Red Sea Vacation

We decided to break the European winter chill with a week's vacation in a tourist village on the Red Sea.

The group is made up of my family (me, my wife, our 10-year-old daughter and our 14-year-old son) and Emily, a very dear friend of ours who is so much a part of our family that our children call her "aunt" and my wife calls her "sister".

The morning of departure my wife and son are not feeling well, they fear an intestinal virus. She tells me, "I am not able to go to the airport or even face the flight. But we cannot cancel the trip: you, our little daughter and Emily must leave. If it is the same virus that our daughter had last week, we are cured in one day." I call the airline, inform them that two people cannot leave and with a small surcharge they reschedule the flight two days later for the wife and son.

We left sad for the lack of family, but happy to arrive after a four-hour flight in a paradise with warm sun, palm trees, crystal clear sea.

We settle into our rooms, one next to the other. Mine is a family room with a king size bed and two beds for the kids, comfortable for four people. Emily has a double room with a king size bed, plenty for one. We spend the afternoon at the beach having fun and swimming.

I notice that, despite her 45 years, the assiduous work in the gym has shaped Emily's body perfectly and many women of 25 years would be envious of her round ass and flat stomach, perfectly framed by a black bikini. Short, dark brown hair, and two doe eyes. I have always swam a lot and my body is fortunately toned and quite muscular for a fifty-year-old. Never been to the gym, I prefer physical work and water for swimming.

Thanks to the all-inclusive we start with drinks, not very alcoholic to be honest, well before sunset. While I'm sitting under the sun shader with a Margarita in my hand, I see my daughter emerge from the water with Emily. The breeze makes Emily's nipples stiff and nothing the fabric of the swimsuit can do to hide them. Emily's tits are not big, average but perfectly round and firm. I'm not an expert on bras but I'd say 32B. I find myself fantasizing for a moment about what it would feel like to feel her tits between my fingers and my cock responds immediately with a half-erection. Emily comes closer, her arms crossed to cover her breasts and a light blush appears on her cheeks. Did she read my mind?? I blush at the idea of feeling caught fantasizing about my friend.

Leaning forward to hide the tent in my swim trunks, I try to divert attention asking how the swim was. Emily says, “Can I have a Margarita too?” with a flirtatious eye on my swimsuit and adds, “That must be good!” I grab my towel to cover myself, get up with the excuse of a shower, and say: “I’ll bring you one when I get back.” A cold shower fixes the awkward situation.

Usual resort dinner and then an eye on the evening entertainment. The daughter is sleepy and asks to go to sleep. Emily says, "I'll come to the room too, maybe we can have a chat". We walk through the streets of the resort, Emily and my daughter walk in front of me while I'm on the phone with my wife, she is feeling better and tomorrow they can fly. I find myself thinking about how beautiful Emily is in her little black dress that highlights her curves and my expert eye notices that she's wearing a thong and with every step her ass sways slightly... hypnotizing. The friend forced into my boxer briefs wakes up immediately and protests at the constriction given by the shorts. I think to myself: "It's been a long time since I released all this tension, I have to do it before going to bed. I can't always go on with a bulge in my pants!".

I accompany my daughter to bed and tell her, “If you wake up and don’t see me, I’m in the next room talking to Emily. Do you remember how to use the phone to call the other rooms? Good! If you’re scared, call and I’ll be right there.” In 5 minutes the little girl is asleep in her bed and I know perfectly well that until tomorrow morning only thunder can wake her. Luckily the sky is covered with stars and the only sounds are those of the leaves moving in the evening breeze.

Emily invited me to open her fridge and keep her company: “It’s all for two people and I’m alone, I’ll never finish all this free alcohol!”

We start drinking a couple of beers and then move on to something stronger. The conversation shifts from the work to the waiter who dropped the tray of glasses and then to the good feelings of spending a week in the heat during the winter. The evening continues and the conversation shifts to our private lives.

