What have been your best sexual moments/experiences/discoveries?

The very 1st time i had a mmf and helped my OH give our friend a BJ.

5 Likes

Happened around a year ago. After over 15 years together my wife unexpectedly experienced her first ever vaginal orgasm whilst I was on top. After a bit of practice we worked out how to make it happen on a regular basis. When sheā€™s getting close we modify the position so her legs are in more of a closed position with my legs directly on top of hers. A bit of dirty talk and/or nipple stimulation is also included at same time to help send her over the edge.

Definitely worth the effort and preparation as the intensity and duration of the orgasm is on another level. Related discovery, Iā€™ve been able to ā€˜trainā€™ myself to keep going until sheā€™s finished - real exercise in self discipline!

4 Likes

This is the million dollar question! Iā€™m waiting to find out with baited breath and a note pad :grin:

3 Likes

For me the ā€˜trainingā€™ has involved a lot of edging, teasing and orgasm denial as part of our male chastity relationship.

I am regularly stimulated by hand, stroker or by machine but rarely allowed to come so on those occasions when she does demand PIV sex I can last as long as she needs to come as many times as she wants.

A secondary benefit is that I can also come on command on those rare occasions when she allows me to orgasm.

1 Like

I think of non sexy things to avoid finishing too early - team meetings, spreadsheets! Though not for too long otherwise Iā€™ll go soft :laughing: Normally the first few seconds of her orgasm are the most difficult for restraining myself, as thatā€™s when sheā€™s the loudest, but it gets a bit easier later.

With a ex partner, I was naked and tied to the back of one of the chairs from the dinner table while she stripped down to a pair or sandals, masturbated for ages on the sofa in front of me talking extremely dirty about her fantasies using her fave dildo, then gave me a very teasing blowjob with lots of licking my shaft and sucking my balls too. When I came it was messy, some in her mouth and on her face and some dripped down over her boobs. After I came she carried on sucking for a bit then got up off of her knees and gave me a really passionate kiss, which was the first time I had a cummy kiss.
I still regularly think about it to this day.

Another very fond memory was with a much older lady who I was seeing. We had a fantastic shag in the spare room in her house on a sofa bed, which was set up as the sofa still, in the middle of the day with the curtains and window open. I donā€™t think it was possible people could see us (maybe they could :thinking:) but I remember her riding me with her big tits in my face before she laid back with her legs spread and me pounding away with my left leg on the floor giving plenty of leverage to pound hard until I came inside herā€¦ remember her playing with her pussy as the cum dripped out.

Good old days. :smile:

5 Likes

With a friend of mineā€¦ A friend I shouldnā€™t be shagging!! But it happens right!! That kind of sex that the tension builds and builds till you give in to itā€¦ that kind of sex that makes you cum like never beforeā€¦

1 Like

Oh, there have been so many special experiences. Just pulling one out of the mental hat gives me the memory of solo sex in a hammock. Gorgeous, sunny day with a gentle warm breeze. Pulled our kayaks up on the beach and I pitched a hammock for both my partner and me. I lay naked in the hammock and used a finger vibrator to pleasure myself, along with a hot fantasy. I had a big, gushing orgasm, then I went for a swim.

5 Likes

The biggest revelation for me was the depth and complexity of chastity play. Itā€™s a literal rabbit-hole of discovery if you lose your feet on that path!

1 Like

Recently started enjoying my wife giving me oral whilst she was playing with dildo - seriously hot as she got really into it the closer she got to coming and she had quite an intense orgasm.

Would really like to have her give me oral whilst Iā€™m being stimulated by butt plug - have hinted at that before and I think sheā€™s up for trying.

4 Likes

If you donā€™t already have one, get one with a remote that she can use to control vibrations. My wife loves controlling it when itā€™s in me. Have thought of getting one that thrusts too, actually.

3 Likes

Sexual moments - sorry, I canā€™t think of any.

Experiences - nearly all of these were from solo play

Revelation/discovery - I am very kinky and would like to explore areas like bondage and Ponygirl play.

1 Like

Another one that stands out is when we discovered weā€™re into watersports, was an unexpectedly a super big turn on for both of us. We both like to give and receive.

2 Likes

I would say Iā€™ve had quite a few, but a couple stand out.

My first girlfriend in high school for one, she was the first girl I had sex withā€¦although she had a couple of boyfriends before me. She was very pretty, petite at only 5ā€™ tall and had the wholesome girl next door look. I was very hairy at a young age and it was always something I was self conscious of, but never thought about manscaping. She was always perfectly shaved, no hair at all most of the time which I found I really enjoyed. She finally made the subtle comment that if I would shave a bit down below, giving me oral would be much more enjoyable for her. Needless to say, next time in the shower I hacked away with a razor, shaving everything off down below to match herā€¦even shaving as much of my back, butt balls and crack. She loved it the next time she went down on me, even commenting on how nice it was I did my butt too and gave me my first rim job, and with some encouragement even used her vibe on me too. I was definitely on the manscaping train for life after that.

