Collecting Conquests
by Tom Land
Copyright© 2005 by Tom Land
Erotica Sex Story: Henry Wise is a widower who still finds he has a very high need for sex. And he discovers that some of the younger women in his neighborhood need a man just like him.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Ma/ft Consensual Cheating Oral Sex Masturbation Petting .
Chapter 1
Henry Wise was probably what some folks would call a dirty old man. He wasn't all that old, but he definitely loved pussy and he loved it as young as he could get it. Henry had been married but his wife had died a couple of years earlier and ever since, Henry had started collecting conquests of all the women, young and not so young, in his neighborhood that he could get his cock into.
Henry's first sexual conquest was Mary, one of the young wives that lived there in the neighborhood, actually right next door to him. Mary had known Henry's wife when she'd still been alive and she'd tried to be friendly to him as she'd been saddened by his loss. Henry had quickly gotten over the death of his wife, and he'd started looking around to see what outlets he could find for his own sexual needs and desires. He wasn't really interested in getting remarried, but he thought he might be able to find some willing pussy that would fuck and suck him whenever he got horny. Being horny almost seemed to be a constant thing for Henry and he was amazed at how regularly he found himself going out in search of sexual release.
Mary was married and her husband had a daytime job in construction so he normally spent long days away from home. That left Mary at home a lot since they only had one vehicle and her husband used it to get back and forth to his work sites. Henry realized that Mary was outside in her back yard a lot, and he began to watch her from a distance and then to develop ideas about what he'd like to do with her. Henry loved Mary's sexy young body, and he found himself imagining what she and her husband did at night when he came home from work. He knew that they probably fucked first thing when he got home, and he would have loved to see the two of them naked, fucking with each other somewhere in their house. He wasn't willing to become a Peeping Tom, so he just settled for letting his erotic imagination run wild and he'd often find himself unzipping his pants and stroking his hardon until he shot a big load of cum as he thought about how sexy it would be to see Mary and her husband naked with his cock thrusting wildly in and out of her young horny pussy.
Henry finally decided to make a move and see if he could hit it lucky with Mary one afternoon when he knew her husband wouldn't be home for several hours. He went over to the fence surrounding Mary's yard and he knocked to let her know he was coming in and then he unlatched the gate and just walked on in, ensuring to get the gate closed back securely once he was safely inside. He didn't want anyone to inadvertently see what he hoped would soon happen between him and Mary.
"Hi, Mary," Henry said as he tried to not alarm her from his having invaded her backyard space without being invited in.
"Oh, hello, Henry," Mary said in greeting and she acted like she was pleased that he'd come over to pay her a visit. "How are you doing today?" the sexy young wife asked, as Henry felt his cock starting to grow into full erection inside the pants he was wearing. Henry wanted to fuck Mary bad, and he wasn't willing to wait any longer to make that fantasy a reality. He was betting that with Mary's husband gone all day long and the fact that they were obviously a very horny and sexually active couple, that Mary had a lot of pent-up sexual needs that her hubby simply wasn't there during the day to meet. That's how Henry looked at things anyway. He was exactly right as things would turn out.
Henry had known Mary was alone in her backyard when he made his move, but he hadn't known how sexy she was actually dressed. He loved the sexy T-shirt she had on, and the very short cut-off jeans she'd put on. He loved the sexy roundedness of her asscheeks pressing out against her cut-offs and the fact that the bottoms of her asscheeks actually showed out from under the bottom of the jeans's legs when she bent over. And, Mary had on a rather sexy demi-bra that was obviously pushup as well because the bra was really showcasing Mary's nice sexy rounded breasts.
Henry began chatting Mary up and before she even realized it, he'd moved their exchange around to a rather sensitive topic of her relatively short marriage and how well she and her husband were getting on as newlyweds. Before she knew it, Henry had Mary admitting that she didn't get enough intimacy from her husband and that she needed to be fucked a lot more frequently than he was able to give her his big cock. That was precisely the opening Henry had been hoping for, to get Mary to consciously admit that she needed to get fucked more than she was getting it now.
"Mary, I don't mean to be so presumptuous, but I could help you out in that area of unmet sexual needs," Henry offered in a fatherly sort of voice that he hoped was comforting and that also might entice Mary to take his offer seriously.
"What do you mean, Henry? What are you saying?" Mary asked.
"I'm saying that I could give you an occasional fuck if you need one, and there'd be no strings attached," Henry reassured her.
"Oh Henry, I don't know what to say," Mary responded as she began to realize where Henry's line of conversation had been leading all along. She'd taken the bait, and now she found herself being propositioned for sex by her friendly older neighbor.
"Mary, look at it this way, I can give you some hot lusty sex and there's nothing involved except your getting the sex you need when you want it," Henry said. "You're not going to fall in love with me, and I'm too old for you, young lady, but I'm not to old to give you one of the hardest and thickest cocks you've ever felt inside your pussy."
"Are you sure you're that hard and that thick, Henry?" Mary asked as she laughed. She stood from where she'd been working in a flower bed and took Henry by the hand, leading him inside the backdoor of her house.
"I don't want anyone hearing us or seeing us messing around, Henry," Mary said. She'd already decided to take her older neighbor up on his offer and she if she could show him he'd bitten off more than he could handle.
"Great, I'm all for privacy when it comes to sex, Mary," Henry said, as he watched Mary's shapely rounded asscheeks moving up and down as she walked in front of him while she lead him by the hand. The very bottom of her asscheeks were showing below the bottom of her cut-offs and Henry could hardly wait to get Mary undressed and see what she really looked like without clothes at all.
