Insecurities?

It was in the morning, she asked if I could come pick her up. When I got there, she said I had to come in for a coffee. It was the start of something amazing.

The best text messages I've ever received from her, for real :

1. I'll finally stay at his place for the night, don't wait for me, go to sleep

2. I would like to go to this party, but without you

3. His cock was longer. Thicker too

4. When I wanted to leave he became hard again, so we did it one more time

5. I gave him a blowjob and he liked it very much so I let him cum in my mouth

Tell me if you like it, tell me if you want more, tell me what kind of text you like to get from her in the comments

Yes, what they said. Couldn’t say it any better myself!

My wife and I had an incredibly interesting conversation last night, one that made me feel a little bit relieved actually. Which, in itself, surprised me. Yet another surprise in what has, so far, been a year full of them.

We have just returned from a little getaway, I took her to one of our favourite places for a few days, it is interstate, we had some quality time all to ourselves. As part of the treat she had a sensual massage, with a new masseur. She really liked him, she even said she finds him pretty sexy. She said the massage was heavenly, she did end up naked and he did rub her clit to give her a really nice orgasm. I think that is super sexy, as was her description of some of the stretching, the positions he had her legs in especially. My wife, legs wide open, totally naked with another guy’s hands all over her. It gives me chills. He had a hard-on too, she said she felt it against her hand, through his jeans. She gently rubbed it a little, as he gave her the orgasm. But, she didn’t have sex with him, she didn’t suck him and she didn’t even undo his jeans to take him properly in her hand.

I must admit, I expected it would either be a totally innocent deep tissue massage or an all out thing, where she ended up having sex with him. Given some of her pre-massage texts with him, about sensual options, and with her New Year’s resolution, I guess I really expected it would have been the latter. It almost didn’t make sense that she didn’t actually have sex with him, I wondered if he just didn’t do that with his clients but she said no, she was pretty sure they would have if she’d turned it that way.

Her resolution, to have a slutty year, probably goes down as the first of several surprises for the year, so far, and that is on top of the enormous surprises of the last few months of last year. It took my wife a very long time to dip her toes into the extramarital fun and games, in fact nothing lime it ever happening was something I had come to terms with. So, even though she has now had sex with a few new guys, the whole slutty thing really didn’t feel like it was her and, hence, it was quite a surprise.

I think one day I’ll post something here about how my fantasies evolved, how I went from saying I would have to be there, knowing everything that went on, then the shift to where I am now. I much prefer her being in control, I love the games she plays, messing with my head (and intense hard-ons), telling me snippets, teasing me until I feel like I’m about to burst. Then, when the moment is right, I sometimes get to hear it all (or as has been the case with one of the guys, join in on the fun).

There’s another deeper fantasy that has evolved, one I have shared with her. I am sure it is triggered by the gut flipping, exquisite and intense rush of jealousy I get every time I see or hear about her with one of her guy friends. There’s this thing, almost in the back of my mind, where I feel like I would love her to have a secret affair. Maybe it comes from before she did dip her toe in, it was almost something I hoped for, something I literally dreamed about.

Anyway, now she knows about it and we joked about making a bit of a game sometime. One where she starts something with a guy and deliberately leaves clues or hints, little things maybe, just to see how long it takes me to cotton on. Ha, I told her I could have some real fun with it if she started, imagine if I picked up on it but didn’t say anything, pretending I didn’t know while she pretended nothing was happening, continuing to leave her subtle little hints, thinking I had missed them.

That will probably not happen (now) but I did learn that my naughty little minx had something just like it planned and, on top of that, she had sort of flipped the game backwards on me. She did the opposite, she made me think more was going on than there actually was. I would have sworn on a stack of bibles that she’d had sex with five other guys in the month of January alone. She most certainly, and very deliberately, led me to believe that was the case, playing her own little game with my emotions and sexual arousal!

Her confessions, about tricking me, came after I asked her some more about that latest massage. I try not to push, I know she’ll tell me things in due course but I couldn’t really understand why it didn’t go further, given her resolution and all. Her answer, said with quite a few giggles shouldn’t have actually surprised me, it was very true to what she has said for a long time. She said he really is quite sexy, she really liked him but she would need to see him more, to make a connection, before she could have sex with him. That connection thing has always been key for her, something she said would make picking a guy up in a bar, or meeting gone from a dating site, almost impossible. She had built it with T, over several years. With G, he is a rare one, like me apparently. She had actually met him once before, and liked him (ok, she thought he was very sexy) plus T talks about him a lot. She didn’t need much more. She felt that connection with him really quickly, and she very soon had her hands full (literally) as she had her first ever threesome, with the two of them.

