her ass with my middle finger and fucked it in and out with a steady rhythm for a minute until I couldn’t stand it any longer. I pulled my finger out and Sharon groaned in protest. She turned around to look at me and finally I saw her tits, her hard nipples surrounded by big pink aureolas. I undid my shorts and pulled them down in a second. Sharon moaned when she saw my cock.
‘Are you going to put that thing inside me?’
‘You’re fucking right I am,’ I said hoarsely. I climbed between her legs again and Sharon continued to frig her clit. I retrieved the tube of lotion and squeezed a big dollop into my right hand and rubbed it all over my cock. When it was good and slick, I rubbed it up and down her ass crack and down to her pussy, then back up. Sharon was moaning loudly and I pressed the head of my cock against her tight pucker.
‘Oh, fuck!’ Sharon said. ‘Yes! Fuck my ass, baby! Put your cock in my ass!’ I pushed slowly and my cock head popped past her sphincter, squeezing me tightly. I paused to give her a chance to get used to it, but with a frustrated wail, Sharon pushed back against me and my cock slid all the way into her.
‘There! Now it’s in! Now fuck me!’ she panted. I raised myself at arm’s length on the chaise and started to fuck in and out. Underneath me, Sharon pulled her knees up toward her chest, giving me complete access to her ass, and she continued to finger her pussy as I drove in and out of her. After another five minutes of this, she started to scream as she came and I knew I couldn’t hold back any longer.
‘Oh my god, I’m cumming! God Dave, I’m fucking cumming! Oh! Oh!’
‘I’m cumming too,’ I panted. My cock erupted in her asshole and I had to stop fucking her as my hot come spurted out. When I had drained my balls into her, I collapsed onto her back and we lay there fighting for breath, a sweaty, sticky mass of flesh.
Eventually, I pulled my softening cock out with a soft, moist sound and a drop of my come ran out of her red, stretched asshole. I sat back.
‘Phew,’ I said, rubbing sweat from my eyes. ‘Is that what they call neighbourly behaviour?’
Sharon sat up, her heavy tits swaying, her nipples still hard. ‘I need a shower. I guess the only neighbourly thing for me to do is to invite you to join me.’
‘Well. If you put it that way …’
We rushed up the fire escape to her apartment and had a leisurely shower, taking our time soaping one another up and exploring one another’s body. I paid particular attention to her tits, soaping them up and rubbing them, rinsing them off and sucking her nipples, which were the size of pencil erasers. After about 20 minutes, my cock was rock hard again and we got out and towelled one another off before Sharon led me by the cock to her bedroom, where she pushed me down onto the bed. My cock was pointing straight up and she knelt on the bed between my legs.
‘Mmmmm,’ she said, giving my cock a long lick. ‘I saw you watching me out your window earlier, you know. You should be more careful about that.’
‘I will from now on,’ I said. She ran her tongue up and down the underside of my cock, then moved down and licked my balls, one after the other, before moving back up my cock.
‘Pervert,’ she said. ‘I suppose you were playing with yourself, too? Huh? Were you jerking yourself off while you were watching me?’
‘I was just starting to when you so rudely interrupted me.’
‘Poor baby. I guess I owe you one, then.’ With that she took the head of my cock in her mouth and slowly swallowed it down until she was deepthroating all seven inches.
‘Oh, fuck!’ I moaned. She slid my cock from her mouth and grinned up at me.
‘You like that?’
‘Oh, I love that,’ I said. Sharon was nibbling my cock head.
‘So do I,’ she said. ‘I’m going to suck your cock and make you come in my mouth. Is that OK?’
‘That is so OK,’ I said. She slid her mouth down over me again and started to bob up and down on my cock as one of her hands cradled my balls. I stretched my arms above my head and started to buck my hips in time with Sharon’s rhythm.
‘Oh yeah, baby,’ I moaned. ‘That feels so good. You suck my cock so good.’
She grinned around a mouthful of cock and continued fucking me with her mouth. In spite of having already come less than an hour earlier, it didn’t take long before my balls tightened up and with a g
roan I started to come. Sharon kept up her in-and-out movement and I came in her mouth. She tried to swallow but couldn’t keep up and my come ran out the corners of her mouth. When I was finished, she sucked and licked my cock clean, her chin glistening with my jism, then she slid up against me on the bed and kissed me deeply.
‘Howdy, neighbour,’ she said. ‘You know, if you ever need a cup of sugar or something, don’t be shy …’
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(Part 3). My story. For those who read my previous true story (titled: How I became bisexual - Part 2), that event happened on a Saturday. This part of my bisexual experience is what transpired during the early morning hours on Sunday. This part of my experience was the closest I've ever come to being caught in the act. My best friend Jerry and I had the hottest sex I've experienced with another guy, just hours prior. Both of us fell asleep in a spoon position on his bed. I was facing forward...
