Babysitting a Teen Girl

I'm an ordinary 60-year-old man named Roy who experienced a weekend out of the ordinary a few weeks ago.

My wife, for 30 years, has a much younger sister, who lives 150 miles from us in a large and luxurious villa. My wife had promised to "babysit" her sister's 18-year-old daughter over a weekend when her parents were going to a SPA. I thought it was all funny because our kids definitely didn't need a babysitter when they were 18. Overprotective parents, I argued, and tried to persuade my wife Olivia to stay at home. I didn't use the argument, that I would miss our cozy vanilla sex on Saturday night, which I was still was looking forward to.

My wife, Olivia, was something of an extra mother to Sue, as the 18-year-old is called, and apparently had deep conversations with her about the essentials of life. Olivia told me empathetically about Sue, often when we lay and cuddled after our Saturday sex.

Sue was a typical tomboy, but even though she was surrounded by friends and really good at basketball, she felt insecure and alone. Sue had told Olivia about the times she had tried to flirt, and the clumsy conversations that always ended with her feeling even more of a failure. Sue had also told my wife that the thought of being the last virgin in the class gnawed at her mind. Sue's friends talked openly about their experiences, about the nervous first moments of intimacy. Every time her friends shared their increasingly advanced stories, Sue felt more and more like an outsider. In Sue's mind, and in the world of social media, love and relationships seemed to be everything. It was as if Sue was stuck in a bubble of insecurity, while everyone else floated freely. She often told my wife, Olivia that she wanted to experience that magical feeling of being desired, and of being intimate with someone.

Olivia, who is a wise woman, told me about what advice she had given to Sue. The advice focused on the fact that it may not be so important to be the first or the last virgin but about finding the right person. And maybe, just maybe, the right person would come when she least expected it. Sue's response to the advice had surprised Olivia. Sue felt attracted to an older man with gray hair and a warm smile at school. It wasn't just his looks that caught her interest, he was always so confident and confident in himself. She realized that there was a big age difference between them, but just the thought of seducing him felt both exciting and frightening.

It was time for the long weekend when Olivia was going to be "babysitting" Sue, which meant that our Saturday sex this weekend would not happen. A couple of hours before Olivia was to leave, she started to feel sick and soon became pale and vomited. After an hour or so, she realized that she wasn't in condition to drive or take care of anyone but herself during the weekend.

Olivia asked me to call and cancel her assignment all weekend, which I tried. During the conversation, it emerged that Olivia's sister, Lola, did not dare to go to the spa without a "babysitter", and that they would not get any money back for the two nights if they cancelled. To be fair, I offered to be a "babysitter" instead of Olivia, which even Sue after some persuasion thought was ok.

When I arrived, on Friday afternoon, Sue´s parents had already left and Sue was sitting alone scrolling through her social media. What little I could see of her screen showed pictures of happy couples and romantic moments. We only exchanged polite phrases, without any depth, other than that she thought it was embarrassing to have to have a "babysitter".

Suddenly, Sue jerked up, and shouted excitedly that she had forgotten that she was going to play a home game in basketball and was in a hurry to pack. She runs around the house frantically looking for her match outfit somewhere in the basement. In the meantime, I'm waiting in the hallway where her half-packed sports bag is. I can't help but finger her unexpectedly sexy panties that are at the top of the bag. The thought of seeing her fit buttocks in, the almost transparent, panties make my dick harden a little. When Sue finally comes up from the basement with her jersey in her hand, my imagination has run wild, and I have a semi-erection. Sue doesn't seem to notice the erection even when she gives me a polite hug, before rushing out the door to her bike.

When the calm settles, I look around the big house, but don't see anything particularly spectacular. In Sue's room, there are the usual idol pictures on the walls and even more of her sexy panties in a drawer. I fingered the panties a little and accidentally bumped into something at the bottom. It turns out to be a small vibrator that I almost mistook for a lipstick. The find makes my imagination run wild again. I'm thinking for a while about jerking off to the pictures I get in my head, but it doesn't feel good in someone else's house.

Since Sue should be gone for at least two hours, I figured it would be nice to have a shower in their luxurious bathroom. Inside the large shower area there is everything I need in the form of soap, shampoo and skin cream, but there are also razors. After the shower I take the opportunity to shave properly around my cock and scrotum and then lubricate myself with skin cream. As I'm drying myself, my eyes fall on a packet of Viagra in the bathroom cabinet, which must belong to the man in the house. I have never had any problems getting a proper erection, and have never tried any potency drugs.

