Being a virgin at 20 didn’t make Chelsea a prude, but she was definitely in the minority amongst her peers.
She was sitting in her room, musing on why “it” hadn’t happened yet and could definitely come up with a few reasons, none of which were the traditional ones. No, she wasn’t saving herself for marriage – god that could be years from now — or never! Neither was she waiting for just the right guy — at 20 she was pretty sure he didn’t exist.
She had definitely had plenty of opportunities, but the guys she had dated, while nice and considerate (and hot!) just cemented in her the view that, if she had given herself to any of them, it would be a case of the blind leading the blind.
So, what was she to do? It wasn’t like it was killing her to still have her virginity; peer pressure was something that was truly beneath her. She did however, believe that she was missing out on something and wanted to feel the pleasure that she knew would be there with the right man. Finding that man, however, proved elusive. She wanted someone with experience, but not a “stud” to deflower her. She wanted someone who could understand that she wanted to be shown what sex could be in a mature, natural way. That, unfortunately, eliminated the guys at college. The last thing she wanted was to be some 25 year-old guy’s “project”, who would look at her like he’d done her a huge favour as he walked out the door.
All of these thoughts had been going through her head for a few weeks as she came up with what she thought was a bold, though risky plan. The plan that moved her to get off her bed, walk downstairs, out the door and across the street with her heart in her throat and knocking on the neighbour’s door.
“Hi Chelsea!” said Mr. Mitchell, “How are you?”
“I’m fine” she replied “I hope I’m not disturbing you — I saw your car in the driveway and figured you were working from home today”
“Well, you’re right there — what’s up?”
Chelsea looked up at her neighbour and said “I have something I need to ask you — could I come in?”
Bill Mitchell smiled and said, “Of course you can — come on in!”
Chelsea walked into the living room of the house and turned around as Mr. Mitchell closed the door and joined her. He smiled at her and said, “You know Chelsea, if you needed to use us for another job reference, you needn’t have asked, you know we would happily give you one!”
“No”, Chelsea said, “It’s not that”. She would not let her nervousness overcome her determination; she looked directly at him and said, very matter-of-factly, “Mr. Mitchell, I’m hoping you would consider taking my virginity.”
In the two seconds of silence that followed, Chelsea had three crystal-clear thoughts — all of which were good signs: One — he didn’t laugh at her; Two — he didn’t get mad and throw her out and Three — he didn’t faint — so she pressed on.
“I hope you don’t think I’m some freak Mr. Mitchell; I’ve really, really thought about this.”
Bill Mitchell swallowed hard. As a salesman he was trained to be quick on his feet and handle things that came out of left field, but this was not even from within the ballpark!!
“Let’s sit down Chelsea, or at least, let me sit down”, he smiled faintly as he sunk into the nearest chair. Chelsea sat on the couch across from him and looked up expectantly, knowing (or at least hoping) he would be full of questions.
“Chelsea”, he started, “please know that I am flattered by your request, but do you have any idea what you are asking of me?”
“Mr. Mitchell, she said, “If you had any idea how long I had thought about this, you wouldn’t have to ask me that.”
“Okay, fair enough”, he said, “Then can I ask you some questions?”
“If you didn’t, then I know that I have misjudged you — go ahead.”
“First is an easy one — why me?”
“Well, I want someone with experience.”
“I’m sure that there are plenty of young men your age or a bit older that have that.”
“Yes, there are, but I don’t want to be just another notch on someone’s belt — even guys that are 25 or 26 are too immature.”
“I can understand that — but you haven’t answered my question — why me?”
“Well, in the years that we’ve been neighbours, I’ve really come to admire you. I know that our families don’t hang out that much, but I’ve seen the way you are with your kids and Mrs. Mitchell. You are kind and involved and caring, but also very masculine. You aren’t afraid to discipline your kids, but it’s always for the right reasons and it’s always done fairly and with respect. You also treat Mrs. Mitchell the same way. I notice that when you go out and I baby-sit, you always open the door for her when she gets in the car and you always compliment her on the way she looks. I guess the best way I could put it is that you are a gentleman and I think a gentleman is the perfect person to lose your virginity to!”
Bill Mitchell sat in stunned silence, in disbelief that someone that young would even notice those types of things. He looked at her and said; “I notice the same things with your family”
Chelsea nodded and said; “Yes, you’re right — but it would be kinda creepy to think of my dad in the same way I’m thinking about you!”
Bill laughed and said; “No, no — I wasn’t meaning it that way, I just meant that you have a good example to go by!”
Chelsea smiled, “I know — I was just kidding. Do you have any other questions?”
“To be honest, I can’t think of any right now.”
“I guess that that means you are saying no then.”
Bill looked directly at her — “No, you’re wrong — but I’m not saying yes either.”
“What are you saying then?”
“Well, as you can imagine, you’ve caught me very much by surprise and given me a lot to think about. Also, while I know that you’ve given it a lot of thought, I wonder if you’ve given it enough. Losing one’s virginity, for either a man or a woman, is a big deal in their lives. You don’t get a “do-over” and I want you to make perfectly sure this is what you want”
“I HAVE — that’s why I’m here!”
“Well, I believe you, but here’s what I want to happen. I need a couple of days to think about this and I want you to think more about it as well. Believe me, it is hugely flattering that you want me to share this part of your life with you, but I want you to take a couple of days to make 100% sure that when you look back on this that you won’t have any regrets. I need to do the same.”
Chelsea looked at him, slightly disappointed, but also hopeful. She got up and walked toward the front door — Bill followed her. She turned to him and said, “Thank you.”
“Why are you thanking me — I’m pretty sure I’ve just disappointed you”, he said
“No, you did almost exactly what I expected you would do.”
“What’s that?”
“Well, whenever one of your kids does something bad, you think before you act and when you act, it’s always for the right reasons — not out of emotion.”
He chuckled, “Don’t go putting a Father-of-the-Year crown on me — there are lots of times I’m anything but thoughtful!”
“I know, but when it’s something important — like this — you always do.”
“I’m working from home again on Wednesday — can you come over in the morning?”
“Umm — yeah — I have a class at 11 so I could come over around 9, unless we will need more time”, she said with a shy smile.
He smiled, “Uh, no, we won’t need more time that day whatever way we decide — see you at 9 on Wednesday.”
And then she was gone.
Bill Mitchell closed the door behind his neighbour, his BABY-SITTER, who had just asked him to take her virginity. Well, time to do what Chelsea said he was good at — think it through. No…now wasn’t the time. Too emotional, it was too fresh. Do some paperwork, get your mind off of it and come back to it later when he was more rational. He said down at his desk and started to work through a couple of emails and soon realized that it was a lost cause — he could think of nothing else. He needed to do something that didn’t require thinking. A swim, he decided, would be perfect. Off to the bedroom he went to change and get a towel. There he discovered a problem — a big one. Bill Mitchell, model husband, model dad, model citizen had, he was quite certain, what was the stiffest, hardest cock on the street. How long he’d had it, he didn’t know. He had been so lost in thought he honestly hadn’t noticed. “Some stud you are,” he chuckled to himself — “You got a hard-on and didn’t even notice!”
