First sex [M18/F37][masturbation][seduction][vanilla][1970’s][mutual attraction]

After graduating from high school, in the summer holiday before starting university, just before turning 19, I manage to squeeze in a short sightseeing holiday. This consists of a Monday to Friday bustrip visiting several historical sites and cities in southern Germany. We leave early Monday morning and it turns out almost all passengers are elderly couples. The only singles on this trip are myself and a woman about twice my age so I prepare for a quiet, educational week.

The luxury bus has double seating on both sides of the aisle, the trip is fully booked and all couples sit together so the single woman and I end up sitting next to each other. She introduces herself as Kimberly, usually called Kim.

We enjoy the trip, start talking, and I find out Kim is a single mother of a son who recently turned 18. She had him when she was 19 and this is actually her first holiday alone ever, previous holidays were always with her parents or subsequently with her son. The boy's father left her on finding out she was pregnant and she never had a relationship since, men always rejecting her because of her son.

The day is uneventful. We cross the border, visit some ancient Roman ruins and reach the hotel for the first overnight stay. It turns out someone at the travel agency badly f****d up. All rooms for our group are double rooms and Kim and I are listed as a couple. Worse still, this hotel is fully booked, no single rooms are vacant.

After dinner during which the accompanying tour guide made a lot of phone calls we are informed that the same applies to all other hotels on the trip. The agency can only offer us a reimbursement and a free taxi ride home. That's quite a disappointment. Kim and I saw this coming and had talked about it over dinner. She looks at me and says she really looked forward to this trip and is willing to continue if I am. After all, she's used to having an 18 year old guy around. She'll manage. She suggests we try it one night and decide in the morning. It's late already and I agree with her, saying I don't mind sleeping on the couch.

We get our luggage and go to 'our' room. Surprise: there's a double bed, a table with two chairs but no couch. Who could have thought this? We didn't, and look at each other. Kim asks if I've ever been with a woman before. I haven't, school came first and I was always very shy around girls. She tells me I can sleep next to her in the double bed if I remain on my side of the bed, don't do anything inappropriate or else she'll simply kick me out to the corridor in my underwear. She tells me to use the bathroom first, don't forget to brush my teeth. Then I can get into the bed while she's using the bathroom.

I lie in bed wearing nothing but my boxers because it's how I always sleep. Kim comes out of the bathroom wrapped in a towel. She tells me she doesn't feel like compulsively fussing to cover herself up all week. I can turn away or watch her if I want, she's proud of her body and I'm of age after all. She takes off the towel and hangs it over a chair to dry. I've never seen a female body more beautiful than hers. The view of her pretty fullbreasted hourglass figure, long hair now hanging loose across her breasts touching her large areolas and firm nipples, ass and thighs nice and firm, causes an involuntary movement in my boxers and I shyly look down. She smiles and tells me it's fine. Did she notice?

She gets into bed, turns off the lights and we say goodnight. From an adjacent room we hear a creaking sound accompanied by a man's grunting and a woman's moaning and panting. Kim remarks "There's as couple that are enjoying each other, it'll soon be quiet again, sleep well". I hear the couple getting louder and then go silent, Kim's breathing getting heavier as she falls asleep and try to picture how she's lying next to me but I can't nail the essence of the image before I too doze off.

I wake up to that same moaning and panting sound I heard earlier, but this time much softer and yet closer. A small light in one corner of the room dimly shines on Kim sitting in one of the chairs, slumped with her legs parted, fondling her breasts and thrusting a white dildo in and out of her pussy. Her eyes are closed, her mouth half open. So close and at the same time so distant. My cock reacts almost immediately. Being in the dark, I assume there's no way she can see me so I slowly start stroking my cock adapting to the rhythm of Kim's sounds. Soon my stroking becomes jerking and my breathing quickens as does Kim's. I may have started later but I already feel my climax building up. My legs start to tremble, my cock is almost bursting and before I know it, an orgasmic flash shoots through my body. Involuntarily shuddering I blow my load, my thick cum spurting out of my pumping and throbbing cock in long white ropes.

