Marvin, a middle-aged tutor, discovers tutee Ashley really likes boys. Her new boyfriend is shy, so she suggests a threesome where Marvin can give him advice.
Part One
My name is Marvin Spencer. At the time this story takes place, about a decade ago, I had been self-employed as a private tutor for 30 of the 52 years that I’d been alive. Sometimes I used my home as a tutoring venue; other times I traveled to my students’ homes. In every case, I let each client make that choice. Some students came into my life and went in a hurry, quickly fading from my memory. Others clearly made a lasting impression. From the latter group was one of my favorites. Her name was Ashley Harrington.
I started tutoring Ashley in math, English, and occasionally other subjects when she was just eight years old. She always came to my house, every Wednesday at 5 p.m. for an hour, originally with her mother. After about two months, Ashley, always the independent type, began to make the weekly trip on her own. It was a short walk for her as she just lived around the block from me. Ashley was an adorable kid, full of life, always talkative, and filled with questions. She was also unfailingly polite and respectful, and paid my fee in cash every week; she was the ideal pupil. I wished I had a dozen more just like her. She was also a very pretty girl with straight, dirty-blonde hair and a cute, dimpled face. Ashley was the type of girl whom you could look upon when she was a child and accurately predict that she was going to be very attractive as she matured. Boys at her school began to notice her at a young age.
One day, 10-year-old Ashley was utterly amazed that three different boys in her fifth-grade class had presented Valentine’s Day cards to her. Apparently, hardly any other girls in her class had received even one card. She honestly couldn’t figure out why she had been singled out for this level of special attention. I just laughed and walked Ashley to the nearest mirror. I told her to take a good, long look at herself. I said, “You are an extremely pretty girl, my dear. I can attest to that. I’m sure that trait played a large factor in why you got those cards today. Also, you have a wonderful, warm personality, Ashley, that is very appealing, too. If I were a student in your class, I would have been the fourth boy to give you a Valentine’s Day card.”
Ashley just looked at me with an endearing and surprised expression on her face. She turned around and embraced me. “You’re such a great tutor, Marvin! You always say such positive things to me.”
“I try,” I said while still in her arms. “Most of the time I’m speaking the truth.”
That last sentence alarmed her. “Most of the time?” she questioned me. “Marvin, weren’t you being truthful about what you said to me just a minute ago?”
“Yes, I was being 100 percent truthful, Ashley,” I said firmly to leave no doubt in her mind. “I’m rather fond of you. If you didn’t know that by now, you haven’t been paying attention.” This time I hugged her. After a few moments of unbridled affection, I said, “Okay, Ashley. Enough of this mush. Let’s have a look at your math homework.”
Part Two
Shortly thereafter, Ashley decided she liked the attention of the boys at school and made one of her Valentine card senders her boyfriend. That pairing lasted about two months before she moved on to another one. Then Ashley decided she liked slightly older beaux, so a few sixth-grade boys entered the picture and became her romantic interests, one at a time. I always liked to keep up with Ashley’s social life so we had something to discuss before we began our weekly tutoring session, but the dizzying array of boys who entered and departed her life was too much for me. I routinely greeted her by saying, “Hello, Ashley! What’s the name of your newest boyfriend this week?” She didn’t realize my comment was a playful jab at her, so she often replied along the lines of, “Stephen has been my boyfriend for a whole month now.”
One day out of the blue when we had just completed an English assignment, Ashley stated, without being prompted by me in the slightest, “The best thing about having a boyfriend is the kissing. I really like kissing boys, Marvin. It’s fun.”
I laughed and said, “Well, I’m sure they enjoy kissing you, too, Ashley! I know I would.”
Without hesitation, Ashley rose from her chair, put her hands on my shoulders and kissed me squarely on the lips. It was a startling action—but it was very pleasurable, indeed.
“Did you enjoy that kiss, Marvin?” she coyly asked me.
“Yes, of course,” I responded, “but it’s not the same as me kissing you.” I returned the favor by putting my hands on Ashley’s shoulders and giving her a similar buss.
“Hey, I enjoyed that, Marvin. You’re good at kissing,” she insisted. “I think you could give some of my boyfriends a few kissing lessons.”
“Maybe someday I’ll do that,” I said with a smile. Then we both had the same idea and we kissed again.
Part Three
I continued tutoring Ashley for many years. By the time she was 14 years old, Ashley Harrington was a real looker—and apparently not the most virtuous female in the city, which is a dangerous combination. Ashley routinely told me about her bedroom escapades with various boys as if she were describing a recent trip to the shopping mall. She was that casual about it! Quite frankly, her weekly tales of carnal adventures got me aroused. I envied the roster of horny boys who were enjoying her sexual favors. I now began greeting her with, “Hello, Ashley. How’s your love life been this past week?”