He plunged into the cool water of his backyard pool and swam laps — many laps. Trying to work the emotion out of his mind and let the rational mind take over. He swam hard, until he could go no more and sat, exhausted on the steps of the pool’s shallow end. It was there that he noticed something — he was STILL hard as stone. What the hell was going on?
Almost of its own volition his hand reached into the leg of his bathing suit and wrapped around his throbbing member. The cool water of the pool had done nothing to lessen its stiffness. He looked around and knew no-one could see him — on the occasions his wife was feeling adventurous he had fucked her in this very place — a blind spot in his backyard, out of sight from all of his neighbours. It took amazingly few strokes — no more than 15 or 20 — and he came so hard he was glad he was sitting down.
Having physically exhausted himself from the swim and at least taken the edge off of his sexual thoughts, Bill was able to think more or less rationally.
“Wow,” he thought, “Talk about your day taking a surprise turn!” After chuckling to himself, he decided to give the issue before him the thought it deserved.
The most important consideration in the whole thing was his marriage. Bill was a moral guy; he had never strayed and sincerely believed his wife hadn’t either. He took his marriage vows very seriously and had no time for people that didn’t. The couple of hours of pleasure you received were small consolation for the loss of honour and integrity when you give yourself to someone else. But, then again, would this be an affair? Would helping a nice, beautiful young lady into adulthood be considered cheating? Well, of course it would, but would the cost in THIS case be worth what would be gained. He had never had complaints in the bedroom — quite the opposite really. He was always told he was a considerate, passionate lover and, without being immodest, a very good candidate for Chelsea’s proposal. Hmm, have to give that one more thought.
The second thing was trust. Sure, she basically offered herself to him and it would be easy for him to not say anything (after all — that’s why she picked him), but could he trust her? The smallest slip of the tongue to the wrong person and it would cause massive problems for him. Still, she was a mature, thoughtful woman and he had trusted her to look after his kids on many occasions so he was pretty sure he could trust her in this case but it would be something for Wednesday’s discussion.
The third issue was personal — it was him. What Chelsea was asking was a huge responsibility. Losing your virginity to someone who was equally inexperienced was one thing — you should have very realistic expectations. But asking someone much older with much more “mileage” is totally different. Chelsea was expecting him to “deliver”; she was expecting him to show her all that sex could be. Could he make good on her request? He took stock of what he had to offer. Looks? Ok — not Brad Pitt, but women didn’t run screaming from him either. Body? He looked down. Hmm — she wants this? Bill was always very hard on himself when it came to his body. But wait a minute — she came to him right? It wasn’t like he was an unknown quantity off a website. He was her neighbour and she had seen him for years. So, lets be a little more reasonable. He wasn’t exactly a pig — maybe 20 pounds of extra weight here and there, but not so bad for a mid-40’s guy. His not-often-enough gym visits had given his chest and arms some nice bulk and his legs were very solid from years of walking golf courses instead of riding carts, coaching soccer and hockey and playing pickup basketball with his kids. And his butt…. well that was the one thing that he could always count on. Always had a nice one, hopefully always will. It was just that damn spare tire, but like he said earlier, it was Chelsea that was pursuing him — not the other way around. Lastly, his cock. Overall — average to slightly above he told himself. He was average length — about 6″ and maybe thicker than average, but not too much so. He was “cut” as they say nowadays and his wife always said his cock was nice and “tight” — lots of veins with a nice big head. She always seemed happy with it. She also loved to suck his balls — they were big without being gross and, like his cock, were “tight.”
So, after much consideration it all came down to one issue. He “could” but was that enough to justify that he “should”? To decide that, he would need to talk to Chelsea.
After two understandably restless nights and much more introspection, Wednesday morning came. After getting up and getting his kids off to school, he kissed his wife goodbye as she left for work. By 9:15 he was beginning to wonder if Chelsea had changed her mind when the doorbell rang. He opened the door to see Chelsea’s father Ken looking decidedly unhappy! Before he could say anything Ken glared at him and said, “Did that idiot dog next door keep you awake last night too?” Bill stammered that he had heard it a bit but it didn’t really bother him. “Well,” Ken said, “If it happens again tonight, I’m calling the city!” With that he waved his goodbye and headed off to work.
Five minutes later, Bill was back at the door, this time with Chelsea’s smiling face to greet him.
“Hi, sorry about being late,” she said, “But I figured you wouldn’t want my dad to see us talking so I waited until he left for work.”
“No problem,” Bill agreed, “It definitely would have been awkward!” He noticed a couple of school books in her hand and asked her about them.
“Well,” she said, “You know how nosy the neighbours are, so I figured if they saw me coming into your house with some school books they would think I was getting some help from you on homework.”
“Good thinking,” Bill said. “So, how have you been?” he continued hesitantly.
“Um, I think we are past the small talk don’t you?”
“Yes we are; sorry, this is just a very new situation for me.”
“Me too, but let’s talk. What have you decided?”
“The only thing I’ve decided is that we need to talk more, so I’m glad you are here.”
“Ok, but just so you know, I’m just as sure today as I was on Monday that I want to do this.”
Bill looked directly at her and said, “So, when you are 30 or 40 or 50 and you look back at your life, you are going to be comfortable with the fact that you lost your virginity to an overweight, balding guy that was 25 years older than you?”
“Actually, I was thinking that when I was 30 or 40 or 50 I was going to look back and think, “Wow, what a great way that was to learn about sex”, from a true gentleman who was much sexier than he gave himself credit for.”
“You think I’m sexy? I’m not sure I believe you.”
Chelsea stared right at him and said, “Look — are you every 20 year-old girl’s dream? No — of course not, but you are very masculine. Most guys my age are skin and bones — the fact that you are bigger and have a hairy chest is sexy to me. Plus, you have a better ass than any guy I’ve ever dated!”
When Bill smiled Chelsea continued, “Look Mr. Mitchell, I’m not looking for some long relationship. I don’t want to be the home-wrecker and I sure as heck to don’t to be step-mom to kids almost as old as me. I want a one-time experience that points me in the right direction with sex, so I’ll be able to know what I like and how to get it from my partner. Also, so I’ll know what most guys like. I just don’t want to fumble around with some guy that’s as lost as I am and we both end up frustrated. I picked you because I really believe that you would be able to understand what I want and give it to me without hurting your family or your marriage.” “And,” she smiled, “I really like your butt!”
“Wow,” Bill said, “We certainly seem to be on close to the same page.”
“Why do you say that?”