When I'm done there's a puddle of cum in the middle of the bed, creating a large wet spot as the sheets soak it up. Luckily we both have to stay on our own side of the bed, Kim might not notice. I now hear her panting and gasping, frantically moving the dildo while rubbing her pussy with her other hand, as she reaches what must be an overwhelming orgasm. After a while she turns off the light and gets into bed. Could she have heard me jerking or cumming? Will she feel the wet patch? I hope not. Kim turns on her side and falls asleep.

When I wake up in the morning she's still asleep. The sheets only cover the lower part of her body. I admire her breasts sagging sideways until the alarm wakes her. Kim brightly greets me and tells me she slept like a baby. I ask if she might have been wakened by my presence or otherwise bothered but she repeats she blissfully slept throughout the night. Only thing is, she feels a bit warm and has been sweating profusely. She doesn't seem to be bothered any more by my presence, showers and gets dressed. The big question of this morning: will we go home or continue this holiday sharing hotel rooms? We both agree we can tolerate each other and want to continue the trip. I personally wouldn't want to miss the next three nights for anything.

The day unfolds as it should. Ruins, monuments and a medieval city. It's fun hanging out with Kim like this. She's well versed on the subject of medieval Europe and is a good storyteller.

Come evening, we arrive at the second hotel, where the same f-up awaits us except this time the room has a couch. Kim says there's no need for me not to sleep in the bed since I behaved immaculately last night.

We go to our room after dinner and Kim takes another shower to cool off. Last night, she says, she must have been hot and sweaty, soaking the bed. She doesn't want to make me uncomfortable tonight. When I get out of the bathroom she lies in bed reading, sheets pulled up no more than waist high. She felt no need to dress after showering, that's obvious. Does she not notice my staring at her breasts and my ensuing hard on? She keeps on reading and does not react. When I rummage through my luggage trying to find a clean pair of boxers she tells me to find them in the morning and turns off the lights. We say goodnight and sleep, both naked.

I wake up to a soft humming sound next to me. It's still pitch dark. Kim is softly moaning and I conclude she's masturbating again, this time with a vibrator and so close to me our bodies almost touch. I want to jack off, but with her so close how can I avoid cumming all over her? I have no other option, besides not cumming which is not a viable option any more, than cum over myself and sleep on the wet patch. Lying on my back, I continue jerking and she scares the shit out of me by turning my way and putting an arm across my chest, moaning heavily. I pretend to be asleep and carefully continue jerking without letting her notice. Lying close together, her arm across my chest, we both cum. I explode all over myself when she starts shaking and convulsing from her own orgasm. I'm afraid my first cum spurt may have hit her arm but she doesn't seem to notice and I pretend to still be sleeping.

In the morning I wake up next to a sleeping Kim who's lying on top of the sheets giving me an enticing view of her perfect body. I notice the vibrator lying next to her pillow. I get out of bed to take a shower and when I return she's awake. The vibrator is gone and I ask if she slept well. She replies that again she enjoyed an uninterrupted blissful night, what about me? Same for me. She noticed the wet patch on my side of the bed, she says. Must be some sort of virus, causing the heat and sweating. Now that we both had it, we should be completely safe, lying in bed together. ‘Lying in bed together’ coming from a gorgeous, naked woman looking at me causes all kinds of wild fantasies popping up in my head. Something else wants to pop up too, so we quickly dress, have breakfast and prepare for a busy day.

Next town, Roman ruins, a museum, another castle and on to the third hotel. I can't keep my eyes off of Kim who today decided to wear a somewhat more provocative outfit. Baggy pants and a tight sweater with deep V neck showing not only a lot of cleavage but also the red lingerie that is trying to keep her sizeable breasts from falling out.

This evening, third hotel, third dinner, is especially enjoyable. I keep looking at Kim who is now, for the first time wearing makeup. She looks fabulous. Back in the hotel room while I'm showering, she asks if I'm okay with her removing her makeup at the sink. I tell her I'm fine with it, secretly hoping she'll get in the shower with me. She's only wearing the red lingerie now and I get a very nice view of her ass, but to my disappointment she doesn't join me in the shower. I'm not sure if she's even looking at me so I ask her to hand me a towel when I finish showering, giving her a clear view of my shining wet body and girthy cock. She hands me the towel without blinking an eye.

We both get into the bed naked like we did the evening before, talk about the attractions we visited today, set the alarm for tomorrow and go to sleep. I wonder if Kim will again play with a toy tonight.