I love my wife madly; I have never even thought of cheating on her in 25 years of marriage. Our intimate life has never been “sparkling”: my wife likes sex… not much. My marriage is not based on sex but on the great understanding we have in everything else. If we also add to the equation two children who have slept little at night for a long time, and therefore a high risk of being caught, we have as a solution little sex, fast and some quick masturbation, sometimes alone on some occasions together, in the shower. Now add a long menopause with irregular periods and fear of pregnancy. Our evenings… will be material for another story.

Emily got divorced three years ago, a bad divorce. She suspected that her husband, who was also a dear friend of ours, was cheating on her without ever having any proof. As a family, we were close to both, trying everything we could to save the marriage or at least to try to reconcile the differences. After years, we are still friends with both, but closer to Emily. I know that my wife was her confidant in a couple of short relationships that made our friend suffer again.

The alcohol makes our conversations more daring and she, smiling, winks at the crotch of my pants that continues to be bulging and says: "I see that these drinks are as good as the Margarita this afternoon!" I blush smiling and admit: "The holiday air is having its effect. I miss my wife ... so much. You are beautiful, and I admit that my mind has sinfully wandered", I smile raising my glass in a toast. I often wondered what Emily was like at home alone, in her bed, who knows if she masturbates, if she uses some toys or her hands? My mind races about her thoughts and my cock protests. I try to relieve the pressure by leaning forward.

Emily, normally very modest, raises her glass in response to the toast and surprises me by saying frankly: "I haven't seen a cock for months, this afternoon I was lucky that my swimsuit was wet from the sea otherwise you would have seen how wet it was from the inside!"  Out of amazement I can barely keep the rum I just drank in my mouth.

I ask her, “Aren’t you dating someone?” she replies, “After the last two assholes who made me suffer, I decided to stay alone and,” she pauses, biting her lip, “I’ll do it alone.” I confide in her that the jokes we said at dinner, between one glass of wine and another, in which I talk about how unavailable my wife is, are essentially true. I bravely admit, “Tonight I’m sure I’ll have to take care of myself.”

The air is electric, there is a moment of silent embarrassment. She closes her eyes, sips the rum in her glass and sighs. In one breath she says to me: “Listen, I need to cum, you need to cum, I have always dreamed of seeing a man masturbating, why don't we take care of ourselves, here, now?”

My heart races in my chest and my cock is now rock hard in my pants and it's screaming to come out. I say, "If everyone keeps their hands to themselves, it's not cheating, right?" Emily replies, "We have a king size bed; we can be next to each other without touching."

At the same time, we get up from the armchairs where we were sitting. I unbutton my shirt; Emily starts to take off her stretch dress from the sleeves and, in a moment, she lowers it to the floor. She reveals a dark blue balconette bra with small embroidery, very cute, very sexy, the thong (I guessed it!) has a clear dark stain corresponding to her pussy. I finish taking off the linen shirt and unbutton the shorts that fall to the floor. The cock creates a tent with my black boxer briefs and a stain of precum is evident at the tip.

The lights are already dim, Emily approaches the bed and with a quick movement unhooks her bra revealing the tits that had made me fantasize, I resist the temptation to reach out: rules are rules! The afternoon sun has slightly reddened the skin of the body and highlights the pale skin of the breasts. The nipples are erect, I thought they were bigger, but they are proportionate with the tits and the small pink areola around them. With my thumbs I hook the elastic of the boxer briefs and pull down, almost violently, revealing my uncut cock of about 6”… finally! Emily, on the other hand, very slowly lowers her thong, giving me a perfect view of her ass and pussy, carefully shaved for the occasion of going to the beach.

My heart is beating fast. Only a few times I have seen my cock pulsate to its beat, my veins are all swollen, and I lower my skin from the head that is engorged and purple with excitement. The whole cock looks bigger than usual. An erection like this has only happened on my honeymoon.

Emily grabs a small bottle of almond oil from the nightstand. I know it's great for massages but also as a lubricant. "Do you want some?" I say thank you and she pours a generous amount into my hand, I start to lube up my cock, balls and hands. Emily pours some into her hand and starts to rub it on her breasts, between her legs and on her stomach. "Wait," she says, "I don't want to get the sheets dirty," and grabs two large towels from the bathroom.

