Dear Reddit,
General information: The upcoming stories are all real stories. Names are made up for anonymity and the timeframe is simplified. Some stories have a rather complicated context/timeframe. English isn’t my native language. I only learnt it in school and use it on the internet/TV and sometimes work related. So please forgive me if there are mistakes my grammar/tenses.
All my youth and early adult life I’ve been a total “loser” regarding girls and sexuality in comparison to most of my friends. I didn’t have any sexual experience with another person until I was 21 and it took another ~3 years until I finally had the first one that I could deeply enjoy and that I felt completely self-confident about with my now wife, let’s call her Ann.
When I first met Ann and for the following years to come she had an intense, almost nymphomaniac sex drive. She has a pronounced kink for sex in a hurry, sex challenges and competitions, sex in risky public and semi-public places and even sex with the intention to get caught.
Nevertheless, destiny/life has written its path in a way, that Ann lost most of her libido after some unfortunate, unexpected developments in her professional career, which have thrown her completely off tracks. I’m aware, I sound like a giant douchebag now but there is a lot of background information involved that I can’t explain now… just keep reading to the end.
Long story short – I ended up having secretly and regularly sex with my wife’s best friend, let’s call her Jenn.
This has been going on for about a year. In the beginning, we did it only “in the middle of the night” in a very sneaky way and my wife who is a very deep sleeper didn’t notice and know. After a couple of months, it got more intense with Jenn and we started real “fucking” in the morning when Ann was taking a shower. For complicated reasons in our past, I was rather sure it would not destroy Ann’s entire world if she found out. This calmed my guilty conscience somehow, but the longer our secret went on, the more it started bothering me. I had to talk to somebody about it. I finally chose the anonymity of reddit. I’m aware, that’s kind of cowardly that I didn’t approach her directly, but in the end, it can’t be too bad to get the opinion of someone neutral on such a possibly life changing issue.
I had an (NSFW) AMA and AMA updates (Update 1 ; Update 2) about this rather extraordinary situation. In the end after considering everything in the AMAs, I decided to confess because I couldn’t live with my guilty conscience anymore and didn’t want to take the risk that my wife could do something stupid if she found out by surprise.
Turns out, because Ann is very smart and we did not exactly the best job in avoiding/hiding “evidence”, she noticed some differences soon after the fucking with Jenn started and found out about it… but did not mind and let on anything. Because of the already mentioned complicated reasons and things she has done and set up in the past and because of the issues with her sex drive that are troubling our marriage, she is even happy that Jenn is doing “the job”. Now as my wife gave Jenn and me her blessing to continue having sex with specific conditions, I realize even more how awesome my wife really is, especially her attitude towards many sexual kinks that in a traditional perspective usually are the biggest taboo.
The week following my “confession” was the sexiest in the last 1.5 years since all the problems started. Obviously, my confession triggered some of her kinks and a return of her libido. Which makes kind of sense, when you consider how “fucked up” we are and when you know her complicated character and kinks. She’s very competitive. To me it seems as she feels “challenged” now, “competing” to her friend, but totally in a fun way and not with putting any pressure on herself… in contrast to when all the problems started.
We had sex multiple times daily the last week. She asked me openly what I exactly did with her friend. I told her the truth. It turns her massively on, although she doesn’t want to reenact things/kinks herself, only talk about them. But while we were having sex, she kept whispering me in my ears: “Imagine how you [some sexual act with Jenn]….. but don’t you dare to cum yet…”. We also talked a lot about our own good times in the past what made us even hornier. This whole development leaves me stunned. During writing and answering the AMAs I realized, that writing and thinking about the things and reasons in our past really helps me to get a better understanding of the overall situation, set things in perspective and find new answers. It helps to find “peace” with the new situation and to appreciate the good and best of times we had even more. It makes me indulge in reminiscences about the great sexual “adventures” we had before all this started.