Now, back to the tricks. I thought she had sex with someone else G knows two days into the new year. She did have yet another threesome with G and T that very evening, but I was convinced this new guy had gotten lucky earlier in the day. I was certain she had told me she had sex with him. I asked her about the connection with him, how that happened so quickly. She laughed, a lot, and said she never even came close to having sex with him, she said she teased me a little bit, I jumped to a conclusion and she played along with it. The conversation went something like this, with lots of laughter mixed in.

“But you said he had a really fat cock and you had never felt one that thick before?”

She replied, I must admit she had stitched me up nicely. “Yes babe, I did. G was teasing me about him. He said he saw him checking me out several times and told me that maybe I should try get the poor guy to bed one day. G was the one who told me he has a really fat dick. I have never seen it and it would be true, if his is fatter than G’s, then I certainly haven’t ever felt one that thick.”

I had to concede, it was clearly one to L, I knew she was right. However, I had another question, or statement.

“But, you went skinny dipping with him, you must have seen it?”

“No sweetheart. I said he was in the pool when I got back to G’s house, nobody ever said he was naked. You asked if I went in the pool and I said yes. Well, I kinda did, I actually just sat on the edge with my legs in the water. You asked what I wore in the pool and I said well, I didn’t take a swimsuit with me did I? It’s not my fault you assumed that meant I went in naked is it? I tricked you my poor baby, and you fell for it.”

I made my last attempt to expose her as a lying, naughty girl. “You said he came really quickly.”

“Yeah, that was a tricky part. I think I actually said he wasn’t a stayer and he went home soon after. He did, he got out of the pool and left soon after.”

I told her I was pretty sure she said something about him cumming quickly, she admits she was having so much fun teasing me that she might have said something along those lines. Anyway, she most certainly won that round, she got me good there!

“He’s not the only one I might have tricked you about,” she said. She went away with G for a couples of nights recently, I was definitely under the impression that she’d had a threesome with him and another mate of his on the Saturday. This time I figured it out much sooner. In reality, she had only said his mate came over, that she liked him and they’d had a lot of fun. Again, she happily let me assume that meant so much more and I, blissfully unaware and totally aroused, thought she’d fill me in on the sordid details in her own good time.

But, I did realise there was something else. She had definitely said they might catch up again, I asked her about that and she said yes, they are going to. She was thinking she might have even have been able to make it a bit of a secret, play that game where she left little little hints. Darn it, I wrecked that one. Anyway, he does know the situation including that she and G have sex and they did exchange numbers. She even showed me some flirty texts they have sent to each other, they have talked about going on a date and she does think there’s a decent chance of a connection and more happening sometime.

Then there’s her regular massage guy, the one she has been seeing for months. She told me they started having sex two visits ago, was that a trick too I wondered. She took my cheeks in her hands, smooshed my face and looked close into my eyes.

“No babe, I actually did tell you I have been having sex with him and I have. But I have known him for many months now, I guess I made my connection. Just so you can be very clear on this, I have had lots of orgasms with him, I have had his dick in my mouth and my pussy and he has cum inside me twice.”

I agreed that it was clear, she certainly left no doubts there!

The last bit of the conversation was about that “slutty” resolution. She is absolutely right, she asked if I really thought she wasn’t actually being that way. She has had sex with three guys, she has an idea she might go on a date with another and just had a total stranger’s hands all over her naked body. On top of that, she has dirty talked a lot, and has told me all sorts of things about her real adventures. She is completely right, it has been a very slutty start to the year, just not as slutty as I believed for a while.

Yeah, I am actually happy about these revelations, it would be fair to say I’m a little relieved. I thought it was all so unlike her but now I see it is far less so than I thought. She has stayed true to herself, well, for the “connection needed” bit at least!

Well played my love, you really got me there. Hook, line and sinker.

PS the conversations aren’t word for word of course, just my recollection on how they went.

I have admitted it, I totally do/

The truth about her day with J

Following on from my earlier, embellished post about Louise’s first and only (so far) visit to J’s place, I feel like telling a bit about her description of how it really went. I deliberately made him out to be a bit of a BDSM master, or at least I tried to do that. It was even how he talked himself up a few times, in texts and on the phone before they did actually meet up. Funnily enough, she said he is actually quite shy, he did try though and it sounds like there was bit of bluff and bravado even on the day. She also said it was quite clumsy at times but she thought it was “really cute.”

All in all, it sounds like it has actually helped her like him quite a lot. I get that too, if he was totally confident, perhaps even a bit arrogant, then he’d be far less likely to be someone she is attracted to.