One Wednesday Ashley replied with an unusual answer. “It’s not so great, really, Marvin. My newest boyfriend, Jonathan Farnham, is very shy and seems reluctant to be romantically assertive with me. He’s a super nice guy and I’d like to give him a good fuck, but I sense he’s afraid to make the first move.”
“Why don’t you make the first move instead of him?” I asked her. I added, “Knowing you as I do, Ashley, I’m sure you’ve done that at least once in your lifetime.”
Ashley paused for a moment and said, “Marvin, Jonathan is so shy that I’m afraid I might scare him off if I’m too forward.” Then an idea dawned on her. “Hey, maybe if I brought Jonathan here sometime, you could give him pointers. You know, Marvin, just like a sports coach would.”
I thought that Ashley was being facetious for a brief moment, but then I could tell by her facial expression that she was being completely serious. I tried to make light of it. “So, I’d say something like, ‘Jonathan, this is the correct way to caress Ashley’s boobs’ and then give him an up-close demonstration? Is that what you want me to do?”
“Well…yeah,” she stated. “We could have something like a threesome where you verbally guide Jonathan through all the steps he should be taking. At your age, you must be experienced in that field, Marvin.”
I took that remark as a compliment. My mind was wildly spinning as it tried to process everything. I responded, “Ashley, I might be experienced, but I’m also 52 years old. I’ve seen better days. Sadly, I can’t fuck like an 18-year-old anymore.”
“You’ll just have to do the best you can; that’s all I’d ask from you, Marvin.” Then Ashley asked me the key, overriding question: “Don’t you want to have sex with me, Marvin? I’ve always wanted to have sex with you—at least that’s the case since I became interested in boys.”
“To be totally truthful, the answer is yes, Ashley,” I told her calmly and honestly. “You’ve been a special part of my life for a long time. On more than one occasion I’ve fantasized taking you to my bedroom and doing what comes naturally. That strong urge didn’t just start yesterday, either.”
Ashley responded with a long, romantic kiss on my lips. At that point, I lost my will to argue with her. I suppose, deep down, I didn’t want to debate the logic of her sexy suggestion any further. If she wanted me to tutor her boyfriend on sex during a threesome, I’d do it. Never mind what Jonathan might learn, the experience would certainly be very educational for me, too!
Ashley promised to get back to me as soon as she had discussed the matter with her Jonathan. I suggested Saturday night at 7 p.m. would be as good a date and time as any. That was only about 73 hours away. Later that night, when Ashley phoned me to confirm everything was on schedule, I was literally counting the hours until I’d be engaged in a threesome with two 14-year-olds.
Part Four
At the appointed day and hour, Ashley arrived at my house on foot with boyfriend Jonathan at her side. He struck me as someone very ordinary. He had a medium build and curly black hair. He was quite soft-spoken. Frankly, to me Ashley seemed out of his league. Nevertheless, Jonathan was a pleasant fellow. After he said hello to me, Jonathan immediately thanked me for the sex lessons he was about to receive.
“It will be my pleasure to pass along the wisdom I’ve acquired in my 52 years,” I told him. “I’ve been sexually active for four decades, so perhaps I’ve learned a few things along the way.”
Earlier in the day, I had bought several bottles of soft drinks and various bags of snack foods. I had set them on the kitchen table. When I suggested we sample them before moving on to more important matters in my bedroom, both Jonathan and Ashley politely declined. “Maybe later, Marvin,” Ashley said. The 14-year-olds were apparently more interested in having sex than eating goodies. There was nothing wrong with their hormones. “I suppose you have your priorities in the right order,” I agreed. “Yeah, fucking trumps snacking any day of the week.”
We proceeded to my bedroom located at the far end of the hallway with me leading the way. I had an enormous king-size bed that my parents slept in until their untimely demise. It could easily accommodate three sexual revelers with no difficulty at all. I absolutely loved its spaciousness, so it became the spot in the house where I usually slept. I don’t think I ever had a sleepless night there. However, it wouldn’t be used for sleeping for the next few hours.
I assumed I was in charge, so I took the leadership role. “First lesson: Everyone undress and toss your clothing into one of the three baskets in the corner of the bedroom. Over the last three days, I had carefully planned what I hoped to do. In my mind, I had micromanaged every detail, including retrieving three plastic clothes baskets from the basement that hadn’t been used for years to store our discarded clothing. Ashley knew I was a detail-oriented person based on all our tutoring interactions from the past six years. She joked, “Marvin, I’m surprised you didn’t put nametags on each one so we’d quickly know whose basket is whose.”