Suddenly when I'm standing there naked, my mobile rings. I quickly make my way to my designated guest room with a double bed, where my phone is, and answer. It's Sue who calls, sobbing she explains that she needs a ride as she has a stretch injury and absolutely cannot ride her bike. I promise to pick her up at the sports hall within fifteen minutes.

When I arrive at the basketball hall, she is sitting on a bench outside with a female leader. The leader has helped Sue to shower and given some cooling for the injury. The leader is unsure if Sue needs to go to the hospital or if it is enough with warmth and rest at home. When I gently helped Sue into the car, she thanks me properly for coming so quickly, and tell me that I remind her of an older man with a warm smile who is always confident and safe at school.

Sue doesn't think we need to go to the hospital, or tell her parents about the injury, so I aim for the home address. The journey home goes pretty fast, but I mentioned that I've practiced some massage, I don't reveal that it has always been about inciting my wife Olivia to madness as part of foreplay. Sue asks some questions about massage and what it can be good for, which I try to answer.

Once home, we sit down on the couch and I get some sandwiches, water and painkillers for Sue. She complains more and more that her stretch hurts and that she gets stiffer as she gets cold. When I ask her to describe where the stretch is, she is embarrassed, but pulls herself together and describes an area at the groin and up towards the buttocks.

After this short conversation, she starts scrolling in her phone again, which I do too. I look up a page about massage of the buttocks and groin and get concrete tips on Preparation, Warm-up, focus on the affected area, kneading and finishing. The most important message is that it should not hurt and that the person's reactions are important to be sensitive to. What Sue has looked up on the phone I have no idea about, but suddenly it seems like she has read my thoughts and suggests that I should massage her to relieve the pain. I pretend to hesitate, but accept the assignment quite quickly.

Sue asks me to come into her room after ten minutes when she has gone to the bathroom and got ready. When I entered her room, she is lying on a towel in bed in just her sexy panties and a bra. On the bedside table is a bottle of warming massage oil. My hands trembled slightly with a mixture of anticipation and nervousness. "Are you ready?" I ask with my voice barely above a whisper. "Yes, I think so," she replies. I pour a small amount of oil into my palms and heats it between my fingers before gently placing my hands on her lower back. When I start kneading her muscles down over her buttocks, I can feel her body relaxing. "Wow, you're really good at this," she mumbles, with a hint of surprise. I smile and try to hide my own nervousness. "Just a little practice here and there," I replied sincerely.

As I continue down to her groin and crotch, I notice that her breathing change. It becomes deeper and more rhythmic. To my surprise I can see a growing wet spot in the crotch of her panties. The room feels charged, as if the air itself is thick with unspoken words and feelings. I try to focus on the massage, but my thoughts wander to how her body reacts to the touch. "Roy," she says, her voice barely above a whisper, "it feels amazing." "Can you... Can you go a little lower?" she asked, her voice tinged with a mixture of shyness and something else. "Of course," I reply, in a steady voice, but then you have to pull your panties down a little. "Roy," she breathed, her voice soft and inviting. "You have no idea how much this means to me." I feel a stream of warmth in her words, a sense of intimacy that transcended the physical. As I began to finish the massage, I realized that this was more than just a physical connection; It was a moment of shared intimacy that could change everything.

When I finished the massage and was about to leave her girl's room, she quietly says that "she was going to sleep right away and asked me to be quiet". When I was alone, I phoned my wife Olivia, who is clearly feeling better, and is thinking about coming and contributing to the "babysitting". I tried to convince her to stay home and avoid several hours on public transport.

When I got my erection down enough to pee, I came to think of the package of Viagra. I decided to test the effect and was standing there with a large blue tablet in my hand when Sue suddenly came into the bathroom to brush her teeth. She spontaneously asked what kind of pill I was taking. After a few seconds I found myself and told her that I had trouble sleeping away and needed an extra strong sleeping pill. Her follow-up question was about how deeply I sleep from the pill. Since I have never used sleeping pills, I took a chance and told her that I was guaranteed to sleep super deep within half an hour and that I was completely impossible to wake up for the first three hours. I told her that I had fallen out of bed once, without waking up. She then, embarrassed said, that the only pill she ate was birth control pills.