She arranges herself with two pillows behind her back and one under each leg so that they are spread, her feet together, and she is comfortable. “Do you want to sit next to me?” she says, patting a large space next to her. “I prefer to stay at your feet, I have a better view and you can see well too.” Luckily there are lots of pillows on the bed and I put a couple under my head.

I slowly begin to slide my hand along the shaft, not squeezing too hard and staying away from the tip: I don't want to cum right away; but at the same time I want to give the show Emily asked for. She keeps her eyes fixed on my hand. Her left hand caresses her tits spreading the oil well, her nipples shine to the soft light above the bed, her right hand begins to spread the oil on her vulva, carefully caressing the outer lips to reach the inner lips, down to the butt hole. Does not touch the clit, I see that the inner lips are red from excitement and the clitoris hood is swollen. Probably she does not want to cum too soon either. Then she begins a sequence holding together the index and middle fingers of her right hand, made shiny by the oil: right inner lip, left inner lip, two turns around the clitoris and then inside the pussy; right inner lip, left inner lip, clitoris and inside. An almost hypnotic sequence. The left hand continues to take care of the left nipple and then moves to the right.

I am turned on my left side, my left hand caresses my balls and my right hand works on the shaft, slowly, my eyes are glued to Emily's shiny pussy and she continues to keep them on my cock. When she puts two fingers inside herself, every now and then, she closes her eyes with a grimace of pleasure. In my fantasies I imagined her more vocal and instead she is like my wife: moans, deep breaths, a whispered " aaah " every now and then. I adapt to the rhythm and enjoy a show that no one has ever given me before.

She whispers: “I think I’m almost done,” and starts pinching, twisting and pulling the poor left nipple that has doubled in size in the meantime; the other hand has started to furiously move two fingers inside the pussy, while the palm presses on the clitoris with every movement, the eyes are closed and she is heavy breathing. Clearly a powerful orgasm is building. I start to lose control. I lie on my back maintaining eye contact with Emily’s pussy and start to move my hand on the cock without sparing the head, from the base to the head, from the base to the head.

Emily, her voice a little louder than a whisper, says, “Oh my God! I’m coming!” At this point her legs close around her hand with her fingers still inside her, the spasms of the orgasm are powerful, her cheeks and chest are fire red and her breathing follows each contraction. I can’t resist anymore, now I feel the usual tingling at the base of my cock that announces the orgasm, and I feel it’s coming like a train. The first rope of white cum almost reaches my chin, a second and a third reach my chest, the last ones remain attached to the tip of my cock and run down my hand.

We are both breathing heavily as if we had run a sprint and it takes us a couple of minutes to catch our breath. I slowly remove my hand from my cock and remove the residue of cum on my belly. Emily opens her legs again and slowly removes her hands from her pussy which is still bright red from the orgasm, her chest is still red and now both nipples are huge. Almost together we say, "Wow!". I continue, "I haven't had an orgasm like this in a long time," and she continues, "me too, look at the mess down here!": under her ass the towel has a large wet spot. With both hands she passes over her pussy still red and excited, as if to spread her juices and immediately she contracts in another small orgasm. Catching her breath, she says: "I've never had a second orgasm, usually when I've finished once, I can't continue. Too beautiful!".

She grabs the box of Kleenex from the shelf and throws it near me. I start to collect the huge load of cum that I unloaded on my chest. Emily gets up and slowly heads to the bathroom for a shower… she looks like a Greek goddess! As soon as she finishes with the shower, I ask her if I can take one too. Smiling she says to me, “After what we did, do you think it’s a problem if you take a shower at my place?”

We collect the empties of our drinks, dress up, and I slowly make my way to my room and my bed. The memory of this evening will remain etched in my mind and will be material for many future sessions alone.

I sleep soundly until morning when my daughter wakes up smiling and says: “What a great sleep I had! Did you sleep well? Did you talk to Emily until late?” Smiling I reply, “Both.” Shortly before midday the latecomers arrive and we regroup, they are pale but soon the sun will give everyone a little tan and the right energy to face the rest of the gray winter.