“Well, I was going to tell you that if you were looking for an on-going relationship, that it wouldn’t work. As tempting as that is, my marriage is too important to me, plus it goes against everything that I’m about.”
“I know that silly, I keep telling you that is why I chose you!”
“Well, thank you, but there’s more.”
“That’s fine, what else?”
“Two things: First, these things have a tendency to sneak out into the open no matter how hard you work at keeping them a secret. I’m scared that one of us is going to slip up.”
“I can understand your fear there, you have a lot more to lose than I do. The only thing I can tell you is that I’m very trustworthy and I think you think the same way. Otherwise, you wouldn’t have me baby-sit all the time or you wouldn’t have given me such a great reference when I got my job.”
“Well, that’s very true”
“The only is this — and please don’t be offended.”
“Okay — I promise.”
“Well, let’s put it this way. You have more to lose than I do, but it’s not like I have nothing to lose. If it gets out that I lost my virginity to some “old” guy, I would definitely not gain any social stature. Most people my age wouldn’t understand my reasoning and I sure don’t need anyone snickering at me while I’m sitting in class. The way I see it, we both have a good reason to be discreet.”
Bill hadn’t really considered the risks Chelsea was taking and it made him much more comfortable when he did. He was beginning to think this might work.
“What’s the second thing?”
Bill snapped back from his thoughts and said, “Um, second, what happens with you and me after?”
“Well, I figured we’d clean up and I’d go home.”
“No, I mean in the weeks and months ahead — how do we act when we are in each other’s company and other people are around?”
“Are you worried that I’m going to grab at you or something?” she smiled mischievously.
“Well, to be honest, a wee bit yeah. I’m worried that you will accidentally do or say something that will make people suspicious.”
“Look, Mr Mitchell, I like you, you are a wonderful man, but with all due respect, I’m pretty sure no matter how wonderful it is, that I’ll be able to resist your charms. You aren’t exactly my type!”
Bill looked at Chelsea. She seemed to have it completely figured out; and that should not have surprised him. She was always smart, responsible and mature. Everything she was saying was making sense. One time thing, equal risk for both of them, he would be helping her, she had no intention of hurting his marriage and then there was the 300 lb elephant in the room…. she was hot!! He hadn’t really stopped to consider this until just then. He had never looked at her in that way — she was his neighbour’s kid after all — his baby-sitter. But she had everything that any man could ask. A pretty, if somewhat plain face framed with dark brown hair; slightly oversized, but beautiful tits that seemed to defy gravity; a slim waist and slender hips and legs that were trim and athletic, honed from years of playing soccer. He smiled inwardly as he thought that when he was 20, she had precisely the kind of body that he was attracted to.
“Okay, let’s do it.”
Bill thought, “Who said that? But then he realized that the deep baritone voice belonged to him.
Chelsea’s eyes widened as she blurted out, “Really? You’re going to do it? Are you sure?”
“I can’t believe I’m saying this, but yes, I’m sure.”
“Oh, thank you Mr. Mitchell, thank you so much!”
“If we are going to do this, you are definitely going to have to call me Bill — Mr. Mitchell makes me feel even older than you than I already am.”
“Okay, Bill, do you want to do it now?”
“Ah, no, definitely not now.”
“When then, you’re wife doesn’t work everyday?”
“Well, it won’t be this week and it won’t be here. I couldn’t ever walk around my house properly again if it happened here.”
“Okay, I understand. Did you have something in mind?
“I do, but I’ll need some time to put it together. I’ll be in touch in the next few days. What days during the week are best for you?
“Well, Thursdays I have only one class — at 9, but I could skip it if you want.”
“No, definitely not, but pencil in next Thursday, I’ll make some arrangements and get back to you.”
“Oh my god, I’m going to lose my virginity next Thursday!”
Bill smiled, “I’ll do my best to make it everything you had hoped it would be.”
Chelsea stood up with her books and started walking towards the door and said, “I know you will — that’s why I chose you! Plus, I can’t wait to grab that cute butt of yours!”
Bill walked her to the door and just has he started to turn the knob she turned, stood up on her toes and tentatively pressed her lips to his. Although taken by surprise, he recovered quickly and returned the kiss, if a little hesitantly.
And then she was gone.
He closed the door behind her. The kiss had been quick, with just a hint of her tongue, but it had an immediate affect on him. This time, he felt his hard-on immediately. This time, he didn’t wait. He practically ran into his bedroom, threw off his clothes, lay on the bed and wrapped his hand around his cock and began to stroke it with all kinds of images dancing in his head.
Him on top of Chelsea; Chelsea on top of him; Chelsea on her knees, him behind her; the two of them locked in a passionate 69.
He couldn’t remember the last time he came so hard or so much.
Over the next few days Bill thought about little else but how to do deal with all of this properly. He had many issues to resolve, foremost being the fact that he would be, for the first time, unfaithful to his wife. Despite all of his discussions with Chelsea, he still had trouble with what he was doing. What was able to get him past it were two things: First, he really, truly believed that he was doing more harm than good and second, he was completely comfortable in believing that if the roles were reversed and his wife did the same for a young man, he would be fine with it. So… on to the next issue — logistics. He had to find a way to do this without anyone finding out. Once he came up with the plan, he made a point of being outside cutting the lawn at the same time he knew Chelsea would come home from school.
He saw her walking down the street from the bus stop and waved at her — motioning her over. She came across the street and, thankfully, acted as if nothing was happening besides an everyday conversation. When he was satisfied that no one could hear him, he said to Chelsea, “Do you know the coffee shop at Dundas and King?”
“Sure,” she replied, “it’s just a block or so off campus.”
“Well, after your 9 o’clock class this Thursday, I want you to come there. When you get there, I’ll be there, but don’t acknowledge me when you first come in. Get yourself a coffee and when you turn around, then notice me and come over to my table and say hi. I will invite you to sit with me and we can have some basic small talk. I will say my good-bye and get up and leave. Watch for me to leave the parking lot and just as I’m leaving, notice that I’ve left a file behind on the seat. Grab it and try to catch me, but don’t. Inside the file folder you will find some meaningless papers but also a key card for a room at the Sherwood Inn — I’ll have a note on it saying which room it is. The Sherwood is on the bus route right outside the coffee shop — hop on it and come to the hotel. Once you get there, come straight to the room and come in — don’t knock. I’ll be waiting for you there.”
“Wow,” Chelsea said, “You’ve really thought this out! I figured you would pick me up on campus and we would go to some cheap motel!”
“Nope,” Bill smiled, “You only do this once — I really want this to be a great day for both of us.”
“Me too — anything else?”
“Nope — that’s it.”
“Wicked! I’ll see you in three days!”
“Sounds good — looking forward to it.”
“Me too!”
And then she was gone.