I told Sue that my wife Olivia might be coming on the last bus, very late, and asked her to leave the back door of the house unlocked so that Olivia can sneak in. I was still not very late, but when we had finished brushing our teeth, we went to our respective bedrooms.

The moon shone through the window of my otherwise dark guestroom, casting a soft light over my double bed. I'm lying naked under the light sheet and thinking about the day's events and the erotic charge. I started to jerk slowly while thinking about the wet spot on Sue's panties during the massage. With the help of the potency drug, my cock reached full erection and feels bigger and harder than ever. After about half an hour of slow jerking, I hear footsteps outside my room, and soon the door opens. I'm lying on my back quite close to the edge of the bed, closest to the door. In the light of the moon, I am sure that the thin sheet looks like a tent. Despite my desperation, I remembered what I had told Sue about the effects of the sleeping pill and lay still with my eyes closed.

Sue had to stand and look at me, and think about what she can do when I am completely cut off from the world. Her curiosity must have been aroused, because she sat down on the edge of the bed and let her fingers gently slide over my arm that was outside the sheet. Her touch was as light as a feather, and I strained not to move or change my breathing.

When I didn't react in any way, she became braver and caressed my stomach and breasts under the covers. I would guess that my nipples were like small hard peas. When her hand started to approach my cock, I dared to open my eyes a little, and then in the moonlight I saw her small peaky breasts and lace panties through her leaf-thin nightgown. When her little hand gets a grip on my cock, I can hear her gasp and whisper to herself, "oh, I can't reach around". Slowly and a little awkwardly, Sue starts to jerk my rock-hard cock, with her only hand. At regular intervals she takes short breaks, probably to make sure I'm still asleep. I find it increasingly difficult to stay still, and keep my breathing under control. In my horny state I decided to pretend to be a deep sleeper, no matter what she did.

When Sue after a while grabbed my cock with both hands, the sheet began to slide off my lower body. When suddenly the whole cock was exposed, I hear a deep inhale from Sue who quietly moans, "oh how big". She continues to jerk my dick at an increasing pace with one hand, while I heard a rhythmic splashing sound. When I squinted my eyes a little, I realized that she was now kneeling wide legged next to the low bed, masturbating her soaking wet pussy with one hand.

After a minute or so, I started to get close to ejaculation, but I try, with my eyes closed, not to come. Suddenly I feel a tongue on my glans licking off my precum and then continuing to lick its way down over the dick. At the same time, a hand pumps up and down around the cock. I can clearly hear the drooling pussy getting rubbed from the other hand. The following few minutes, her mouth is pressed further and further down over my cock and sucks more and more rhythmically. The fact that Sue's orgasm is approaching can be heard by her moaning, which increases gradually. It's almost impossible not to hump against the tight mouth around my cock, but I understand that the amazing moment can be over if Sue realizes that I'm awake.

Suddenly I lose control of my body and a week's worth of saved sperm is hurled deep into Sue's unprepared mouth and throat. At the same time, I open my eyes a little and see that Sue manages to swallow most of it, while her own intense orgasm creates cramps and pauses in breathing. The cock continues to pump out the third and fourth cascades, that hit Sue's surprised and clenched face.

After a few minutes of silence, I hear and feel Sue carefully sneak out of my room, but does not close the door. I hear water flushing in the bathroom, and still lie still with my semi-stiff and sticky cock on my stomach and my arms by my sides. After what feels like a few minutes, I hear her come back into the bedroom. Even though I'm relaxed and have my eyes closed, I think I wince when she turns on the reading lamp on my side of the bed. She directs the lamp so that it shines on my lower body, and not at my face at all. The new lighting allows me to peek a little easier at Sue.

She has brought a damp towel and starts to wipe my sticky stomach. After a while, she lifts the semi-hard cock and slowly starts wiping it off. Just when she's done cleaning, it's rock hard, probably thanks to the Viagra. Sue puts the towel away, and sits for a while staring at the cock that vibrates slightly in the bright light. Suddenly she mumbles quietly to herself "can it fit in me?". Seemingly full of confidence, she leaves the room, but soon returns with a tube in her hand. She squeezes ointment out of the tube and starts lubricating my painfully hard cock. Suddenly it occurs to me that she is going to try to take her own virginity, with my hard big cock as a tool.

