Cheated On My Husband With A Hotel Cleaner On Our Honeymoon



What’s your gender? Woman
How old are you? 24
What’s your race/ethnicity? Southeast Asian
What continent do you live on? North America
What country and/or city do you live in? Toronto, Canada
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Digital Marketing
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Hindu
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many hookup stories have you here posted before? 0

Cheated On My Husband With A Hotel Cleaner On Our Honeymoon

How long ago did this hookup happen? 1 Year ago

What was your relationship status at the time? Engaged/Married (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? He was an older Jamaican man in his late 40’s. He had a medium build that was kind of athletic. He worked at the all-inclusive resort as a cleaner. I knew him for only a few days, but he was the cleaner on our hotel resort’s floor. I met him on our first day in Jamaica on our floor. I wasn’t particularly attracted to him, but I could tell he was very attracted to me. For the first few days, the three of us would have small talk in passing. He was very nice to both my husband and me, and would always smile at us. My husband isn’t the most virile guy. He’s kind of nerdy with a small penis. He cums too quickly and doesn’t want to do anything after leaving me very unsatisfied most of the time. We have known each other for a while but were engaged for just 6 months before getting married-Indians get married very quickly and very young.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It began at the hotel the third day in, and it took a bit of planning. During the day, my husband and I were sitting by the pool. I was wearing a pretty skimpy bikini that really shows off my tits (38D). My husband seemed pretty uneasy with me wearing it, but everyone was in similar sort of beachwear so I guess he figured it would be okay. Our cleaner was walking by and started chatting us up. While he was speaking to my husband about the parasailing he kept staring at my tits. It got me so turned on that he was staring at them I could actually feel myself start to get a bit wet. A short while later, I told my husband that I really wanted to get smashed tonight because it would be so much fun, etc. I told him about the inevitable hangover and that he should just leave me in the hotel room and grab breakfast himself and do his own thing for a bit while I recovered the next morning. later in the day, we saw our cleaner and I told him about my plans to get hungover but mentioned that I’d be so hung over the next day that a bulldozer wouldn’t even be able to wake me up. So during the course of the night I had maybe just a few drinks but pretended to drink a whole lot more (would toss shots over my shoulder, pour out drinks or just drink coke and say there was rum in there). The next morning, I had to act like I was severely hung over. My husband asked me if I was okay, then left to go get breakfast before heading to the beach. As he was leaving, he made sure to put the Do Not Disturb card on our door. A few mins after he left, I got up and checked down the hallway to make sure he was gone, then I removed the do not disturb card. I stripped naked and laid down on the bed feeling pretty nervous, but excited about the whole thing. 20 mins passed and I was starting to have second thoughts, mainly because this was taking too long. Just as I got up to go to the door, I heard his cart. I went back to the bed and laid there like before. Then I heard the door open and heard footsteps enter the room then stop suddenly. I could hear him just standing there, breathing heavily. I could tell he was unsure of what to do. I didn’t want him to leave, so I opened my eyes and smiled at him and said hi. He smiled back and asked me if I was okay. I said, “yeah, I’m still a bit hung over, I think I just need a bit of activity to feel better.” He asked what kind of activity andIi just sort of smiled and told him to come over.

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? He came over to me and started kissing me while rubbing my tits. Then he started sucking my tits and squeezing them pretty hard. That made me feel a bit nervous because I didn’t want him to mark me up for obvious reasons. I told him to a be a bit more gentle and he complied. He was licking and sucking on my nipples, as he was doing that he slowly glided his free hand down my body and in between my legs and started rubbing my pussy. I was so turned on that I already started creaming. He then took his mouth of my tits, then he spread my legs, and started to lick out my pussy. He pulled back my clit hood and started licking my clit rapidly while finger fucking me at the same time. My legs started to go a bit numb and I had a toe curling orgasm while putting my hand over my mouth. He got up and started to take off his pants and underwear to show a pretty sizable penis. I asked him if he had a condom and he said no. I was so turned on at that moment that I really didn’t care and told him to pull out. He got on top and started fucking me missionary. He had to push in slowly then his speed picked up. After a while, he flipped me over and fucked me doggy style. I’ve never had sex for this long before and I’m pretty sure it’s only been about 15 minutes, but the time really didn’t matter because I felt like I was having th best sex of my life. After maybe a few minutes of doggy, I wanted to ride him, so I put him on the bed and climbed on top and started riding him. As I was riding him, he was squeezing my tits. I leaned forward while riding him to allow him to suck on my tits. After a while, he said he was going to cum soon, so I got off and he came all over my tits and face. For being a bit older he really knew what he’s doing and really enjoyed himself.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

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? After he came we just kind of laid there for a minute. He told me I was the hottest girl he’s ever fucked at a resort (which I’m sure he says to everyone). We got cleaned up and I put my clothes on and headed down to get a drink and find my husband on the beach while the cleaner actually began cleaning my room. I didn’t really have any expectations for anything after, I just needed that release for the one time. Looking back he probably comes across a lot of women who are unsatisfied by their partners…I think he was taken back a bit by how easy it was with me.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, To feel better about myself, To feel more desirable, Boredom, It was easy / convenient

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

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? Literally told no one and especially none of my Indian friends.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

Did you get emotionally hurt as a result of this hookup? A little bit

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? A little bit

Why do you regret this hookup? I felt bad for cheating on my husband, and on our honeymoon of all times, but I really thought this was the best opportunity to do it.

What was the BEST thing about this hookup? The satisfying sex.

What was the WORST thing about this hookup? The betraying, hiding.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I think I should have sowed my oats a bit more before getting married.

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

All things considered, how NEGATIVE was this experience? A little negative

What do you think about the Casual Sex Project? Love it, just discovered this site a few days ago.

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