“Hey, that’s a good suggestion, Ashley. I’ll do that next time,” I said with a smile. Then we all got undressed. None of us was shy about it. That was a good sign. Ashley stated she was looking forward to seeing specific body parts from her two bedmates. “I haven’t seen either of your dicks, yet. I’m anxious to change that.”
Jonathan’s manhood was standing tall and proud. He was easily excited. As a man in his fifties, I had to tug on my shaft a few times to get it to rise, but thankfully it did. Ashley playfully stroked both my penis and Jonathan’s and said we were “well equipped” for tonight.
Also bringing the goods was Ashley. She had an excellent figure for her age. Her breasts were the type whose nipples pointed slightly to the side. They also had large areolas. (I actually preferred females who didn’t, but I wasn’t going to quibble about something so utterly trivial.) After gazing upon Ashleys’ tits lustfully for about ten seconds, my dick was now as hard as young Jonathan’s was. I was pleased with myself. This was one night where I didn’t want to have any trouble getting it up. My female bedmate’s mere presence ensured that was the case.
Jonathan and Ashley seemed to be waiting for my instructions. I told Ashley to climb onto the huge bed, move to its center, put a pillow beneath her head, and just relax. I told Jonathan to lie beside her on her right side; I would do the same on her left side.
“Jonathan,” I said coolly, “you may have noticed that we have a gorgeous girl in this bed to share tonight. Her name is Ashley Harrington. I’m rather fond of her. I understand you quite like her, too. Let’s show her some genuine affection. I’ll go first.” I wrapped my arms around Ashley’s nude body and gave her a long, truly romantic kiss.
“Your turn, now, Jonathan,” I said after concluding my kiss. “Do the same to her.” He promptly did just that!
When Jonathan concluded his kiss, I suggested, “Since there are two of us to entertain her, we can give Ashley double the pleasure. That’s the whole purpose for having a threesome, right? I’ll let you have fun with her tits. I’ll move down the bed a bit and stimulate her gorgeous pussy.”
It was a delightful female body part. It was hairless, so I suspected she had shaved it. Obviously, Ashley had come well prepared to be fucked. I spread her legs enough to place my face on her slit, which I eagerly began licking with long, upward strokes of my tongue. I knew I was giving Ashley great pleasure, but I was also enjoying this sexual act myself. Realizing Ashley’s youthfulness made me an extremely horny middle-aged man!
“Switch places with me now, Jonathan!” I said after about five minutes. Jonathan had no objections. Ashleys breasts were covered with Jonathan’s drool, but that wasn’t a big deal to me. Heck, on the other side of the coin, Jonathan had to deal with my saliva being all over Ashley’s vagina when he got down to his business there.
Jonathan became a little bit panicky. This may have been his first sexual experience with a girl—and Ashley was a heck of a girl to have it with—but he knew his body well enough to recognize that he was dangerously close to losing his load just from stimulating her. “I’m afraid I’m going to come too soon. I can feel an ejaculation building in my balls. What should I do, Marvin?” he asked me.
“Put your dick inside her right now and give Ashley a quick fuck!” I instructed him. “When you sense you are going to come, pull out and fire your semen onto her belly.” What else could I say?
Jonathan’s fuck lasted perhaps 15 seconds. Then, as he expected would happen, a large blast of goo flew out of his dick and covered a good portion of Ashley’s sexy body. I accidentally got hit with a few drops of Jonathan’s jism. (No male likes that to happen to him. I grabbed some tissues from one of the three boxes I’d smartly positioned nearby the bed and wiped it off the right side of my body.) Jonathan apologized to me and then merrily celebrated his first fuck, despite it being an extremely brief one, by emitting a joyful shout and high-fiving me. “Congratulations, Jonathan. I’m glad you’re having fun,” Ashley said. Then she added, “I wish you could have lasted a bit longer, though.” That subtle insult curtailed any further celebrations by Jonathan.
I came to the teenage boy’s defense. “You can hardly blame Jonathan for getting overly sexually excited by you, Ashley,” I remarked. “If I were Jonathan’s age, I may not have even lasted as long as he did. You are one sexy package, my dear.”
“I suppose you’re right!” Ashley said. It came across as an immodest comment, which made me laugh. Ashley used some paper towels and wet napkins to clean Jonathan’s goo off her body. Both she and Jonathan awaited further instructions from me.