Sue stands up and pulls off her panties and nightgown while making sure that I am sleeping deeply, by shaking my arm. I don't move a face or fin. She climbs on the bed and stands over me with her back to the head end, which makes the reading-lamp shine brightly on her ass and pussy. There doesn't seem to be anything wrong with her groin or ass after the stretch, as she easily squats down so that the cock touches her pussy.

I have a great view of her moist pussy and tight asshole. Slowly she directs my cock towards her tight pussy and slowly starts to lower herself. Sue's whole body shakes when the glans is pressed into her pussy with a plop. She continues to press down a bit, but stops when a third of my cock is pressed in. Sue whines and moans and is apparently in a little pain. After a short break Sue slowly lower herself, until barely half of the cock is inside. The squeezing feeling around my cock, in the slimy hole is the coolest thing I've ever experienced. She start to rock up and down in her squatting position, and continue for a few minutes with half of my cock pressed in at its deepest. Suddenly, she stops and sobs "it´s too big, it doesn't fit". My experience is that all girls, after some stretching, is been able to take my cock deep, so what to do without revealing that I'm awake.

Without thinking too much I push my right arm out a little which causes Sue's right foot to slip out of the low bed and onto the floor. The effect is that her ass falls down to my hip and the whole cock is pressed into the bottom of her tight pussy. Sue screams in pain and shock, but quickly turns around to see if I've woken up. I manage to look relaxed and calm despite the opposite, and everything becomes still.

After a few minutes of stillness, Sue slowly starts pumping up and down all the way to the bottom of her pussy. I understand from her moaning that the pain is gone or at least trumped by pleasure. As she pumps up and down in a steady pace I have a perfect view over her tight pussy around my thick shaft. In the bright light from the bed lamp, I see a streak of blood among the mucus leaking from Sue´s pussy. Her orgasm is slowly but surely approaching and when she finally explodes, she tries to stifle her screams as best she can, and keeps looking up at the ceiling. It gets really sticky around the root of the cock from her mucus, but I have a long way to getting off, since I had my cock emptied just ten minutes earlier.

Sue is almost finished wiping me and my semi-hard cock with the damp towel. Suddenly I hear the unlocked, back door to the house open. I shiver, terrified that my wife has decided to come anyway. I don't know what Sue is thinking, but she reacts slower than me. Once she realizes that someone is coming, she lets go of my cock and stands up so that her nightgown slides down. Sue quickly manages to put the sheet back over my cock, and sneak out of my bedroom, but she does not close the door to my bedroom properly.

As soon as Sue comes out of my room, her mother, Lola, asks what she has done in the guestroom. Sue doesn't answer, but instead asks her mother why she's coming two days early and where her father, Tom, is. Since my bedroom door has a big gap, I hear the conversation in the hall clearly.

I breathe a sigh of relief when I realize that it is not my wife who has arrived, but Lola. Lola is a 40-year-old copy of my 57-year old wife. She is small and has a delicious body with small peaky breasts, and is insanely fit after many years as a gymnast. The hairstyle on her head is identical to her daughter's, and my wife's.

Sue's mother Lola explains sourly that the romantic spa hotel is good but that Tom, has been anything but romantic as he met some childhood friends at the hotel and prioritized playing poker with them instead of being "romantic" with her. Lola says that after a lot of fuss, she drove home without Tom, whom she left with his friends. She verbally saws her husband, in front of her daughter, with remarks such as: initiative-less, measly, semi-impotent, but also adds kind and nice.

When Lola is most annoyed, she pressed Sue on why she doesn't have panties under the thin nightgown, and what she has done in the guest room that she came out of. Sue starts to cry and explain, sobbing, that she accidentally saw Roy's, i.e. my cock in the shower. After that, I hear Sue crying explain that Roy has taken a strong sleeping pill and is knocked out for at least three hours. She also explains that she was curious to see a big cock for the first time, unlike Dad's little one, who was the only one she had seen. Lola then quickly ends the "interrogation" and firmly states that it is time to go to bed. The last thing I heard before the calm settled in the house is Sue yelling to her mother to leave the back door unlocked so that Olivia can come in, if she shows up around midnight.