Three days later, Bill looked around the room. Everything looked just right and he was relaxed…or so he thought. When the key card slipped in the door he almost jumped out of his skin. “Yep, cool as a cucumber,” he chuckled to himself. However, as Chelsea came through the door, he quickly realized that he wasn’t the only one that was nervous. Despite her shy smile, Chelsea’s eyes betrayed her. Bill could see that his “date” was anything but confident.
“Hello Chelsea,” he said softly, trying to put her at ease. “Any problems?”
“None at all, you really seem to have figured this all out.”
“Well, I had to come up with something that was private, anonymous, but at the same time warm and inviting.”
“Well, you got it right — this room is beautiful.”
“It is nice, isn’t it — may I take your sweater?”
Bill approached Chelsea and gently pulled the sweater from her shoulders, lingering just a beat longer than necessary. He realized though, that Chelsea, though short of having second thoughts, seemed unsure of herself, certainly not the assertive woman that came to his door last week.
Bill held out a glass of wine to Chelsea and she was grateful for it. They sat in the small sitting area in the suite — he on the chair and she on the sofa — and started chatting.
“Chelsea,” Bill started, “I want you to know that if you have any second thoughts, we can stop right now — or anytime you like.”
“Thanks for saying that,” Chelsea replied. “I will admit that now that the day is here, I’m a little nervous, but I definitely want to do this.”
Bill admitted to her that he had thought about little else in the last few days; Chelsea was no different. They had another glass of wine and bit-by-bit Bill could see Chelsea relaxing. Gone were the nervous eyes flitting around the room, looking everywhere, but avoiding him. They were now looking directly at him. Her body language also told him volumes. She was smiling and laughing, touching her hair and while not sitting on the sofa with her legs spread, had certainly changed from her original posture of having her knees tightly squeezed together. She was ready.
Bill got up and excused himself to use the bathroom. While there he looked at himself in the mirror and asked himself one more time — “Can you do this?” He smiled, remembered why he was doing it and walked out of the bathroom. On his way back to the sitting room, he paused to turn on the CD player had brought with him and soon Chelsea heard the calm, romantic sounds of John Coltrane coming from the bedroom.
Bill looked directly at Chelsea and said, “Come dance with me.”
Putting her wine down on the table, Chelsea rose, walked over to Bill and waited as he took her into his arms began to move with her. Bill noticed that she was still a bit stiff, but not in a scared or upset way — she seemed more unsure of herself than anything. For his part, Bill realized that he needed to go slow and held her close, but not too close, letting her find her comfort zone. He held her right hand in his left and held her securely on the small of her back. It took almost three songs, but eventually Chelsea melted into him, pressing herself closely and intimately against her soon-to-be lover.
When he heard her chuckle softly has asked her about it.
“Well,” Chelsea smiled, “I have to tell you that this is so very different than what I’m used to.”
“Really? How so?” Bill replied.
“With every other guy I’ve danced with, by now he would have had at least one, but probably both hands on my butt and he would have tried a few times to push his tongue down my throat.”
“Well, you see, there are lots of differences. First, I’m not in any rush. Second, although I’m definitely looking forward to putting my hands on your butt, while I’m dancing is not the best time to do it and third, tongue kisses are great, but the entrée always tastes better after a few appetizers!” With that, he placed a very gentle kiss on her cheek and followed it with a few more, trailing down to the side of her neck.
Chelsea was started to feel a very nice warm glow growing inside of her and was surprised by how wet she was getting already. She was also pretty sure that she had “felt” something rather stiff when she pushed herself tightly against Bill; however, before she could confirm her suspicions, Bill gently turned her around so her back was to him. He wrapped his arms around her from behind; securely but not in a suffocating way. It was then she really began to appreciate this man that was doing such a wonderful job of seducing her. He was soft to the initial touch, but underneath that softness was a strong, thick, very masculine man, very unlike most guys that she had dated that were skinny and sinewy, with rough, hard edges. Dancing like this also gave her a very strong indication of the effect she was having on him! There was definitely a very hard cock pressing into her and it felt absolutely wonderful.
Bill was so excited and so turned on he was having trouble controlling himself. Chelsea felt wonderful in his arms and as much as he wanted to rip her clothes off and fuck her on the spot, he knew what he was there for and he knew over the course of the next few hours he would be having her all he wanted. She was a ready, willing and able participant — all the thoughts of what he would do with her and to her were going to happen, so he just relaxed and went on autopilot.
“Chelsea,” Bill crooned softly in her ear, “you feel beyond wonderful in my arms.”
Chelsea whispered back to him, “I was just thinking the exact same thing about you! We fit so well together and it feels like we have been dancing partners for years.”
Bill bent his head and started to nibble on the side of Chelsea’s neck and gently sucked her earlobe between his lips. The appreciative gasp from her and an almost imperceptible pushing back of her hips onto his cock were all the indication he needed to know that she was enjoying it. He continued with his oral attack on her neck and ears, nibbling and kissing while reaching around and slowly undoing the bottom buttons of her blouse. When she reached up to help him he gently pushed her hand away, instead playfully whispering in her ear, “Let the old guy unwrap his gift himself!”
Chelsea smiled, put her hands back down at her side and took stock of herself. She was completely surrendered to the pleasure Bill was lavishing upon her. She was almost embarrassingly wet and her knees were weak from desire. She would have to remember to pat herself on the back when this was all over for making the decision to approach this wonderful man.
By the time she had finished her “stocktaking”, Chelsea discovered that her blouse had been completely opened and her lover was gently caressing her stomach. He was running his hand all over the front of her, a blind man reading the Braille that was her body.
Bill was revelling in the feel of her, this beautiful sexy woman that wanted him. Her skin was taut, smooth and smelled of almond and lemongrass with a growing scent of desire. When he deftly unhooked the front clasp of her bra with one hand (funny the tricks you remember from college) he smiled to himself. The perfect 34C tits that were revealed really didn’t even need a bra, they stood out proud, youthful and still defeating the effects of age and gravity. My god, they are perfect and he told Chelsea that.
“You don’t think they are too big?” she asked.
“Trust me, beautiful,” he countered, “You won’t get a single man in your life that will complain. Like they said in the Seinfeld episode — “They’re real and they’re spectacular!”
Bill started to caress and touch Chelsea’s tits. Gently squeezing them, gently pinching her nipples, all the while lavishing both sides of her neck and both ears with kisses which were getting slightly more urgent.
Chelsea’s pussy was on fire now. She was quite sure that she could wring her thong out if she had to. She knew that it would be good, but it was already better than she had dared to hope and he hadn’t even gone near her really. That is, until the end of that thought. She felt his hand snake down and rub her pussy on the outside of her jeans. Oh god how she wanted to touch her clit right now! Then, Bill pushed a hand down the front of her jeans and grabbed hold of her thong and pulled it up, making it press against her already engorged clit. Chelsea’s knees almost buckled then, but when he undid the snap on the front of her jeans and plunged his hand down her pants and gently grazed her clit he had to hold her up momentarily.