I won’t mention his profession but he is loaded, his house really is amazing (apparently) and they really did sit out the back, by the pool, with a bottle of her favourite wine. He didn’t give her a foot massage then (it came later) but he did, nervously, start to try his bondage master thing. He did take her inside in the way I said but he didn’t tie her up. The massage, with the hot oil, was real. It was done in his bedroom and, apparently, it was really, really good. After that, he put a collar and a lead on her and he led her with that to the “dungeon” he had tried to set up in another bedroom. They did play with a couple of whips and a paddle, she said it was fun and he did actually do a good job of giving her backside a good stinging, something she has always liked.

They did have sex then too. Lou said that is certainly one thing he did not exaggerate about, he felt really good and he knew what he was doing. Big pluses for his bedroom skills by the sounds of things.

She stayed for a few hours more after that too, they skinny dipped and then she got foot massage, out by the pool, wearing just a towel she had wrapped around her after the swim. That is something I find extremely erotic, more on that later. They also spent a bit more time in his bedroom, no more whips or paddles, just some hot sex.

I’m changing topics now, just slightly. I suppose nothing about Louise should really surprise me now, maybe I’m just slow on the uptake but the opposite still seems to be case. A really big surprise is how she is actually becoming quite a bit of an exhibitionist. That’s probably not quite the truest way to describe it but, as is the case with her sexual inhibitions, her misgivings about showing a bit of flesh are falling right away. It has usually been in response to a little dare from me, rather than her initiating something, but the big change has been how often and how carefree she is being about it.

She is now wearing a cheeky bikini bottom to the beach, she even took it off in the car park to change into a pair of a shorts, right in front of an older guy. We were at the nude beach a few weeks ago, we had a guy set up his towel quite close to us (as happens sometimes). Half jokingly, I whispered that she should open her legs for him, she did it without hesitation and laid there like that, giving him a really good look, for at least ten minutes. Recently, she stood outside and chatted with a guy from a round the corner, wearing nothing but a little and quite see through cover up.

Then, back to J and the latest big surprise. He has a group of mates who have a bit of a poker school going, they usually play once a month. Most of them are older and married but, sometimes, when it’s one of the single guys’ turn to host they add a “hostess” to the mix. They basically hire a lingerie waitress to bring them drinks, deal some cards and, occasionally, sit on some knees for luck. For a few extra dollars, the ladies usually end up naked too. Louise has been intrigued by this, ever since J first mentioned his card nights. She even asked me if I have ever done something like it (I have, it sounds exactly the same as something I went to a long time ago now). Of course, just because it’s her and she can be very nosey, she wanted to know all about the girls. What do they look like, what do they wear to begin with, do they have the guys hands on them all night long, do they do sexual stuff too, and so on? By the way, J said “a little bit” and “no, never” to the last of those two questions.

Both of us wonder if he was bull shitting her, baiting her, but he also said they had a more mature hostess come over one night. He reckons she is the best they’ve ever had, more real and much more fun to have around. He straight out asked Louise if she was interested, I guess he figured she was asking all the questions for a reason. She told him absolutely no, not a hope. But that was at first, a while ago. Now she is seriously thinking about doing it, I can tell she wants to but she is also scared shitless, mostly by the thought of being too old and the guys not liking what they see.

When she was at his house, they talked about it again, “hypothetically” of course. He asked her what I would think of it. In her special way, she told him I’d probably want to be there to see it. Of course, she is totally right.

He told her I’d be welcome to come, all the guys bring a mate along every now and then. We wouldn’t let on that the hostess is my wife of course. There’s one big problem, buy in usually $1000, chicken feed to these guys I guess but way fucking more than I’ve ever gambled. Plus, would she really want me there, watching a bunch of guys (most of them old) struggling to keep their hands to themselves? She says yes but I think not.

I wouldn’t believe it was even remotely real if it wasn’t on her list.

I saw this and copied all the questions to send to my wife, asking her if she would answer as many as she felt like. She must have been awake for a while last night and here are some answers she sent back to me (my added comments are in brackets). As always, I learnt something new, or am going to learn something new perhaps (I don’t have any recollection about a policeman’s Harley).

5. You already know the answer to this one. (She gave a guy from her high school a very quick blowjob - he came nearly instantly - when she was 16. She says she got off to a bit of a slow start by the way, compared to her best friend at least).

6. As above. (She first had sex with her first serious boyfriend on her 17th birthday, she was shit scared she would get pregnant!).

7. Having my back massaged.

8. Smelly guys, bad body odour.

9. Rub my back, and my ass.

10. I guess it was the time I sat on the policeman’s Harley.

11. You know this. My back, my butt, my feet.

12. I told you at the beach (I will write about it).

13. I didn’t know it until I tried it but yes, I do like having two hard dicks, you were right all along. Our foursome was fun too, maybe I should try again and tell you all about it?