(Part 2). My story. For those who read my previous true story (titled: How I became bisexual), that event happened on a Friday. This part of my bisexual experience is what transpired during the rest of the weekend and it remains to this very day, probably the single most sexually life changing event in my life. It's now Saturday, in the early morning hours. My best guess, it's about 6 am. The sun has not yet come up but it's close. As I start to get up, I realize that I smell like baby oil and...
How I became a bisexual guy. My story. It started when I was young. Like most teens growing up, my hormones were in a rage. Often, when it got to the boiling point, I found a restroom and took care of my erection. I masturbated several times a week. It was during those moments of masturbating, sometimes I found that no matter how long I pumped away, I was no closer to cumming than when I first started. I had no problem fantasizing about girls or the things that I could not wait to try. Up to...
I Love Being Felt Up In PublicHow School Friends Initiated Me in Getting 'Shared'....... Myboobs were too big for my age ...They always attracted attention from others --It was so right from my school days.....I enjoyed guys and gals, staring at them....Loved when someone crushed them in crowd......Or touched them deliberately........When touched, I wanted the guy or gal to press them nicely to send shivers of pleasure in my whole body, and that happened most of the times........... ...
Hi, Indian sex stories dot net viewers, this is Sanjay from Bangalore you can reach me at I would like to thank Indian sex stories for giving a good platform to share our experiences and sex story. We should accept that truth of feeling of love has no barriers but the feeling of sexual pleasure can break all the barriers, yes it’s true the story which I’m going to narrate to you will break those barriers. This is a true sex story which happened back almost 14 years ago. While I was doing my...
IncestHi. My name is Kanth. I’m a regular sex story reader. This is my first sex story so forgive me for any minor mistakes.About me, I’m 18 years old with a fit and athletic body. I’m from Malaysia and I’m not an always-talk-to-girls type. For any feedback or safe sex just contact me via During my school days, I had a love crush on a girl named Tharshini. She was very beautiful like the actress Anandhi Ramya. She has the right sized butt that makes guys go crazy and those boobs are just so amazing....
I stood in the nightclub listening to the same old repetitive music. The lights shining down on the Dancefloor. I was buzzing after the amount I'd had to drink and on the prowl for the right girl. I knew one girl was coming but she off limits to me because of being my best mates ex girlfriend, but the way I was feeling I didn't care and thought I'd have a go anyway. A few girls made there interest known but I just ignored them and carried on leaning against the side of the bar looking for the...
I stood in the nightclub listening to the same old repetitive music. The lights shining down on the Dancefloor. I was buzzing after the amount I'd had to drink and on the prowl for the right girl. I knew one girl was coming but she off limits to me because of being my best mates ex girlfriend, but the way I was feeling I didn't care and thought I'd have a go anyway. A few girls made there interest known but I just ignored them and carried on leaning against the side of the bar looking for the...
I have always dreamed of fucking my mom and her mom ,my nephews mother I want to fuck her two. For years they have filled my spank bank and made me shoot gallons of cum, unfortunately not inside eather one.My best friend from c***dhood, well his mother is no different as far as my cock is concerned. And to fuck her is not as good as sex with my own mother, but it is the next best thing. Especially the way I fucked her. I mean the way we fucked her. Well I guess I mean the way me and my best...
Hie ISS readers, I am sri and this is my first story. This is my real story between me,my girlfriend and later my bestfriend(vikas),his girlfriend(meghana),i have a sexual desire on this meghana. First of all you have to know one thing that my gf is still using petticoats sized 85 and underwear of 85 size.gf name is amrutha(name changed),we usually talk a lot in phone and one day night we are normally talking in phone and i asked a kiss, with that kiss i became hot and my rod became semi...
This is a true storyShizz and I have been best friends for 11 years. We’ve been through everything together. We’ve gone from friends, friends with benefits, dating, lovers, relationship, back to friends with benefits. That’s where it pretty much stopped. I don’t think we can ever go back to just being friends. Probably because he’s still in love with me and I’m still in love with him. I’m looking forward to seeing him this Christmas. I am so excited. I haven’t seen him since he moved to North...
Straight SexAn Ex girlfriend of mine Rosalyn recently caught up with me on Friendface. It had been over 15 years since we had seen each other and it was nice to hook up again.When away on a work trip I gave her a call to meet up. Rosalyn had been divorced for about 5 years at this point. We met up in the city and with her 2 k**s had a good day out.When it was time for me to go back home Rosalyn suggested I stay in town the night so we could enjoy another day together, and I accepted not thinking anything...
My Girlfriend's Girlfriend I moved away from Salwa. We had had a prolonged oral session on her bed. She lay with her head to my crotch, still holding my flaccid cock. My face was inches away from her crotch, and covered in Salwa's juices. Her juices flowed copiously, and I enjoyed her taste and slurped as much as I could. Salwa had smooth, tanned skin and a perfect complexion. Salwa shared a small apartment with her friend from India, Mira. Salwa herself was from the Middle East...