Unable to take it anymore, she pulled his hand out of her pants, turned around the mashed her face into Bill’s — plunging her tongue as deep into his mouth as it would go.
“I need to sit down, or lay down — I can’t stand anymore — literally OR figuratively,” she smiled.
Bill picked her up and as he carried her to the bedroom gazed into her eyes. “This is going to be sooo good,” he said to her. He gently laid her on the bed and looked down upon her, his eyes fierce with desire. Still clothed, he bent to remove the rest of her clothes, joined her on the bed and bent down to kiss her. After jousting his tongue with hers he started to trail his tongue down her body. Over her chin, gently nibbling at her throat and then leaving a wet trail right down between her heavenly breasts. There he lingered, circling her nipples and bringing his hands up to tag-team the formidable tandem before him. While licking and sucking her left breast, his left hand was busy pinching and pulling the now rock-hard nipple of her right. Reluctantly leaving them behind his tongue continued their journey across the flat stomach, pausing briefly to tease her navel before finally arriving at desire ground zero. He took a brief moment to drink in the body before him. Beautiful face, perfect tits, taut, flat stomach and a mouth-watering, shaved pussy that was aglow and glistening with desire. He dipped his head and dove into that pussy and started an all-out oral assault. First he gently sucked each of the engorged lips into his mouth, pushing his tongue deep inside her, his nose nuzzling her clit.
During this wonderful tongue-lashing that Chelsea was getting, she found it increasingly difficult to talk. She was gasping and mumbling incoherently, experiencing feelings that she never knew existed. When Bill moved up slightly and took her clit into his mouth, her ass lifted clear off the bed.
When she buried her head in the nearest pillow and screamed, Bill took it as a compliment.
This was so unlike anything she had ever felt. Sure, she had masturbated before; she had even let a couple of boys go down on her. But this!! Instead of the fast spike of pleasure that was almost too intense, this was like a rising tide of ecstasy. Every part of her body was on fire and she couldn’t lay still. Her head was thrashing back and forth; she alternatively grabbed his head and then would squeeze her breasts. Her legs were shaking almost uncontrollably and all she could say was “Oh my god” over and over and over.
Bill came to the realization that it was time for him to give her release. After running his tongue one last time from the bottom of her pussy to the top, her captured her quivering clit between his lips and sucked — hard. He barely recognized the low, guttural moan that he heard, but when his face was flooded by sweet tasting fluid he knew the sound had come from Chelsea while in the throes of orgasm. Her orgasm seemed to last forever — again, it was different than anything she had ever felt. There was no quick peak of release followed by an almost equally fast “crash.” This was an eternity of pleasure and was almost too much for her to bear. Almost — but not quite too much.
After her orgasm subsided, her whole body relaxed into the bed and she looked over to see Bill broadly grinning at her.
“Enjoy yourself?” he asked.
Without saying a single word, she leapt on top of him and started frantically to undo the buttons on his shirt. Once discarded she roughly undid his belt and the button of his pants. Bill, momentarily taken aback by her aggressiveness helped her drag off the rest of his clothes and before he could say anything to her looked down and watched as Chelsea quickly swallowed a very good chunk of his turgid cock. He laid back and enjoyed the feelings that Chelsea’s ministrations were giving him. While it was not the best blowjob he had ever received (he had the best cocksucker in his life at home!) it was quite apparent that this was not the first cock that Chelsea had had in her mouth. She had him well down the road to painting her tonsils when he asked her to stop. She looked up at him and said, “Oh my god, am I doing it wrong?”
Bill chuckled, “God no! But I’m missing that taste of that beautiful pussy of yours. Why don’t you swivel around and let me have another go?”
“A 69?” she said. “I’ve never done that — what do I do?”
Fifteen seconds later, Bill and Chelsea were locked into a very comfortable soixante-neuf.
Despite the change in positions, Bill was hurtling faster and faster toward cumming and he told Chelsea he was close. Instead of slowing down, as he suspected she would, she upped her efforts on his cock and very soon he could no longer deny that rusty tingle behind his balls. In an effort to not alarm the hotel staff by screaming too loud, he buried his face in Chelsea’s steaming snatch and moaned loudly as the first orgasm of his day exploded from his cock.
Bill momentarily forgot about Chelsea and went to his “happy place”, allowing himself to experience all the pleasure that was coursing through his body. We he “came back” he rolled Chelsea over and showered her face with tender, but passionate kisses.
“I think it’s time I lost my virginity Bill,” Chelsea breathed into his ear.
“Um, sorry, but you’re going to have to wait until I get hard again my dear,” he replied.
Chelsea chuckled and said, “You obviously don’t feel what I do against my leg — you are still rock hard you stud!”
Bill took stock of his body and discovered that indeed his cock had lost none of its stiffness. This hadn’t happened to him in years!
“Mmm, so I am,” he said. “Well,” he continued, “last chance to back out.”
Chelsea not so softly pinched his nipple and said, “Oh my god, for the last time — will you just shut up and fuck me!”
This was all the encouragement Bill needed. He lifted himself over her and deposited himself between her legs and looked into her eyes which were alive with desire, with just an almost imperceptible cloud of fear. He bent down and kissed her, deeply and lovingly and began to slide his engorged cock along the slippery lips of her pussy. Occasionally he would bump his cock against her clit, sending thrills of pleasure through her body. Then, on every few thrusts up her pussy he would dip his hips and push just a little way into her. Oh god, she was tight. Eventually he stopped sliding his cock along her pussy and instead kept it inside of her. As her pussy relaxed and accepted its new invader, Bill was able to push in far enough to find her maidenhead. When the head of his cock bumped into it, Chelsea let out a short gasp, signalling Bill that he had gone as far as he could without resistance and he stopped moving, giving Chelsea a chance to breathe and prepare for the next act in their play. Bill was thankful for the earlier blowjob, which effectively took the edge off of his desire, giving him the control he needed for the task at hand. He started again to saw his cock shallowly into Chelsea’s velvet pussy, never pushing too far until he felt her relax and submit to the pleasure she was feeling.
It was time.
He had thought a long time about exactly how to handle this moment and put his plan into action. Bill leaned down and pressed his lips into Chelsea’s, giving her a slow, passionate kiss. This distracted her just enough from tensing and as Bill felt her surrender to the kiss, pressed his hips forward and penetrated Chelsea’s hymen.
Chelsea was no longer a virgin.
She gasped as a quick flash of sharp pain signalled her entry into “womanhood,” but it was soon gone. It was less pain than she had expected and was soon replaced by a feeling of incredible fullness. Bill’s cock felt wonderful inside her, its thick head and fat shaft setting her pussy on fire.
“Okay?” Bill enquired.
“Mmmm…god yessss,” Chelsea breathed.
“You’re pussy feels incredible.”