I wake up in the pitch black night with a feeling of arousal. Something, or rather someone, is touching my cock. I pretend to be sound asleep and enjoy the sensation of Kim's hand stroking my cock and touching my balls. She's lying snug against me and I sense her other hand rubbing her pussy. She plays with my cock, stroking, caressing the sensitive spot just below the tip and I feel my cock throbbing in excitement. Occasionally she stops, then continues. She's building up tension without pushing me over the edge. Her body starts to twist and crinch as she stops stroking me to enjoy her own climax. I pretend to be fast asleep, hoping this is not the end. It isn't. She goes down on me to take my throbbing cock in her mouth and grabs my balls. It's the most amazing feeling I ever had. I feel my cock sliding down her throat as she takes me in very deep, keeping me there, working her tongue around my shaft.

She lets go, gasping for air, spits on my cock and goes down again, all the way. I feel I'm already about to cum but manage to hold it in. She comes up, gasps, licks the head of my cock while jacking my shaft, then goes down once more causing my immediate surrender. I blow full power, feel my cock pumping out spurts of warm cum down her throat, my whole body shaking. She withdraws slightly to be able to breathe, gasping on my cock, snorting and coughing from my cum filling her throat and nostrils. My cum must be dripping out everywhere. She takes it all down and swallows. When my balls are totally drained, she carefully laps up all traces of cum, kisses my cock and rolls over. No sleeping in wet spots tonight. Is she still convinced I'm sleeping? There's no way for me to know. Her quiet breathing soon tells me she's fast asleep. It takes me a lot longer before my excitement dies down.

The alarm clock wakes us. Kim stretches, giving me another chance to admire her gorgeous body. She slept like a log all night, she says, apologizing for her tiredness yesterday evening. She hopes I don't think she's too boring and asks how I slept. I say I slept well, must have dreamed and hope I haven't kept her awake. I have not, she slept all night. Do I remember what my dream was about? I decide to test the waters and tell her I dreamt we were having sex and she gave me a very sloppy blowjob almost choking on my cum. She laughs and replies it's perfectly natural for young guys to have such vivid dreams but that's just what this is, an innocent dream. Nothing to be ashamed of.

After breakfast we have our daily routine of ruins and museums but, going home tomorrow, the afternoon is free to explore the city and go shopping. Tonight we stay in this same hotel so we can leave our luggage.

The morning is educational, most of the afternoon is relaxing. We shop for some souvenirs until Kim sees a lingerie store. She asks if I mind going inside with her, I'm of course fine with it. She wants to see if they have a nice bodysuit. She browses the store and finds a brown lace and mesh bodysuit she wants to try on. The fitting rooms are in the back of the store in a small corridor. She picks the far one and leaves the curtain to the fitting cubicle open so I can watch and comment. No problem, she says, as I've already seen her naked before. I feel silently exhilarated and hope I don't blush too much. She undresses, provocatively turns around and tries on the sheer bodysuit. It's very revealing. Of course she looks amazing in it so she decides to take it.

Kim turns around again in front of the mirror, admiring the bodysuit from all sides and plays with her nipples to see how that looks. She's satisfied with the result and asks my opinion, telling me that playing with a woman's nipples, as she just did, is very important to feel good and sexy. It's what is called foreplay, to kiss and cuddle, then use your hands and mouth to tease and play with a woman's breasts and pussy before just jumping her. Stiff nipples, a perky swollen clit and a dripping, sweet tasting pussy are clear signals a woman is aroused. I listen with interest and concur she looks perfect, while trying to hide the growing bulge in my pants. I most definitely will not tell her of my almost uncontrollable desire to rip off that bodysuit and fuck her here and now. She takes off the bodysuit, turns and stretches a few times then finally starts dressing. I feel my cock throbbing in my pants, the zipper almost bursting but she doesn't seem to notice or care.

That night we have the closing dinner for this holiday so everyone is dressed up. Kim shows up in a tight low cut dress and high heels. I can see she wears her new bodysuit under the dress and nothing else. She looks gorgeous.