The last couple of days I’ve been recapitulating my sexual history from being a hopeless virgin over the kinkiest years with Ann to my most exciting sexual setting in recent times that happened a few weekends ago, after I had the first AMA discussion with Jenn about our “thing”. It was the first time, that I had sex with both girls on the same weekend. I would like to share my/our story(s) in a multiple part series if you guys and girls are interested. I will still have to recollect memories and decide which of the many great sexual “adventures” that I’ve had with my wife and later Jenn are worth posting. I also want to write about the less prosperous things that happened in my sex life before I met Ann. As far as I have made my mind up, the major chapters could be:
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Losing my virginity and self-esteem at 21, leaving me kind of humiliated. I could not really control my dick/orgasms back then and this girl [19] made sure I knew I was a bad lover…
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Learning about Kegel’s exercise to control orgasms and almost 2 years later, at 23, finally hooking up with a girl [20] who I told about my problems. With her I “practiced” being self-confident about my nude body in a sexual setting and I discovered the potential of my multi orgasms. Nevertheless, I’ve never had penetrative sex with her although I wanted that so much back then… I called it friend-zoned with benefits back then.
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Meeting Ann and my first fulfilling awesome sex a couple of weeks after that.
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Mastering the “art” of Kegel’s and multi orgasms together with Ann… With some preparation: cum as often as I/she want’s, keep having orgasms even when I’m dry (run out of cum and even precum juice) until my dick gets sore and untouchable…
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We had many “cum challenges” with rewards/punishments e.g. cum very often in a set timeframe, cum at kinky locations but also edging challenges for example in changing rooms of every shop in the city and only blow my first load of the “session” in the last shop/on the way home/at home. We did this very often)
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Sex in public places and getting caught (no consequences however). It happened at least 5 times that I can remember now and where I think that the relating stories are worth telling:
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In a parking garage
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In a cabin in the forest
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In a Jacuzzi in a public bath
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In the Sauna (but this is a short story)
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We got “caught” way more often, but with some occasions I’m having problems to decide whether it was a “public place” or not… Changing cabin in swimming pools or in shops with closed curtains for example.
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Getting “caught” intentionally by hotel personal walking in on us… so many times that I’ve lost count. Especially: Getting caught intentionally by hotel room service during a vacation in an Arab country. The poor young Arab guy was so shocked and out of his world embarrassed that he nearly fainted. We gave the poor guy a 50€ tip (I was told that was worth about a month’s salary) and we never did that again in a Muslim country… We like to “shock” people as they catch us… but not to offend them. During the rest of our vacation, he found a lot of courage to approach us and asked us many things about sex. It was the first time in his life that he could talk openly about sex with someone. We got friends with him, still texting sometimes on WhatsApp. We didn’t have to pay anything for the minibar for the rest of the vacation ;-)
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More or less public sex on nude beaches and the hotel balcony during a vacation on Fuerteventura (a Canary Island, right west of the coast of Morocco, belonging to Spain)… also getting caught or at least… noticed.
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Sliding my dick in my wife’s pussy while cuddling on the couch and her squeezing my dick with kegel’s with friends/family around and no one noticing on multiple occasions.
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Maybe a summarization of my AMAs content with some more details. How I ended up having my wife’s best friend, first secretly and finally getting my wife’s blessing to continue doing so after I confessed.
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First weekend when Jenn visited after my initial AMA. For the first time I talked to her about the “arrangement” that we have… and what followed was the kinkiest weekend in a long while with 9 times sex, 6 times with Jenn and also surprisingly 3 times with my wife which was the best part.
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Whatever happens from now on, now as Jenn and I have my wife’s blessing and my wife’s sexdrive is back, at least for the last week. Let’s see how that goes?! It is difficult to guess what happens next… and how to deal with it especially concerning Jenn. I think the best attitude now is: Expect nothing and make the best of everything…
Looking back, there are some really sexy stories to tell. If anybody is interested in a particular one, just give me a feedback in the comments. I think it is not necessary that I tell them in a chronological order. I guess it will take a few weeks until I’ve gone through my list from above. I don’t have time for writing them down every day.
Source: reddit.com/r/gonewildstories/comments/3t2xkp/memories_of_sexy_times_chapter_0_teaserbackground
keep these stories comming! liked the first one
I still haven’t decided which one to tell next… any wishes?