“Well, you’re cock feels huge inside me — I love it!”
“How does it feel to not be a virgin anymore?”
“It feels incredible!”
As wonderful as Bill’s cock felt while stationary inside her, when he began to actually fuck her, her whole body was one mass of writhing pleasure. As her pussy really began to accept his fat shaft, Bill began to really FUCK her. Shifting his hips, alternating between short, hard strokes and long, lazy slow ones and even completely stopping from time to time. He would lean down and kiss her, tell her how beautiful she was and comment on how wonderful her pussy felt wrapped around his cock. He reached back and took her legs and wrapped them around his waist, guiding her in different ways to experience the pleasure.
For her part, Chelsea was in heaven. This man, this wonderful man was making her feel so special, so wanted, so sexy. His cock was awesome – strong, thick and powerful. After a few minutes however, she could feel a difference in his rhythm. His thrusts were less and less calculated, now more instinctive as though he was “gone” from her again. She looked into his eyes and saw pure animal lust. He was taking her — pure and simple — and she loved it. He was no longer talking to her — he had gone to another place. His breathing was ragged and shallow, he was emitting a low growl and she was sure she felt his cock swelling inside her.
Bill was beyond the point of no return. He had given all he could this time — now he was taking. He pounded into her harder and harder — mercilessly slamming her pussy into a frothy mass. Finally, he could wait no longer and pushed his cock as deeply into her as he could, let out an ungodly roar and filled her with what felt like a bucket of cum. His cock emitted at least a dozen spurts as his orgasm washed over him and he fell on top of her, completely spent.
Once he recovered, Bill rolled off of Chelsea and looked at her. She had her eyes closed and had a warm smile on her face.
“Penny for your thoughts.”
“I was just laying here thinking that I am one smart woman.”
Bill chuckled, “Why do you say that?”
“Well, there are so many of my girlfriends who have complained that their first time was awful. I can’t imagine mine being any better than this.”
“Really? I was a little worried that I kinda got a bit selfish at the end.”
“Oh god no, I loved that — I felt so feminine right then — like I was giving you pleasure.”
“Well you certainly were — you were absolutely wonderful.”
“So were you — thank you so much — I’m so glad I asked you to do this.”
Bill stood up and extended his hand to Chelsea.
She took it and stood up, her legs a little wobbly and he led her into the bathroom. There he turned on the shower and they both hopped in.
He washed her hair and she his. They washed each other’s back and caressed and kissed. Shockingly to him, she coaxed another erection from him already, but he knew that this was no time for more sex. Chelsea needed a little time to process what had just happened. He held her close and gently caressed her breasts and ran soapy water all over them. When they were finished they took turns drying each other off, put on some terrycloth bathrobes and moved to the sitting area and ate from the cheese and fruit tray he had stored in the room’s fridge. They discussed their lovemaking and Chelsea was full of questions, which Bill answered openly and honestly. He looked over at the clock and noticed it was still early in the afternoon.
“What time are your folks expecting you home?”
“After dinner — I told them I was working on a term paper and that I would be at the library until early this evening — how bout you?”
“I’m supposed to be golfing with clients and having dinner with them — I really didn’t know how long we would be here.”
“Mmmm — really? You mean we don’t have to leave right away?”
“Nope — we have the room until the morning — although I don’t think that would be a good idea!”
“Ahh — for sure…however… could I ask you a favour?”
“Anything Chelsea — I’m here for you — whatever you like.”
“Well, I was wondering if I could…touch you.”
Bill chuckled, “Um, isn’t that what we’ve been doing?”
“Yes it is, but I want to…how can I put it…explore a man’s body — would that be ok?”
Bill could already feel his cock stirring beneath his robe and said, “Of course it would be ok — I would love it! What would you like me to do?”
“Take off your robe and lie down on the bed on your stomach.”
Bill complied, and Chelsea joined him on the bed, discarding her robe as well. She began to touch him starting at his shoulders and moving down his back. Her touch was gentle and somewhat tentative like she was unsure of what she was doing. Despite that, Bill was enjoying being Chelsea’s “specimen.” She moved her way down to his ass and was lavishing attention on it and said, “Mmmm — you have such a nice ass — I’ve watched you from my window when you are outside shooting hoops.” This made Bill blush and made his dormant cock, well…not so dormant.
Eventually, Chelsea said, “Bill, I want you to tell me where and how you like to be touched. Don’t be shy and don’t leave anything out — I really want to know how to please a man.”
Bill rolled over and said, “Ok, but don’t be shocked by some of the things I’m going to tell you to do ok?”
“Fair enough.”
“Also, keep in mind that this is stuff that I like — other guys might have completely different ideas. However, what you are doing, by asking me what I like, is exactly the right thing to do — and it’s sexy as hell!” Chelsea blushed as Bill continued.
“First — kissing. I would imagine that most guys that you’ve fooled around with aren’t much for romantic type kisses. They probably just go for the big tongue-kiss right off the bat.”
“Yep,” Chelsea replied, “pretty much.”
“Well, I prefer much more subtlety. I love it when the kiss is warm and tender and leaves me just wanting a bit more. There’s always lots of time to French-kiss when things heat up.” Chelsea leaned down and they started to kiss. Damn! This girl was a quick learner! Sweet, inviting kisses were showered all over his face and Bill was loving it.
“Mmm — that’s perfect!”
Chelsea agreed, “I’m glad you think so ’cause I was loving it too!”
“Next,” Bill said, “I love it when a woman kisses me all over — my chin, my throat, my earlobes and especially my nipples”
“Guys nipples are sensitive?” Chelsea was truly surprised.
“Oh Hell yeah! Mine are anyway. For me it feels like my nipples and my cock are directly connected — it feels amazing to have them kissed and sucked.
Chelsea leaned down and took Bill’s left nipple into her mouth and felt his breath catch in his throat immediately. She also noticed that he was right — she could see his cock thickening slowly as she alternated between his two nipples and occasionally dragged one between her teeth.
“Sweet Jesus! You are one hot fucking woman — I can hardly stand it already!”
Chelsea smiled with the compliment and simply said, “What else?”
“Well,” Bill replied, “I hope you take this the right way and I don’t mean to offend you.”
“You won’t — trust me — please go on.”
“Okay. Let’s put it this way. For a relative rookie, your blowjob technique is okay, but you have a lot to learn.”
“I figured that — can you help me?”
“Hmm — a beautiful, young woman wants to suck my cock and I have to decide if I should let her…. Hmmm…. Let me consider that for…Hell yes!!!”
Chelsea playfully swatted him, “Okay, where do we start?”
“Well, it’s kinda like kissing. You don’t need to go at it so fast. Take your time and let the pleasure happen — don’t force it.”
“Okay — how do I do that?”
