Skip Nav
Fifty Shades of Grey
18 Films Even Sexier Than Fifty Shades of Grey
Relationships
STOP Settling in Your Relationship — You Deserve More
Relationships
The Ultimate Dating Bucket List

Do Tell: Are There Any Sexual Encounters You Regret?

Sex can be a very impulsive act — I mean, that’s where some of the fun comes from — but that kind of passionate spontaneity can also lead to second-guessing later on. I’m a person who likes to believe that everything happens for a reason, and any mistake is just another lesson learned, but there are still things I regret. We can't take things back, but wouldn't it be nice if we could have a few "do-overs"? So ladies, do tell, which sexual encounters do you wish you could just delete from your permanent record?

Source

Around The Web
Join The Conversation
CaitieOh CaitieOh 6 years
haha, starting out having sex, I would count guys I'd slept with on my fingers. I hated what I called "wasted fingers"! Just like, guys who I slept with once of twice and it was either bad or unmemorable. But in time, the regret fades. I'm lucky I got out of it STI free, but since I did, it's all water under the bridge.
xxwithlovexx xxwithlovexx 7 years
One month ago I went to my best friends party, we had a great night and we all got really drunk. On my way home my boyfriend and I had an argument in the taxi so I told the driver to turn around and go back to my best friends house. I was very distraught when I got there (things always seem worse when your drunk) and she comforted me, the next thing I know we where kissing and fondling. I cant remember actually how it started but I reciprocated. At the time is seamed OK but when morning came in the cold light of day I had major regrets. I felt guilty and disgusted with myself and violated to some extent. (my first ever girl on girl experience) Since that night I haven't had much contact with her and I feel like she is ignoring me as see wont return many of my texts and offers to meet up. I mentioned my regrets briefly and the fact that I was worrying about it in a text and she said not to worry about it. Despite this I feel like I could have lost my best friend. Can anyone give us any advice on what I should do to resolve this.
pippins_halfling pippins_halfling 7 years
I originally said there was one sexual experience I wish I had, but retrospect, I'm glad it didn't happen. If it had happened, I doubt we'd be friends now.
macchiatolove macchiatolove 7 years
Like some of the other girls, I regret the aftermath, not the sex itself. The thing is, if I took them back, I wouldn't know what I know, feel how I feel, you know? I learnt a lot from their douche-baggery, so no, I don't really regret them
macchiatolove macchiatolove 7 years
Like some of the other girls, I regret the aftermath, not the sex itself.The thing is, if I took them back, I wouldn't know what I know, feel how I feel, you know? I learnt a lot from their douche-baggery, so no, I don't really regret them
queenlizzie queenlizzie 7 years
I had a couple one night stands back in college. I don't even remember their names anymore, honestly. Part of me regrets them; another part of me doesn't. Those mistakes help me figure out that casual sex isn't for me, and I'm grateful for that.
myprivatespace myprivatespace 7 years
One night, with a senior before our college vacations. Accidentally, my boyfriend rang up to bring all the embarassment. To this day I see this other guy hanging around with his new-found girlfriend and recall that night.
hope2be hope2be 7 years
One time, it's not like we had sex but it's close (does hand job count as sex?). This boy was about to be sent to Iraq or whatever, and them army men were at my small town on a 'layover' or something.He was so charming and sweet hitting on me in a bookstore! I thought I'd try one of them 'one night stand' thing, with a guy who's about to leave for war or whatever. When we got into it, he didn't have any protection, and refused to buy condoms, or use any protection when I offered to get one from the store, so we couldn't do it and I gave him a HJ.Then after that, he tried to take my bracelet from me. He was so weird and intimidating trying to take my bracelet as a 'reminder.' So I left immediately and I still regret my being dumb for wanting to try 'one night stand' crap.
hope2be hope2be 7 years