14. I like it when you send me the dick of the day pics (something I do when I’m away with work and will do more of after our talks). I don’t mind it when guys send them to me either. I don’t want to send nudes of myself though, you know why (she is terrified of them getting out and/or being recognised).

16. Swallow but I do like the look on your face when you’re watching and I let some cum run out of my mouth.

17. No preference. Foreskins are fun to play with though.

18. With you, a bit of both. With Tom, sensual. With Grant definitely rough.

22. I love teasing you if that counts.

23. Until Grant, I would have said I don’t want anything bigger than you babe. Now, I can’t imagine liking bigger than him.

26. Girls - boobs, closely followed by nice butts. Guys - always arms.

27. I still owe you this one don’t I? (Louise had sex on a beach, during the day, with her first real boyfriend. She had sex in a car, in a very high risk place, with her ex before me).

32. Apart from having sex with other guys and telling my husband all about it?

34. See question 12.

35. See question 12.

36. Huh? (She needs some more education, LOL).

38. Maybe, see question 12.

39. You know I do, especially on my neck and my nipples.

43. Three. I will leave the next 5 questions to your imagination except to say I do. (Sigh, more tease).

49. Yes.

50. Giving.

51. Sucking someone’s dick at the same time.

52. I try my best don’t I?

62. Yes.

63. Love (naughty girl, she does too).

64. You tell me (so good that I still wonder if she didn’t practice a lot before she met me).

65. Sometimes.

66. (She didn’t answer but she is always fully shaved).

67. I like you trimmed. I like it when Tom is fully waxed.

68. You still hold the record babe (13).

78. I believe I do (more teasing).

Sexual Questions.

Feel free to ask I'll answer any

1. First kiss?

2. First time masturbating?

3. First sex toy?

4. First kink tried?

5. First time doing oral?

6. First time having sex?


-Turn Ons

7. Biggest turn on?

8. Biggest turn off?

9. Quickest way to get horny?

10. Weirdest thing that ever turned you on?

11. Top 3 places to be touched?

12. Ultimate fantasy?

13. Do you like the idea of a three or moresome?

14. Do you send nudes? Do you like receiving them?


-Preferences

15. Sex or masturbation?

16. Spit or swallow?

17. Cut or uncut dicks?

18. Rough or sensual sex?

19. Oldest person you’d sleep with?

20. Loud or quiet partners?

21. How much foreplay do you like?

22. How much teasing do you like?

23. What is too big for you to take?

24. Do you do hookups or only sleep with a partner?

25. How much kissing do you like during sex?

26. What’s the most attractive part of the body?


-Location

27. Would you have sex in public?

28. Last place you had sex?

29. Where would you most like to have sex?

30. Do you like spontaneous sex, or do you need to be in the mood?

31. Could you go through with a hookup at a strangers house?


-Kinks

32. What’s your biggest kink?

33. Are you okay with name calling in bed?

34. Would you do any BDSM?

35. Do you prefer to tie somebody up or be tied up?

36. Do you like orgasm denial/forced orgasm?

37. Do you like overstimulation?

38. Do you like having pain involved?

39. Do you like biting/being bitten?

40. Have you ever been made to/made somebody beg for it?

41. Do you have any strange or extreme kinks?

42. Have any roleplaying preferences?


-Masturbation

43. Do you own sex toys? How many?

44. What do you masturbate to?

45. How often do you masturbate?

46. How often do you use sex toys to masturbate?

47. Do you masturbate with penetration?

48. Do you go for multiple rounds or settle at one or no orgasms?


-Oral

49. Do you enjoy giving oral?

50. Do you prefer giving or receiving oral?

51. What makes you orgasm the fastest when receiving oral?

53. Can you deepthroat?


54. Do you like playing with your clit? If so how do you prefer to do it?

55. What’s your breast size?

56. How often do you go braless?

57. Do you finger yourself?

58. How familiar are you with your g-spot?

59. Do you squirt?


-Sex

60. How often do you do unprotected sex?

61. How loud are you in bed?

62. Do you enjoy having nipples played with?

63. Do you like/dislike cum?

64. How good are you at dirty talk?

65. Do you get sleepy after an orgasm?


66. Do you trim, shave or leave pubic hair untouched?

67. How do you prefer partners pubic hair?

68. How many orgasms can you have in a day?

69. How many other people know your bra size?

70. What do you wear to bed?

71. Any funny sex stories?

72. What food if any would you use during sex?

73. Would you give somebody a sex toy as a gift?

74. What’s the weirdest porn you’ve ever seen?

75. Do you often get horny in public?

76. Ever used something that isn’t made for sex in the bedroom?

77. Have you ever walked in on somebody or been walked in on?

78. Do you have any friends you’d sleep with?

Big fight again last night, followed by loads of dirty talking during some hot sex. I am so confused, such conflicting emotions.