Mary surprised Henry as she closed the door to her house behind them, and then she slid down to his crotch, reached up and quickly undid the zipper to his pants and in seconds Mary had Henry's large thick hardon out of his pants and she was stroking him and then she took the head of his cock inside her lips and began hotly sucking him to full hard erection.
"Ohhhhh, mmmmmmmmm, Mary, I didn't know you were this interested in my dick," Henry said as he felt himself overcome by the sudden sexual aggressiveness that Mary was showing him. He'd envisioned having to nearly seduce her and here she was practically sweeping him off his feet.
Henry let Mary suck and play with his cock for a few minutes. She was good, she was really very good and when he knew he'd have to either let her suck him to orgasm and do something, he gently pushed her mouth away from his cock, and got up with his cock jutting hotly from his groin to take their encounter to the next level. Henry quickly got Mary undressed as he first cupped and caressed both of her breasts through her T-shirt and then he pulled it off over her head, then pulled her cut-off shorts down and then he pulled her sexy thong she was wearing off too to expose her young pussy. Then, Henry reached behind Mary's back, unfastened her bra clasp and he grabbed the shoulder straps, peeling the sexy demi-cups away from her full rounded breasts. When he'd uncovered both of Mary's sexy full tits, he leaned over, taking the nipple of the left one in his lips and he closed his mouth over the hard little nub, bringing a moan of lusty response from Mary. Henry switched to her other bare breasts and licked the nipple of it too as he caressed her naked asscheeks with his other hand.
Then, Henry picked Mary up, carried her over to a nearby couch and laid her back in the vee of one arm of the couch. He leaned down between her spread thighs, burying his face in the hotness of her pussy lips and he quickly had Mary moaning and really squirming underneath him as he ate her pussy until he heard her explode in orgasm. Then, with Mary's hand behind his head, encouraging him as he licked her pussy, Henry stood up, wanked his hard cock up and down a few times to not only bring himself to full erection, but also to give Mary a chance to come to grips with the reality that he was about to mount and fuck her.
Henry got Mary angled there in the corner of the couch so she was comfortable and where he could mount her and still be comfortable in their fuck position himself. "I've been watching you around a lot since you moved here, Mary, and I've been waiting for this moment for a long time," Henry said as he took his cock in his right hand, angled the swollen cockhead down towards Mary's pussy and then he rubbed the tip of his dick in her wetness, getting himself lubed before he pushed forward, watching down between their bodies as the head and then several inches of his big hardon disappeared up into Mary's pussy.
"Ohhhhhhhhhhhhhh, fuck me, Henry, yes, yes, mmmmmmmmmmmmm," Mary moaned as she felt Henry's thick hard cock spreading her tightly clasping pussy lips. She loved to fuck and she was so hot to take Henry's offer on getting herself some sex when her hubby wasn't available to help her get off.
Henry pulled out slightly, then reach down, grabbing both of Mary's ankles, and pulling her legs up and out away from her body as he leaned into her, feeling his cock sliding back inside her pussy and going all the way inside this time. "You're so fucking tight, baby," Henry moaned as the feeling of a nice sexy tight pussy clasping his cock was nearly overwhelming. Henry leaned forward, flicking his tongue across Mary's perky nipples and then he leaned back, slowly and gently fucking his cock in and out of Mary's pussy.
He' already brought her to one orgasm with his mouth, now Henry kept on fucking Mary while she was moaning and writhing underneath the relentless fucking in and out of his big thick cock. "Ohhhhhhhhh, Henry, yes, yes, you're fucking me so good, baby," Mary moaned and Henry leaned up over Mary's prone boby, impaled on his big cock and he grabbed her by the waist and began to drive his hard dick in and out more forcefully and deeply. His cockhead was smacking against the mouth of her womb on each deep inward thrust.
Mary started cumming again, and Henry bellowed that he was cumming, too. He kept his cock deep inside Mary, figuring she was probably on some kind of birth control, and his nuts started spewing huge thick globs of his hot jism deeply inside his sexy young neighbor's well-fucked pussy. When Henry finally pulled out of Mary's horny cunt, his cum was leaking from the lips of her pussy. His cock flinched at the view of such a nice sexy little pussy and he knew he'd be back, hopefully soon.
Chapter 2
After Henry had the pleasure of seducing his sexy little next door neighbor, he looked around for other women who he thought he might have success in getting into their panties. Henry had enjoyed his little backyard conquest of his young neighbor, but this time he set his aim on a bit more challenging target. He'd noticed that a couple of doors on down the street there was a young mother who was married and she had two young school-age children. Her name was Jane, and like his first little sexual fling, she was a stay-at-home mom who was around most of the day when she was running errands.
Henry had walked down the street in front of Jane's house and the houses of many other neighborhood women who he'd eventually fuck, and he'd become somewhat comfortable with when he could reasonably expect to find her at home. Henry felt his cock grow hard every time he saw Jane, and he began to firm up his plans for how he would manage to get Jane in the sack with him. Henry had quickly noticed that while Jane was a mom and wife, she dressed pretty sexy to show off her nice body. She had long dark brunette hair, and her figure was nice despite the fact that she'd carried two babies in recent years. Jane's breasts were at least C-cup and Henry could hardly wait to suckle the hot aroused nipples on those shapely tits.
Henry decided to use the ruse of doing handyman jobs around people's houses so one afternoon he knocked on Jane's front door and when she opened it, he introduced himself and reminded her that he and she had seen each other from time to time since he lived in the neighborhood, too. She immediately invited Henry in and showed him several things in the house and around the outside that her husband didn't know enough to repair.
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