Hi i m amit i m4m aipur aaj men aap ko 1 storie batata hon men or meri galfriend jiska nm neha tha ek roj ghumne gaye kafi time ghumne ke baad hum kuch kahne ke liye ek restorent men gaye humne nasta kar le dethe ki ,ere najar ek kone men gayi jaha kuch andhera tha waha kuch chote chote room the ton mene neha ko kaha ki neha kuch der akele bethte hen ton ne kaha ki kaha ton mene neha ko jagah dikhyi neha ne kaha ok mene wetar se baat kar ke room le liye hum dono room men chale gaye fir mene...
Bailey hung up the phone smiling "Well three hundred dollars poorer I will be, but I know you are will be worth it Candy." His mind drifted back in memory to the beginning of the month when he had the escort over before and how wonderful it felt when she had him in her mouth. The smile lost most of its luster when he looked over at a photo of him and his girlfriend on the desk the two of them shared in the living room of their two-bedroom apartment. Bailey picked up the framed photo...
Sitting on the on his bed Bailey leaned back on some propped-up pillows, his head just touching the light grey fabric of the headboard. Letting out a long, "Ohhhh," escape from his in his tenor voice, but a bit aspirated. A tall redhaired woman knelt between Bailey's legs, one of her hands wrapped around the base of his balls, her red long fingernails running over the surface of the skin. With each gentle press and move of her dexterous finger he felt more pleasure. "You like that baby?"...
"Ok sweetheart it is time to get up. I let you sleep as long as I could but we have to get a move on Megan will be here any minute," said Amanda as she gently woke Bailey. Then as if on cue the doorbell rang announcing Megan's return. Amanda quickly left the room to go help her sister inside. Bailey slowly sat up rubbing the sleep out of his eyes as the reality of his situation settled back in on him. He was trapped by that bitch Megan. She had forced this embarrassing situation on...
Looking to her side Amanda was still in a bit of shock taking in how Bailey looked in the role as her daughter. Megan had done an outstanding job in the transformation; the makeup was just right and it looked like she had used a plumper on his lips. The pink lacy blouse with the baby blue skort just screamed girly girl with it matching the makeup and the short glossy nails he now had. Taking a moment to take it all in as he sat there with the purse in his lap and holding his black rugged...
You must have heard about hookup site Adult Friend Finder before aka aff.com? In 1994, a man named Andrew Conru created Web Personals, the first online dating site ever. In 1996, after selling Web Personals, he created a site called Friend Finder, one of the first social networking sites in existence. However, only days after Friend Finder went live, Conru and his crew noticed that the majority of what people were posting were naked photos of themselves and desperate pleas from people looking...
Hookup SitesReddit FunWithFriends, aka r/FunWithFriends! Is there any sex that’s better than with friends? I’m not talking about the weird sex that ends friendships because the bitch couldn’t compartmentalize and, ‘accept what this was.’ I’m referring to the kind of sex where friends want nothing more than to fuck one another’s brains out, clean up, then go out and grab a beer before going home, taking a giant whiskey dump, then going to sleep. The kind of friend sex where everyone fucks because they want...
Reddit NSFW ListHi! My name is Rahul, 21 years old from Bangalore now in Chennai. It all happened some time ago, when I was having a very close friend whose name was Sunil. We were very close to each other and studied in the same college. We use to get along very well. We used to study, play, watch movies and do all naughty stuffs that boys do. We were so close that we don't like any other boy to get between us, we tend to live and enjoy life with each other and our life was quite within both of us. Our houses...
BisexualI'm copying this story from here: https://www.writing.com/main/interact/item_id/1884280-Girlfriends-Futanari-Secret because I prefer the interface of this site. Please feel free to copy entries from the story map, found here: https://www.writing.com/main/interact/item_id/1884280-Girlfriends-Futanari-Secret/action/outline. In the original story, underage sex was allowed, but since that is against the rules here on this site, please make the appropriate modifications to fit site rules. I tried to...
TranssexualYou are staying over at your girlfriend's house after a party. You've just had brilliant sex, but the feeling of having your naked girlfriend lie next to you is making you horny again. Trying to wake your girlfriend up upsets her, and she pushes you to the other side of the bed, telling you to let her go to sleep. You decide to pay her back for being frigid and decide to have fun with one of her sisters instead. The only trouble is ... which one will you go for? Anne, the shy one, who is 18,...
IncestFinally, the weekend has arrived. You've had enough of the same old "do this, do that". Your only thought now is time alone with your girlfriend, Ashley. Since she has started her new job at the mall, you haven't had much time alone together. Oh sure, you stop by the store where she works from time to time, but, lately, her boss has been clamping down on that sort of thing. It seems she's been working longer shifts each time, so you've been put on the "back burner", so to speak. But not this...