In my home city, oh to have been lucky enough to be there 😂

Talking Part 3.

Let me see, where was I!!?? That’s right, we had finished talking about blowjobs, for the time being at least, and got back to candidates for her “body count.”

The third guy was pretty interesting, I had completely forgotten about him. Louise works in a hospital (not as a nurse, not as a doctor) and there’s a paramedic guy that she almost got to know a few years ago. I say almost because it was when we were trying to see if anyone interesting would come up via an adult dating thing. There was actually three guys that she messaged and emailed a few times, with the paramedic being one of them. When she told him she worked at a hospital, he told her what his profession was. He was also totally not shy, apart from telling her exactly what he would like to do to her he sent plenty of photos. There was quite a few dick pics but also plenty that showed all of him, including his face. Whilst Louise did send him a few photos, they were all quite anonymous in comparison. So it meant she knows what he looks like and then, one day, she actually did see him at the hospital.

Then, at the beach the other day, she told me she still sees him from time to time and she had wondered if she could ever have the courage to approach him, tell him who she is. I think she is right on something else she said, given how many women he may have talked to on the dating site, and given how long ago it was, he may not even remember her. Plus, we have no idea of his relationship status these days, for all we know he could be married with a young child! So, he was an interesting thought but it is extremely unlikely that she will ever even talk to him let alone take things many steps further. I’ll call him a less than 1% chance.

The final one is the most interesting of all. There is a guy that we met through friends in a dog training club we used to take our pup to a while back. To me, this guy was always the perfect choice and Louise did do some very flirty texting with him one night. I wouldn’t say it got overly explicit but it got very hot, so hot that they started talking about who would out do the other and he sent photos of some ropes, a whip and one of those ball gag things. He swore they were actually his and not something he had copied from the internet somewhere. He got a copy of her sexiest bikini photo and, in return, he sent her a photo of an impressively sized, erect penis which, again, he swore was all his.

On top of the obvious interest, he is a sworn bachelor and, also, is a fairly prominent member of the local legal community. I thought he was the perfect choice, handsome guy, clearly interested, big dick and, I reckon, someone who would be totally discrete about things. That latter factor was especially important then, when we were exploring things and wondering if anything would ever actually happen. It was also just on twelve months before Louise took the leap and gave Tom the first blowjob, she just wasn’t ready to do anything back then. So, much to my disappointment she chickened out, she told him she was sorry for leading him on and that she just couldn’t do it to her husband (she hadn’t said anything about it being with my blessing). He did say she should let him know if she ever changed her mind!

Maybe now that has happened, she may have changed her mind. There is still some hesitancy due to him being friends with friends of ours but she did say she might just send him a message to say hello some time soon. There’s one more factor at play here too, something in favour of her getting in touch with him, I’ll touch on it soon. Right now, I think there’s about an 80% likelihood something will happen (tempted to say I’m really sure of it but I’d hate to jinx things!).

We had a bit of a funny ending to that part of the conversation actually. I said to her, just to reiterate from previous conversations, that it was always just a fun dare and that her “body count” totally does not matter, especially not in comparison to keeping things exciting between the two of us. She playfully teased me about chickening out, telling me I was being a weeny and it was too late to stop her now. In all seriousness, we both know it is just part of our game, she might not ever get past her current tally, she might add the ten, there could even be more. Who knows and, apart from having fun with it, who really cares!

There was more that we talked about, much more, I think of it there might have to be a part 4. I especially need to write something about her fantasies, one that didn’t surprise me still, it was all brand new for her to talk about it.

My last bit for now though, is about a question she asked of me, what has been my favourite thing so far. It is so hard to choose, especially when considering the emotional side (the excitement, the teasing, the turmoil, the whole exquisite jealousy) against the physical side (things I been part of, things I have watched, our time together after she has been with another guy and so on. In the end we agreed we would both think about it and make a mental list of a few things to talk about at another time. She wanted to know one right then though.

I said that some of the emotional stuff would be hard to beat and I would definitely include a description of one of those times in my list. To answer her question though, there and then and for something of a physical nature, I chose the time I stood in Grant’s pool, watching her take turns at sucking Tom and Grant’s dicks as they sat side by side on the pool edge. I have thought about it more since, maybe that’s not number one after all?