(I posted this a year ago and then quickly deleted it. Feeling brave enough to repost now. I will write a follow up if there's interest.)
This isn't your usual sexy tale, but I thought if anyone would appreciate it, it would be you guys! Totally odd, totally true.
About me: I'm a 42 y/o heterosexual single man, living on my own. I'm well kept, have a good job, and most people would have no idea I'm still a virgin. (In before Steve Carrell jokes.) It just never happened for me and for the most part I'm comfortable and happy living on my own.
Sometimes as part of my masturbation routine I'll browse Casual Encounters on craigslist, mostly just to see the pictures. This time I saw an interesting post right at the top of the page: it was a young couple (him 21, her 19) asking for an older man (age: 40-45) to provide a safe place for them to have sex and who could watch them.
This post was absolutely tailor-made for me. I even have a spare bedroom in my place! More than that, the idea was a huge turn-on to me. Even though I have my own intimacy issues, I felt like I would really appreciate getting to share that with a loving couple. I wrote them a quick friendly e-mail and soon we were corresponding. I volunteered a picture of myself holding up the day's newspaper to show them I'm a normal looking guy.
We made plans to meet the following day at a coffee shop near to my place and take it from there. I met with him and her (let's call them Mark and Carol) and all got along really well. They were both way better looking than I expected! The situation was that they were both living at home with situations not conducive to privacy and didn't have anywhere to have sex. Besides, they both liked the idea of an older man watching them make love. I told them about my spare bedroom, and shared my (non-throwaway) Reddit account, and encouraged them to let a close friend know what was going on, even my address, to help assure them they could feel comfortable with me and I wasn't a serial killer. In any case, they were very trusting, and we all felt like we were on the same page.
Over e-mail, we confirmed plans for them to come by my place on Saturday afternoon. I had cleaned up the guest bedroom, new sheets, and even condoms and lube in the bedside drawer! I couldn't believe it when they actually showed up — I had just expected that it wouldn't happen.
But sure enough, they came in, we had some tea, and then I showed them the room, and said that they were welcome to use it with or without me watching. They said they wanted me to watch, and so I got a chair from the other room and sat down.
Carol stripped down to her bra and underwear. A pretty teal-coloured thong, and a cotton bra for her c-cup breasts. She had shoulder length blonde hair. She was about 5'4, maybe 120 lbs? Mark just wore boxer briefs, and had an average build — 5'10, about 160lbs?
They kissed for a while on the bed, until Mark took off Carol's top and began to suck on the rosy pink nipples of her pale breasts. She was moaning, and rubbing the crotch of his underwear — his erection was jutting through the fabric! Soon, he slid her panties off her legs. She had lovely dark coloured pubic hair, and Mark licked up and down her pussy, as she closed her eyes and moaned, feeling his covered penis with her foot. Mark got up and slid down his underwear. He had a long (7"? 8"?) penis, uncircumcised! He crawled up to her mouth, and she licked and sucked his cock for a short time, before he got between her legs and pushed his penis inside her. They kissed while they screwed, with her occasionally grabbing his ass, his thighs, or running her hands through his hair. At one point, she put her ankles on his shoulders. Carol was getting louder, and clutched the bedsheets as I think she had an orgasm. They were whispering things to each other that I couldn't hear. Finally, he buried his head in her neck, and thrust with increased intensity, until he grunted, and slumped on top of her.
They looked so open and relaxed! Carol had a total sex flush, red all over her chest and face. They were so innocent and lovely, I didn't understand how they could be so comfortable in a stranger's bed. Mark's foreskin (another novelty for me — I'm cut) had covered up his cummy glans, and Carol's vagina had a dew drop of semen at the entrance. I said that it was easy to tell that they were in love, and asked Carol if she was able to orgasm easily. She said that she was lucky to be able to cum from vaginal penetration alone.
Soon after, they got dressed, thanked me, and took off quickly. (I blew an enormous load in the bed after they left.)
I expected it would just be a one time deal. I e-mailed them to tell them how much I enjoyed it, and that they were welcome back anytime. I even offered to make them a key! To my great happiness, Carol wrote me back and said they also really enjoyed the experience. Since then, they've come over a couple times. I haven't pushed the boundaries too much, but I did watch close-up as Mark went down on her, and she sucked his cock.
In my whole life, this is BY FAR the most sexual excitement I've ever had. There's something about the idea of providing this safe intimate space for this beautiful young couple that really sets me off. I feel like I'm part of their beautiful relationship somehow. I'm really turned on by the idea of just coming home and hearing them making love and then walking in to watch, or waking up to the sounds of them coming in late one night, drunk after a party and having a really vigorous fuck.
After last time (the 3rd time) that they fucked at my place, I wrote in an e-mail to them that, if they would be okay with it, I would really like to hold Carol's hand. I love the idea of feeling her squeeze it tight as she goes over the edge. I've climaxed to that image several times already.
Ultimately, I'd really like to be able to give Carol a very chaste kiss on the lips (she would be my first!) but I'm definitely not going to push it.
So, that's my creepy weird unconventional true romantic sex experience! Feedback/flames welcome.
Source: reddit.com/r/gonewildstories/comments/3ouiu1/im_a_42_yearold_virgin_m_who_regularly_hosts_and
That’s hot as hell!
i remember reading this please write a follow up!
I’m glad that you’ve been able to have this experience and further your own experience in the process. Depending on how your future sessions with them go, and your comfort level, you should share your written story here with them. You’ve paid them great respect and your enthusiasm and excitement are infectious. Good luck and have fun!
I also remember reading this a while back….would love to know an update.
That sounds incredibly hot to me.
Best of luck with this … and please do provide updates. Well written and not creepy in the least. (While I’m tempted to encourage you to find ways to more fully enjoy the joys of sexual intimacy, I can see that this is YOUR journey, and that you will find what works best for you.)
This sounds amazing. Would you consider trying to have a threesome? You all sound comfortable together, so it may not be a bad way to lose your virginity, assuming you have interest in doing so.
Great story and adventure. I hope that you will continue to be able to push your boundaries in a way that works for you. Really hot story…good luck moving forward and keep us posted my friend!
This was a lot cuter than anticipated. Well played.
Do they know you’re a virgin? Also; I suggest posting this to /r/nsfwiama. if you’re up for it
I remember reading this a minute ago This is a picture of me in the past
That’s hot, I think I’d enjoy watching like that as well. My favorite porn is always the homemade ones that couples make together, it would be so much sexier in person.
I loved this post.
Every picture is in the past
Have you asked them if they’d be comfortable with you touching yourself while you watch? I’d probably probably go crazy If I could only watch.
You sound like the most interesting yet simply innocent character. I’d love to meet you and share a beer! xD Great story by the way, keep us updated please. Also, if you’re as well kept as you say, maybe Carol will feel adventurous one day? Keep things respectful however and don’t push as you have been. Respect the shit out of you for that by the way. Cheers and good luck with everything!