The dinner is special and tiring. I can't keep my eyes off of Kim, by the time dessert is served I can feel my boxershorts getting wet with the precum oozing out of my cock. My stomach feels strange, fluttery. Is this what they call butterflies? When we finally go to our room Kim compliments me and thanks me for a wonderful day. She's tired, takes a shower and goes to bed. I shower and join her. Saying goodnight she wishes me pleasant dreams. Who knows, she says, maybe in my dreams I'll fuck her tonight. When I do fuck her tonight, she suggests I be gentle with her, don't forget foreplay, take my time and enjoy her. Judging by her breathing she falls asleep within minutes. I need considerably longer.

I wake up in the middle of the night. The sheets are missing, that's probably why I woke up, although it's certainly not cold in the room. The bathroomlight is on but Kim lies next to me sleeping. She must be feeling hot, the sheets are lying on the floor and she's fully exposed. Her breathing is regular and I quietly admire her breasts, her belly, beautifully curved hips and slightly parted legs giving me a clear view of her wet pussy. I feel lust rising in me. Is she really sleeping? Will she wake up to masturbate again? I decide to just watch her for a while.

Occasionally she moans a little but she seems sound asleep. She might be dreaming, her nipples are fully erect and I see her juices dripping from her pussy. Must be a sexy dream. I can't resist any more and softly touch her nipples, then her pussy, tasting her wetness on my finger. My touch makes her part her legs. Is she getting aroused in her sleep or is she waking up? I wait a while but nothing else happens so I decide to carefully go down on her, I crave to taste her pussy. It's warm, wet and tastes sweet. My tongue finds her swollen clit and softly licks it. Kim moans a bit louder so I recoil but she doesn't wake up. I muster all my courage and start licking her pussy again. It gets soaking wet as I play my tongue on her clit and start fondling her breasts. Her moaning increases and her legs shift to reveal the entrance to her most private parts. Could I? She shows no signs of waking up, her nipples and clit have almost doubled in size and her pussy is slick from her juices as I continue licking and sucking and softly slide a finger inside.

I decide it's now or never. My cock is pulsating, my heart is pounding as I kneel between her widely parted legs, place my hands next to her shoulders and slowly lower my body onto hers aiming my throbbing cock at her pussy. The head slides easily into the warm, welcoming wetness and I get a feeling I've never experienced. I let my cock slide deeper into her pussy. I think Kim is still in a deep sleep yet it feels as if she's actively taking me in, meeting me halfway, her lower body arching up. I go fully down on her and slowly start to fuck her. Her moaning increases with the rhythm of my soft thrusting as she wraps her arms and legs around me.

I can't last long and my orgasm flashes through my body as my cock starts pumping, filling Kim with my warm, sticky cum. Her body starts shaking too, she's cumming with me, clinging to me, her pussy contracting around my cock. What will I tell her? She must wake up now, finding me balls deep inside, filling her soaking pussy with my cum. To my surprise she's not waking up. As I finally pull out, my cock limp and satisfied, cum drips out of her pussy. I lie beside her, she curls up to me in her sleep, a blissful smile on her face!

We wake up, it's morning, A little apprehensive, I ask Kim how she slept. She lazily stretches and replies she slept very well. She quickly fell asleep, slept undisturbed until morning, had an amazing dream and now feels relaxed like she has not felt in a long time. She hopes I've slept well too.

"Did you have your dream?" she asks, "the one in which you're fucking me? Was it good?" "It was fabulous, too bad dreams are not real. Best dream of my life for sure" I reply, "I hope you were not offended when I told you that I dreamt of you in a sexual way". She said something puzzling: "of course not, dreams are not real after all. I too had a fantastic dream tonight. It contained wonderful foreplay, eating out is my favourite part. It's not everybody's taste, hope you liked mine." Was I in her dream? With an enigmatic smile she repeats dreams are not real.

We have breakfast as usual, the bus brings us all back and saying goodbye Kim gives me a big hug: "This whole trip, four nights, you were perfectly correct and decent. I've never slept so good on a vacation before. You're a real gentleman. Thank you for making me feel a desirable woman again." Kim has one piece of advice for me: "There will come a day you'll be having sex with a girlfriend for the first time. Don't worry. Do what you did last night and she'll love you for it". She turns and walks away, leaving me staring in disbelief.

At the end of the streets she turns around, blows me a kiss and waves goodbye. We both go our way, filled with pleasant memories.