“A few overall tips — things that I love. First — for me personally, the sloppier the better. I just love having all kinds of spit and saliva dripping off my cock when I get a blowjob. Second, don’t spend all of your time doing one thing. If you are licking the head, do that for a while and then start using your hand to stroke while go down on it.”
Chelsea took Bill’s cock in her mouth and started to put into practice what Bill was telling her, saying “Guide me as I suck you ok?”
Bill choked out a “God, yes!” as Chelsea went to work on him.
“Mmmm… yeah that’s it. Now take my cock out of your mouth and spit on the head. After she complied, Bill instructed her to spread the saliva all over, making his cock-head shiny. “Now, drag your tongue along the underside of the shaft — it’s always the most sensitive part.” Bill’s eyes rolled back in his head as this beautiful woman was tending to him. After enjoying this particular pleasure for a few minutes, Bill said, “now, gently reach under my balls and lift them up and start to suck them.” Chelsea looked at him and said, “I’m afraid I’ll hurt you.”
“Just be gentle,’ Bill told her, “Go slow and everything will be fine. Trust me, any guy you do this to will love it.”
Chelsea reached under his sack and pushed Bill’s balls gently up and tentatively licked and sucked them. By the moans and gasps she was hearing from her lover, she got the impression that she was doing ok and not hurting him.
“Now, I want you to lick the end of your finger and get it wet — and slowly and gently push it into my ass.”
Chelsea’s eyes flew up and she looked up at Bill incredulously. “You’re kidding, right?” she said.
“Nope — like I said — some things might surprise you, but a lot of guys, me included, love some anal play. It doesn’t make us gay — I have no desire to be with a man — but there are so many nerve endings just inside a person’s butt hole that the pleasure you can give someone is really, really incredible. Don’t put it in very far — up to your first knuckle is fine. Then move it around a bit as you suck my balls or my cock.”
Chelsea was a bit hesitant, but she complied. As soon as her saliva-covered finger entered her lover’s anus he groaned in pure pleasure. “Wow,” she thought, “I would have never thought of this.” She went back to sucking his cock while gently stimulating his anus and Bill obviously loved it.
After a few minutes of this incredible pleasure, Bill wanted to show her one last thing and Chelsea was perfectly built for it.
“Okay, beautiful, one more thing. You can stop what you are doing now, but I have to tell you — you are incredible — that was some of the best head I’ve ever received.”
“Thanks — I think I had a great teacher! What else do you want to show me?”
“Well, there is one other thing you can do for a guy that will drive him crazy.” Bill shifted until he was sitting on the edge of the bed. “Now, I want you to kneel in front of me between my legs.” After Chelsea got in position, Bill then said “Lean into me, take your tits and put them on either side of my cock.” Chelsea was just about to ask if he was kidding again but realized he wasn’t. She moved in and grabbed her creamy shmeebs and engulfed his prick — Bill was in heaven.
“If you want to be really nasty, slowly dribble some saliva out of your mouth and in-between to lubricate what’s going on. After you do that, let me fuck your tits.”
When Chelsea complied, Bill’s breath caught in his throat. “Fuck, girl, you are a natural at this!”
After a few minutes of this unbelievable pleasure, Bill stopped Chelsea, stood up and brought her up standing with him. He took her into his arms and kissed her with all the passion he could muster.
“Lesson finished,” he said, “anything else m’lady desires?”
“Bill, I think I need you to fuck me again, but what about other positions?”
“I thought you’d never ask. There are hundreds of different positions, but there are few tried and true ones that I’d love to try with you.”
Chelsea voice was hoarse with desire and she replied, “Please, I can’t wait any longer.”
Bill lay down on the bed and said to Chelsea, “Well, the next great position is with you on top of me. When you are like that, you have complete control over how much of me you want.”
Chelsea straddled Bill’s hips a bit awkwardly and sat on top of him. Bill said to her “Raise up and grab my cock and put it in yourself. If your lover is any kind of a gentleman, in this position he will let you dictate the pace — at least to start.”
It took a few seconds but eventually Chelsea was able to get the head of Bill’s cock to her entrance. She thrilled to the feeling of its mushroom head opening her up. As she slowly slid down that thick shaft she could already feel that early tightness in her stomach — God how this man made her horny! Soon Chelsea was sitting firmly on Bill, his cock completely buried inside her newly-minted snatch.
“You ok?” he asked.
“Fuuuuck yesssss!” Chelsea moaned. She was way more than ok.
“Good. Now from here you have all the control. You can simply move up and down while you are on top of me. Or you can bend over to kiss me. The great thing about that is that if you get the angle just right you can rub your clit in my pubic hair. Chelsea did just that and soon happily shuddered through a series of very small orgasms. Next, Bill instructed her to sit straight up on him. “Now, lean back and support yourself by putting your hands on my legs.” Once Chelsea did that, Bill said, “Now, slide your hips back and forth on my cock — most women I’ve been with love that feeling.”
Chelsea started to do as Bill suggested and was hurtling headlong toward another explosive orgasm, head thrown back in pleasure, when her lover upped the ante. She felt him reach over and gently start to circle her clit, causing her to snap her hips harder and faster on his cock, searching for and desperately needing release. Eventually she was rewarded and a toe-curling, breath-stealing orgasm left her quivering with pleasure.
“You ok to try one more variation of this position, beautiful?” Bill queried once she came back down to earth.
“Damn baby, you’re gonna kill me! I thought I was the young one!”
Bill chuckled, “Oh, I’m going to pay huge for this tomorrow, but we have to get everything out of this we can right?”
“God, yes…what’s next?”
“Well, I want you to sit on me, but I want you to be facing the other way — with your back to me. If you are really good at it, you will be able to do it without my cock coming out of you.”
Chelsea took the friendly challenge to heart and easily was able to swivel on the wonderful cock that was happily lodged inside of her.
“Now, do you trust me?”
“Of course I do lover, what do you want me to do?”
“Lean forward, with your chest near my feet and rock back and forth on my cock.” As Chelsea started to seesaw on Bill’s cock, he quietly coated his finger with saliva, reached down and gently eased the wet digit into Chelsea’s asshole. The unexpected invader made Chelsea tense up. She wasn’t sure she liked it, but had to admit that Bill was right. The feeling and sensations coming from her ass were incredibly intense. Bill asked her if she liked the added stimulation. Chelsea replied, “Honestly, I’m not sure. I think it’s almost too much, too soon.”
Bill didn’t disagree, “I can understand that, I just wanted you to experience it so you wouldn’t be scared about it in the future.”
After he had removed his finger from her he said, “Ok, one last new position. Time to get off of me.”
Chelsea reluctantly extracted his hard cock from her pussy and looked at him expectantly. Bill said, “Get on all fours with that beautiful ass pointing at me.”
Chelsea smiled and said, “Ahhhh — doggy-style — I was wondering if we would get to that. After all, isn’t it the most favoured position of Canadians?”
