Sexy-time Update

A bit of a change of pace from usual posts. I’ve had a couple open relationships where I’ve fucked my g/f with other women and men.  I wasn’t a cuck, we just had an agreement and enjoyed each other and other people sexually.

It’s actually tough to find attractive people in a swinging/sharing lifestyle. Maybe I’m an asshole for thinking about it that way, but I don’t care. I remember her asking me to go with her to a party to keep an eye on her to keep her safe. I did and throughout the night, I watched a number of guys fuck her. I was there and I fucked a few of the women, but I really just had to keep my head on a swivel to look out for her to make sure guys didn’t do anything stupid.

Experienced: With both of you in bed. Your dick makes me wet 💦 His dick makes me moan 😉

Conference cheaters

I’m at a conference for work this week and Monday night, a coworker and I met two women that were also coworkers and they love to party.  We’re mid-30s and they were mid-late 20s.  My coworker is married, but cheats on his wife.  One of the women has a b/f and the other is married.  The married woman was the big flirt and the one to suggest partying up in her room.  When we were up there, the woman with the b/f was flirty, but kind of reserved.  The married one was making out with me while my friend was talking to the other.  My partner reached down my pants and pulled my cock out, enjoying seeing the size of it grow in her hands.  She happily sucked on me and let me spread her legs to fuck her.  It was hot hearing her complain about her husband’s small cock and telling me how much she loved mine; how it hurt and stretched her.

I pulled out and my coworker took my place, fucking her.  I went over to the woman with the b/f and she giggled nervously.  I sat next to her, looked into her eyes, let her nervousness dissipate with some joking around.  She settled down and I kissed her.  She kissed back.

We kissed for 10 minutes or so and I started caressing her, which she was open to.  I grabbed her and pulled her onto me as she straddled me and grinded on me through her panties under her dress.  She was wet, I could tell.  She kept saying that she shouldn’t.  I told her to tell me to stop if she was uncomfortable.  She said she was ok where she was.  We grinded a little more and I asked her if she was wet (obviously).  She said maybe.

We kissed and I starting pulling her thong aside.  She kept saying, “I don’t know.”  I asked her what she didn’t know and she just repeated the same thing.  I told her she could stop me, but again she just said, “I don’t know.”

The head of my cock pressed against her pussy lips and she kept saying, “I don’t know...”  She knew.  She slowly let herself slide down on me as I stretched her tight pussy with my big cock.  She was so wet it didn’t take much to prime her and get into her as far as I could go.  I bottomed out in her depths and her pussy strangled my cock.  I told her she should let go since she already cheated.  She let go.

She is a dirty talker and I love it.

We’re meeting up again tonight.  Hopefully it’s just as good.

Coworker Escape

I recently met a coworker on a business trip.  It was actually just her and I working a deal and we were staying a few nights together.  She is married, but the trip gave us a get-away together.  It’s great to have a love nest to get away.  It’s better to be able to not have to deal with the anxiety of being on a schedule when cheating.  Cheating while traveling is the best.  She’s in her late-20s and no kids.  Easy for getting away and not worrying about anything domestic or having to call home and check up on things.

When we met up it was mid-morning and we didn’t waste much time.  The greeting hug went to a kiss, which turned passionate very quickly.  The foreplay and wandering hands went on until she pulled herself away to use the bathroom.  She came back out in an iridescent outfit that was part sexy clothes that may fit in at a rave and part lingerie.  It was skin tight on her petite frame and she danced for me, sexy heels and all.  She straddled me and the foreplay with wandering hands continued.  There was no penetration, but the building tension was so hot.  You know the quick, sharp, shallow breaths you have when you’re excited or turned on?  You feel that on your ears and neck and you just feed that energy right back at the other person.  It was intense with interlaced dirty talk.

Our first session started with so much foreplay that we lost time.  By the time I ripped out the crotch of her outfit, my cock had been hard for a long time, begging to fuck her, which her wetness reciprocated the feeling.  It was slow at first, but the fucking picked up the pace.  I would change up speeds to slow things down just to be still with my cock in her as I massaged her back, ran my fingers through her hair, or gently let my hands just explore her.  I edged multiple times, slowing down for the hopes of a bigger orgasm, knowing my pre-cum was seeping into her pussy.  It was a very gentle, but sometimes rough experience.  When I finally came, it was an amazing load and release after edging for so long.  After we both came, we just laid there and enjoyed the silence.  We eventually went to take a shower and fucked her in there as well.

From there we got some work done, we fucked again after dinner and chilled.  The next day we went to the meeting with our client and took them out to dinner.  After our client excused themselves, we went back to the room to play some more.

Boston Trip

Recently I had a work trip to Boston for a week.  I only had business out there for two days, but I stayed an extra day.  There is a sexy Tumblr friend that I met in person a few months ago, from New Hampshire, and she met me in Boston for the duration of my stay.  She is very married (is ok with me posting this as long as it is anonymous) and told her husband that she had training in Boston for the week and it was easier for her to stay there instead of driving in each day.  She obviously didn’t have training for work and took some of the days off to enjoy her time away from husband and two kids.