“Hopefully Jonathan’s dick will get hard again and he can come more than once tonight,” I noted. “In the meantime, I’m as hard as a diamond and I desperately want to fuck Ashley’s lovely bald pussy—and I don’t want to wait another minute. Ashley, do Jonathan a favor and suck on his penis while I give you a good screwing. I’m sure that will speed up Jonathan’s recovery process!”
We changed positions accordingly. I did not pay the slightest attention to Ashley’s oral work on Jonathan as I was completely fixated on ramming my dick into Ashley’s pussy. On some level, I wanted to especially please her by making up for Jonathan’s aborted fuck. Within a few seconds, Ashley Harrington became the first pupil of mine I had ever screwed. (She remains the only one to this day.) I wasn’t gentle about it, either. I quickly pushed my stiff penis inside her. She wasn’t very tight; I didn’t expect her to be, based on all the sexual romps she had told me about during the past three years.
Still, Ashley’s pussy had a marvelous, inviting feel to it. It was the type that seems to draw in the male’s equipment, grab it, and hold it there. As tempting as it was for me to ejaculate into a 14-year-old’s vagina, there was no way that was going to happen. This was where my four decades of fucking experience helped. I knew my body very well. I could pace myself and last a long time before launching a load of cum. I pounded Ashley for nearly ten minutes, causing her to moan intermittently. (That probably had an adverse effect on the blowjob she was trying to give Jonathan!) Finally, I pulled out and squirted a load of semen exactly where Jonathan had a quarter of an hour earlier—directly upon sexy Ashley’s sweaty body. It felt tremendous! It was probably the most satisfying cum shot I’d had in 20 years—and it could all be attributed to my being very aroused and stimulated by a sensuous student of mine.
This time, more than a few drops of my cum splashed onto Jonathan. (To be truthful, it was no accident; I did it on purpose as payback for Jonathan’s orgasm partially striking me earlier.) “Sorry about that, Jonathan!” I said insincerely. “When my cannon fires, there’s no telling where the ammunition might fly!” That was a complete lie, of course. Over the years I had become quite adept at aiming my ejaculations with pinpoint accuracy. During my college days, I plastered three girls right between their eyes with mighty cum shots—exactly where I had intended them to go each time. I was amused. The girls covered by my cum weren’t.
We all put the tissues, paper towels and wet napkins to use. Then we crawled back into the bed together with Ashley again occupying the center spot. I told Jonathan we should please Ashley in whatever ways she wanted—and please ourselves, too. I began kissing every inch of her body from her toes to her forehead. Jonathan was content to fondle Ashley’s tits indefinitely. At one point we each had one of her nipples in our mouths. “You know what guys? This is great practice for when I breastfeed my first baby,” Ashley joked. I love girls who possess a sense of humor about sex.
Jonathan and I both regained our erections fairly quickly—not something that normally happened to me once I passed the age of 40. I wanted to continue fucking Ashley, so I rammed her doggie style. Jonathan was quite happy to receive fellatio until he came in Ashley’s mouth. I wasn’t surprised at all when she wallowed every warm drop of it. Jonathan ejaculated about a minute before I did. Ashley was still licking her lips when I surprised her with a substantial load to her face, primarily to her forehead. She laughed heartily when my jism ran into her eyes and dangled from her nose. “It’s a good thing that I enjoy swallowing cum and getting it splashed on my face, you guys. Some girls don’t like it at all, you know.”
“Really? Is that true?” asked my student Jonathan.
I confirmed from my experience that was indeed the case. “Yeah, Ashley is a true gem, Jonathan. Make sure you appreciate her open-mindedness when it comes to sex. I only wish I was about 35 years younger so I could court her instead of you.”
We spent the next three hours happily lounging in bed with the two males occasionally groping our compliant companion. Jonathan and Ashley, being inquisitive, both asked me several sexual questions as if I were the world’s foremost authority on human sexuality. I took it as a compliment. Really, I figured I was not much different than any other average, middle-aged man who’d had a moderate sex life.
We all felt tired from our physical exertions, and we dropped off to sleep for about half an hour. I awoke first. Ashley followed me shortly thereafter because I was fondling and sucking on her tits. To my delight and surprise, I was hard again. What a great night it was for me! This time Ashley performed oral sex on me while Jonathan continued to slumber. I came in her mouth after about five minutes of wonderful stimulation. However, my third ejaculation of the night was a pitiful shot, barely a few dribbles of semen with not much power behind them.
“The well is now dry, Ashley,” I told her frankly. “Thanks for being so excellent in bed. Now wake up your sleepy boyfriend, get dressed, and go home. I’m sure both your sets of parents are wondering where you two are. Of course, I’ll see you for tutoring on Wednesday, as usual.”
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