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What’s your gender? Woman
How old are you? 54
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? Cheshire, England
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Teacher
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 19
How many hookup stories have you here posted before? 0

First Cruise

How long ago did this hookup happen? 13

What was your relationship status at the time? In a relationship (monogamous)

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? For less than a week

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? My involvement in casual sex started because my husband, who’s ten years or so older than me, seemed to lose interest in having sex with me. Not in sex itself; he masturbated regularly, sometimes with me helping, but never seemed interested in putting his cock inside me. I began to wonder if I was the problem. I’m slightly overweight, curvy with a firm bum and good legs and although my breasts are getting a bit saggy, with a bra I still have a good figure. Men don’t seem to worry about the softness of my breasts when they’re out of my bra but my husband didn’t seem interested.

We’ve both enjoyed holidays cruising and the rather ‘closed’ environment of a ship provides me with good opportunities for casual sex since my husband likes to go to bed quite early whereas I’ve always been something of a night owl. I’ve never found it necessary to try and compete with younger women at social occasions. With very short skirts and dresses barely covering their tits, they seem to attract a particular type of man – fortunately not my type. I want romantic sex, not a quick shag. I dress to flatter my figure and give me the best chance of deciding whether the men I’m with are worth going to bed with. My favorite style is a light cotton or silk dress, cut close to the waist, slightly fuller around the bust and much fuller in the skirt.

Last autumn we cruised to Tenerife. That gave us plenty of sea cruising rather than quick overnight dashes between resorts. On the second night at sea, my husband was feeling rather poorly – he thought the mussels he chose at dinner were a little ‘off’. I felt fine and he suggested I see the cabaret show alone while he went to bed. I paced my drinking through the evening, chatted with two couples seated close by, and when they both went to bed, moved to a stool at the bar. I’d not been there for five minutes when a middle-aged man I’d noticed earlier asked if the stool beside me was vacant. I explained it was and he sat down. We got chatting. He introduced himself, P, and told me he’d been widowed a few years earlier and he proved to be an engaging and entertaining companion. Tall, with a slightly greying beard and a fairly good physique. When the band started laying slower tunes P asked me to dance. Before the first song was over I knew this was going to be a good night for me.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The reason I like the top of my dresses cut quite loosely is so that my nipples, that are large and easily aroused don’t show too obviously through the cloth. P deftly allowed his hand to brush over my breasts as we danced, all the time looking into my eyes. This man knew exactly what he was doing. I responded by placing my body precisely in front of his, with my hips pushing forward against his crotch. He reacted almost at once, his cock hardening and pushing out towards me. This was the other benefit of a full skirt for no-one looking casually would know that his cock was pressing so close to my crotch. As the song ended, P suggested we go on deck. He found a secluded spot and stood me with my back against the rail, and kissed me very gently. I responded eagerly, but P didn’t push hard against me. Instead, he slid his hand between us, pushing softly through the material of my skirt. I opened my legs and P’s finger at once found the slit of my vagina. He began massaging my slit, running his finger up and down. The thin material of my skirt and the silk panties left nothing to his imagination or my pleasure. My climax began to swell and I pulled away and whispered in P’s ear ‘You’re going to bring me off in a moment and that’s too soon. Where’s your cabin?’ Wordlessly, he lead me quickly along the deck and to an elevator. P pressed the button and we went up a couple of floors. His cabin was close to the elevator and once inside he was eager to strip us both.

I told him to stop, apart from anything else I didn’t want him to damage my clothes and in any case, I like my sex to be a gradual build up. I slipped out of my dress and laid it over the chair while he took off his jacket, shirt, and trousers. ‘And your socks,’ I said ‘I’m not screwing a man in his socks!’ P slipped off his socks and started to remove his boxers, now bulging at the front with the erection I’d felt pushing against my vagina when we danced. I stepped forward and turned away from P. ‘Undo me, would you?’ I asked. His hands undid the three clasps on my bra and then as I remained facing away from him, he slipped his hands around me. I allowed my breasts to fall from my bra into his hands, aware of the instant reaction he had as he felt the heaviness in his hands and the hardness of the nipples. His cock was now almost fully erect and pressing again my bum crack. I reached behind me, grasped his cock in my hand and turned to face him. His hands returned to caressing my breasts, and without letting go of his cock, pulled it firmly towards the lips of my vagina. ‘This goes inside me here,’ I whispered, ‘and don’t come until I tell you to come,’ I said firmly. P nodded, stood back, slipped his boxers off as I let my panties slip down my legs and sat down on the bed. ‘Do you want to suck me,’ P asked. ‘Later,’ I told him lying back, raising my knees and pulling him gently on to the bed. ‘Shall I put something on. I don’t want to make you pregnant,’ said P. I told him not to be silly, I wasn’t a virgin nor was a going to give him a family.

He knelt between my legs and I reached down and took his solid cock in my hands. With my other hand, I parted the lips of my vagina and pulled the head of his cock (he was circumcised) between them. I adjusted my position then, knowing how wet and ready I was, said to him, ’Now.’ He pushed forward as eagerly as a youth on his first fuck. As I knew he would, he slid right in with a single stroke and his balls banged against my bum. I confess it took my breath away and P groaned. I knew how much pleasure he was getting and started to gently push my hips out at him. P started to pull back, but I told him I wanted it hard inside me at least for the first time. I continued to thrust at him, each thrust rubbing my clit up the shaft of his cock. As I felt my climax building, P started to pant and moan. ‘Not yet, hold it back,’ I urged him. A few more hip thrusts and I felt myself going over the top. To be honest I don’t remember exactly what either of us said at this point. I banged my hips hard against his pelvic bone and he pounded his cock deep inside. My breasts, sagging unattended, responded to his thrusting, P pulled back then surged back inside me his hot come coursing through my vagina. The effort was sublime, the sensation indescribable. Some years ago a girlfriend told me she was concerned that her husband was faking his orgasms inside her. I told her what I believed then, that a woman always knows when a man has shot his load inside them. I certainly knew it this evening.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? By the time the dawn started to break I’d lost count of how many times we’d fucked each other. P gave as good as he got and by morning my vagina was delightfully tender. Before the rest of the ship awoke I slipped back to my cabin. My husband was asleep, and the toilet reeked of food sickness which gave me the perfect story for my absence. Later that morning I explained that I’d come to our cabin not long after he’d gone to bed, but found him very ill so got a blanket from a steward and cuddled up on the deck seats near our cabin.

Evidently one of the young girls on the ship had seen in P the same as I had and made a very obvious play for him the next evening. The result was that I didn’t get any repeat performances but my husband and I have made several other cruises, equally as satisfactory as my first if you know what I mean.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? Nothing. It was a holiday romance and he went off with someone else.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? My sister

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I needed it badly and got it all.

What was the WORST thing about this hookup? The time waiting for the opportunity.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No, I still like it

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? No

What do you think about the Casual Sex Project? Great

You have a hookup story to share? Submit it here!