One time, it's not like we had sex but it's close (does hand job count as sex?). This boy was about to be sent to Iraq or whatever, and them army men were at my small town on a 'layover' or something. He was so charming and sweet hitting on me in a bookstore! I thought I'd try one of them 'one night stand' thing, with a guy who's about to leave for war or whatever. When we got into it, he didn't have any protection, and refused to buy condoms, or use any protection when I offered to get one from the store, so we couldn't do it and I gave him a HJ. Then after that, he tried to take my bracelet from me. He was so weird and intimidating trying to take my bracelet as a 'reminder.' So I left immediately and I still regret my being dumb for wanting to try 'one night stand' crap.
cleo777 cleo777 7 years
One regret.... soo wish I could change it!
AlexE70 AlexE70 7 years
My first sexual encounter with my ex. We're great friends now, but we would have remained just friends if we hadn't slept together that one time.
davenpom davenpom 7 years
I completely have a regret.. One of those accompanied with imagery that wont leave my mind, and every time I see the images, my stomach turns and I feel as though I really screwed up. id love to forget, but, ugh, i cannot! lol
Honeybunch2 Honeybunch2 7 years
I would love to take them all back actually. I just feel dirty for having done some of the things I did back in college. That was so not me at all. And the way that all those so called relationships turned out, it wasn't worth it.
daniwani114 daniwani114 7 years
yeah one particular encounter stands out...4th of july after my first yr of college...I was way too drunk and gave in to temptation on impulse. I was upset about it the whole week after, but i realize now that sometime we make mistakes and we learn from them
kesh-shugs kesh-shugs 7 years
my first time and everytime after. especially with robert. i dont tink he's ever heard of foreplay...wait, i'm not regrettin carl yet, i hope i neva hav to
bluesteyes bluesteyes 7 years
Oh my god, a lot and a lot and a lot, not enough space to fill it
siguros siguros 7 years
only one guy i regret. just a tip gals....wait until you know he wants to be exclusive.
Marci Marci 7 years
Two. I cringe just thinking about those guys. I choose to push those memories into the deepest recesses of my mind and never, ever, ever go there again.
grasshopper grasshopper 7 years
note to self: do NOT have sexual encounters with guys i meet at the gym.
Laurenh987 Laurenh987 7 years
Yeah, there were definitely some bad choices in college. I would honestly erase most of them, but- what can you do. Life goes on.
Makenzie Makenzie 7 years
yeah. a couple. i dont know. some of them where "heat of the moment" kind of thing. and about others i wish i could say they were. i guess i was jsut curious. overly curious.
Seka21 Seka21 7 years
My first time.. he broke my heart and to be honest..id erase them all for my boyfriend... lol i wish we were each others only onces in retrospect!
luckystar730 luckystar730 7 years
Heeeeeeeeeeeeeell yes. Are you kidding me?
Rebecca14916991 Rebecca14916991 7 years
I guess I would say that I don't regret the person it was with, like JaimeLeah, but I regret doing it that soon. We never got to have any kind of romance in our relationship - it was all like, OMG PASSION - oh wait... that was sex, wasn't it? oops. It was both our firsts, and well, I wish a lot of things about that. Like, that it lasted more than 90 secs. :D Afterwards he didn't really see any reason to do anything romantic except for Valentine's Day (and that was last minute). And he almost always got straight down to business. He's better now, but still...our one year anniversary is next Friday, so maybe he will surprise me. Hopefully. Not really getting my hopes up... *sigh*
kristine923 kristine923 7 years
I have a lot of one night stands I would like to erase. It's not very appealing when a girls numbers of guys start getting higher, so I regret not having enough self control in the past. The best sex is within the intimacy of a relationship I believe now. =)
Sexy Last-Minute Costumes For Women
Foreplay Ideas
10 Student-Teacher Romances in Movies
Summer Love Movies on Netflix Streaming
10 Rules of Wedding Hookups
Funny Sexual Stock Photos
Tiny Sexy Tattoos

POPSUGAR, the #1 independent media and technology company for women. Where more than 75 million women go for original, inspirational content that feeds their passions and interests.

From Our Partners
Latest Love
X