She met up with me later in the day on the first night and attacked each other in the room.  During our time together, she played dress-up for me and wore a few, various dresses and new lingerie that she picked out while I was at meetings.  It worked to get us hot and bothered for her to send me sexy pictures of herself while I was busy.  She even wore a jeweled buttplug and one night I spent some time working my cock into her ass for the first time.  It was a very sexy time that required patience, but I thoroughly enjoyed the experience.  She was gorgeous and amazingly tight on me, especially as she came when her ass squeezed my cock.  The dirty talk took over and was amazing as she begged me to cum in her ass, which I did.

Overall, it was a great time and a good mini-vacation for my friend from her familial duties.  It was great how the week was so hot, it spilled over into our sexting to one another and planning another trip out there.  Her husband missed her and she fucked him the night she went home, despite feeling sore, but she wouldn’t let him cum in her, because she still wanted to feel owned by me.  To this day, it still makes my cock hard thinking about how he had no clue that his wife’s pussy was used and claimed with loads of my cum.

Great time and great friend.  I love to travel and meet new people!  I can’t wait to go back to Boston!

Neighbor again

I fucked my cheating neighbor again last night.  I came back from a work trip in the afternoon and she came over after work under the premise of “working out.”  She had to park in my garage so nobody would see her car in my driveway.  I love the sneaking around.

Anyway, she has been sexing me, wanting more.  I ordered a sexy cop costume for her and she wore it for me.  We didn’t have a ton of time, but we made it count and made plans to get together this weekend as well.

It’s natural, isn’t it?  There is a reason we are primal animals that are drawn to the wild and the risk.

Cheaters from online

I met up with a woman that I’ve been talking to, for some time, on a cheater website.  Normally meeting online cheaters is a mixed bag and oftentimes worse than meeting single people.  On top of the element of presenting them at their absolute best, there is a lot of fear/excitement about cheating, which can cause people to act different than they normally would.

Thankfully this friend was cool and it’s a testament to taking my time when I meet a cheater from a cheating website.  I’ve jumped straight into talking and meeting before and it’s turned into a huge waste of time.  It’s all about taking the time to filter someone.  If they can’t keep a conversation going, they can keep looking.  If they are too excited to meet, you DEFINITELY want to keep looking.  A lot of guys say that you need to get the number as soon as possible and don’t go down the rat-hole of an ongoing conversation, but that’s not for me.  If you’re just looking to get laid, sure, that works, but I filter lovers.

Anyway, again, my new friend was cool and pretty much like how she was during our online interactions.  Lots of flirting and since we got to know each other, there was already an established level of comfort there.  We had lunch and the flirting game was so good, we made out by my car.  I told her she should call in sick for the rest of the day and she agreed, following me back to my place.  She asked me how many other cheating women I brought back to my place, like I had with her.  I told her that there were plenty and that I wasn’t ashamed of my vice.  She asked me if I was going to show her why I was so popular.

Once inside, we made out and she went down on me, sucking my cock and stroking my cock with her wedding-ring on.  I stopped her, we kissed, and the talk got extremely dirty from there.  I picked her up and carried her up to my bed and put her down.  She spread her legs, her skirt exposing her pussy without panties, I slid the head of my cock up and down her wet pussy lips.  Her eyes lost focus and she kept telling me, with a deep heavy breath to fuck her.  I slowly slid in and teased her until giving her my full thrust minutes later.  Her audible gasp made me even harder, if that was possible.  I asked her how many other men she cheated with,  I was her fifth.  I asked her how often she cheats and she admitted to fucking another regular on a weekly basis and she last fucked him two days prior.  Hot.

We exchanged stories between heavy breaths, sometimes taking a rest as she would just sit on my lap, grinding on me.  She liked knowing that I fuck my friend’s wife.  Her first time cheating was after a party with her friend’s husband.

We had a great time and agreed that we’ll probably meet up again for lunch, but maybe skip directly to dessert.

Trophy wives on vacation.  He goes golfing because she has zero interest in it, and she stays behind to have fun.

I have gone to a great number of President’s Club trips with my sales organization.  During those times, especially when I took more risks of fucking coworkers, I fucked women whose husbands just wanted to go golf or drink too much.  Most of which I fucked in the past and they would reach out to party when they had a window of time.

One guy brought his sister along.  She didn’t know anyone and he wasn’t always around to hang out with.  She was super shy, but not shy about showing her body off at the pool or low-cut dresses.  We hit things off, but it wasn’t until the second night that I fucked her.  Her brother was super protective about her, but still left her alone after she was less anxious about being around a sea of strangers.  He had now idea the number of times I fucked his sister on that trip.  She is in Seattle and to this day I still meet up with her when I’m in town from time to time.

Is it wrong to keep trophies? I like to review and revisit pictures of conquests.

I’ll take, “Things her cuck has to come to terms with,” Alex.