Bill looked confused and said, “I don’t know, why do you think that?”
“Well, in this position, we can both watch the hockey game on TV!”
Bill laughed out loud, “I guess you’re right — now get ready, cause I’m gonna fuck you hard — hockey game or not!”
“Mmm — sounds heavenly,” Chelsea said and she wantonly presented her stellar ass to him.
Bill moved into position behind his lover and rubbed his cock along her slit. He eased the head in, wanting to plunge in hard, but was afraid of hurting her. Chelsea responded to his gentleness by saying, “I thought you said you were going to fuck me hard!” That was all the encouragement Bill needed. He grabbed her hips and gunned his own forward hard — impaling Chelsea on his steaming cock.
The power of his passion was too much for her. Her arms gave way and she ended up face-down on the bed, her ass in the air, surrendered to relentless pounding.
Despite having cum twice already that day, Bill could feel that he was not going to last much longer. The extended fellatio session followed by the exploration of positions had him well down the road to another toe-curling ejaculation. One last thing to try first though…he thought.
Bill reached down and around and found Chelsea’s clit — lewdly swollen and distended, begging for his attention.
She gasped as his fingers started to stimulate the nub of her pleasure, but she was powerless to stop him — even if she had wanted to. She was already building quickly to another orgasm, his fingers and cock sending her out-of-control to yet another mind-blowing release. Bill could sense that she was close and endeavoured to meet her there. As her breath started to get ragged and her legs started to quiver, Bill’s balls sent another huge discharge hurtling toward release. Neither was sure whose orgasm triggered the others — in the end it didn’t matter. What did matter is that the two lovers ended up exhausted, covered in sweat and dozing off in the room that smelled now of nothing but raw, sweet sex.
Bill was first to awaken and after a momentary flash of panic, realized that they had slept for only about an hour. He raised himself up on an elbow and looked at Chelsea lying peacefully at his side. Her hair was everywhere and her legs were tangled in the sheets, but he couldn’t have imagined anything more sexy. He recounted the last few hours and smiled to himself. God, she was incredible. She was open, honest, willing and definitely able! This was one day that he would never forget — it had been many years since he had cum 3 times in one afternoon, but still felt himself wondering if there was one more round left in the clip. Given that it would be his last chance, he was damn sure going to give it the old college try!
He started to run his hand gently along Chelsea’s side, along her strong, athletic legs, over the curl of her hip and up along her ribcage. He couldn’t help himself and started to caress her perfect tits, gently teasing her nipples out of hibernation. Eventually, Chelsea’s body responded, even while she was only beginning to come out of her sleepy state.
Chelsea’s first recollection when she began to join the land of the living was that someone was rubbing her breasts and it was feeling damn good. The next thought that crossed her mind that she had been asleep in a hotel suite and didn’t know how late it was. She bolted up and looked at Bill with panic in her eyes.
“Don’t worry, beautiful,” Bill said calmly, “it’s only 6 o’clock.”
“Mmmmm, thank god for that, I was afraid that it was much later.”
“If it was, I wouldn’t be lying here with you, I would have dragged you out of bed a while ago instead of doing what I’m doing now.”
“And just what is it that you are doing?”
“Well, I think you would call this feeling you up!”
“You looking for something?” Chelsea said with a smile on her face.
“You bet; I’m looking to get laid one last time — this will be my last chance to have some of that young pussy you’ve been so generous to give to me today!”
“You sure you are up for the challenge old-timer?” Chelsea teased.
Bill grabbed Chelsea’s hand and guided it between his legs where she felt him hugely stiff yet again. Chelsea gasped at Bill’s virility and said, “No wonder your wife seems to have a happy face on all the time! Do this thing ever go down?”
“Not when it senses a perfect pussy in the vicinity!”
“Well, as long as you don’t think it will be too much for you….” She said melodramatically.
With that, Bill quickly grabbed his lover, flipped her on her back, threw her legs over her shoulders and impaled her on his fat cock in one thrust.
“Oh my god, that feels incredible! I thought you were done showing me different positions!”
“I might have taught you everything YOU know, but I haven’t taught you everything I know!” Bill said winking at her.
The coupling was athletic, casual and for pure pleasure — two people simply enjoying each other with no expectations or drama. They fucked enthusiastically, despite the fact that Bill was sore from head to toe and Chelsea’s pussy felt like it had been through the war. They smiled and laughed together, trying various positions and thoroughly enjoying the simple act of sex. When Bill offered to bring his lover to orgasm she declined, saying she was completely satisfied and was more than content to enjoy the feeling of his cock inside of her. The detachment of this casual-type encounter eventually ended however, as Bill’s body took the fork in the road that would lead to his release. For a final time he took her in the missionary position and slowed his thrusting down to a very deliberate, intimate pace. As he lovingly pushed into Chelsea, Bill looked down at her as if trying to commit to memory every inch of her. He knew that this would be the last time he would have the honour of being with this incredible woman. Chelsea was doing the same, lovingly stroking his arms and chest, wrapping her legs around his ass, drawing him as deeply into her as she could. As he approached orgasm for the final time, he slowed his thrusts and looking directly into Chelsea’s eyes — and she in his. When, at last his release washed over him he didn’t throw his head back and “leave” her; instead he smiled as his cum flowed out of his body into hers, the final act of sharing.
They showered one last time. While intensely intimate, there was nothing sexual about it. He washed her entire body from head to toe, being very gentle with her sex, knowing that it would be unbelievably sensitive. She returned the favour, scrubbing his hair, his chest and lovingly cleaning the cock that had guided her into womanhood.
They dressed quietly, chuckling about the fact that their clothes were strewn all over the huge suite. Bill instructed Chelsea to take the elevator directly down to his car in the parking garage, while he went to the front desk to check out and paid in cash, erasing any chance of a paper trail.
Once in the car, Bill drove Chelsea to the bus stop to meet the bus that would take her home. They chatted for a while until her bus approached and she got out, smiled through the window at him and boarded the bus. Bill drove around for a few minutes, gathering his thoughts and steadying himself for the ultimate test — could he now enter his house and be at ease with what he had done? In the days, weeks and months that followed, he would discover that indeed he could. He would also discover a few more things: that his love for his wife had not diminished; in fact it was stronger; that Chelsea would be as good as her word — she would not mention their night together or give anyone any hint of what had happened; and finally that while he would never forget his night with her, he did not lust after Chelsea or have any desire to repeat it with her or anyone else. It was one unforgettable, incredible night that would give him memories to last a lifetime.
His head clear, his thoughts together, Bill turned down his street, approaching from the direction of the golf course. As he neared his home, he spotted a lone pedestrian on the opposite side of the street — who else would it be but Chelsea!! He pulled into his driveway and exited his car as she approached her front door. They exchanged silent, knowing smiles across the street as both opened the doors to their homes.
And then, she was gone.