Another that pops into mind was a girlfriend I dated about 8 years ago. She was very identical, petite and blonde too. She loved the fact that I took care of myself down below, and at this point I had graduated to getting it all waxed. She too was a very kinky girl and loved ass play, both giving and receiving and loved to give me rim jobs too and also liked using her vibes on me. One day out of the blue as we were getting up, and I was about to put my underwear on she stopped meā€¦and asked if I would wear a pair of hers all day and handed me a pair of her VS thongs. Of course I was turned on immediately as I put them on, and finally confessed to her I preferred to wear womanā€™s thongs anyways. She giggled and said I know, can we throw yours out and go shopping for some together? Of course I said yes, as I got dressed for work. We flirted throughout the day while we were both at work and by the time we both got home we barely made it in the door before we were making out and having sex. We got dressed back up, went out to dinner and went shoppingā€¦she picked out quite a few pairs of new thong panties for me, and and a couple of skirts too. When trying them on in the dressing room we were both turned on again and went for round 2. She loved playing what she called dress up, and it was during one of these sessions she did all my makeup, had me try a dress on of hers, over a thong teddy with a snap crotch. She had more surprises pulling out a wig, a bra and some calf high boots for me to wear she had purchased for me. She then brought up the subject of pegging. At the time, I didnā€™t know what that was, but she confessed how hot she thought it would be to try that with me. She showed me a couple of pornos with pegging and I was on board to try it since the vibrators she used on me felt great, so we decided to go to the local adult toy shop that afternoon (after we had sex of course because of the porn turning us both on). She pulled out an enema bag and a butt plug and said I should shower up, but leave my makeup on. She had done her research about prep so I hopped used the enema a couple of times and hopped in the shower. I put on the same lingerie dress and boots and she helped me put the butt plug in, saying how it will help me relax for what we were going to do later. Needless to say, I was pretty hesitant to go out fully dressed, but she was great with makeup and made me look in the mirror and I was actually passable and she even stuffed my bra so I had the appearance of boobs too. We get to the sex shop, and it was kind of overwhelming, but one of the ladies working there was awesome and when we told her what we were up to she said thatā€™s awesome and recommended the harness she had, so we went with that. I picked out a smaller 6" dildo, as well as a vibrating 8"ā€¦and she had found a 12" that looked massive to me and I said Iā€™m not sure I can handle all of that. The SA that was helping us laughed and said, youā€™d be surprisedā€¦just take it slow and work up to it and use plenty of lube. I just said ok, we paid for all of our new kinky toys and headed home. When we got home, she was funny about it, pulling out the three dildos and lining them up on the night stand from smallest to largest and said weā€™re going to order dinner in tonight which made me laugh. She pulled her skirt and blouse off, and was wearing a new set of lingerie, a lace thong panty, with matching bra and garter and looked sexy as hellā€¦and it made me laugh too saying ā€œYouā€™ve been planning this for a while havenā€™t you?ā€. She laughed and said yes and I asked her as I helped her adjust the harnessā€¦what if I had said no? She giggled and said how she was pretty sure I wouldnā€™t, as we both struggled with getting the smaller 6" dildo seated in her harness. Once we had the dildo situated, she stepped back a bitā€¦moved her hips left and right and up and down making the dildo flip around a little bitā€¦giggling as she did so and saying so this is what it feels like. I laughed and said, yaā€¦imagine waking up with that every morning, and how we could sword fight at dawn. We both laughed and I think being a bit lighthearted and joking helped me to relaxā€¦especially seeing the 12" monster on the night stand.

She pulled out the lube and as she was doing that I pulled my dress up and pulled out the butt plug, we had decided to try doggy style first, so I got on all fours on the bed. She squirted out some more lube putting it on my ass, and also fingering some of it inside me. This is where it got a little bit awkward, but only because of our size difference since Iā€™m 6ā€™-3"ā€¦I ended up having to splay my legs out to the side a bit to drop my butt down and she could then get on her knees to enter me. Thankfully she had the idea of using the butt plug before hand, because she was able to slowly and gently slide the 6" into me straight awayā€¦making me groan and she asked if I was ok. Hell ya I said, so she slowly started stroking in and out of me, adding a bit more lube as she did. It felt greatā€¦not only for me, but for her too. She said the harness was hitting her just right and the pressure from the base of the dildo was perfectly on her clit, but that the view was helping too. She kept stroking away for another minute or two until I stopped her and pulled myself off, saying okā€¦lets size up, grabbing the 8". I helped her swap that onto her harness and said ok, lets try it with you laying downā€¦so she laid on her back, looking sexy as hell in her lingerie, and the 8"ā€¦playing around with the controller figuring out the vibrations. I grabbed some more lube and stroked it on, and added a bit more to my butt too. I turned to face away, straddled her and squatted down, using her legs for support as she helped guide the tip in as it slowly popped into my assā€¦causing me to moan. This one was a bit more girthy, so I slid slowly all the way down it and she liked the pressure as she moaned when I reached the bottom. I rested for a few seconds with it all the way in me and as she turned the vibrations on I grinded on her a bit, cause her to moan loudly. I asked if she was ok and she said hell yes! saying I love the view of your ass stretching around it as I slid back up. She added some more lube and I slowly slid up and down it and built up my tempo, she was moaning and I was too. The vibrations felt amazing, and I was able to get some added pressure on my prostate too at this angle, so I was rock hard. I started to go faster and a bit harder too, slamming into her hips on my downward stroke making a lovely little clap sound. I was about to ask if she was ok, but she said donā€™t stopā€¦and I didnā€™t want too. I had one hand on her leg for a bit of support at this point, and slid my other between her legs to finger her and this sent her over the edge. She started her orgasms, but then started squirting all over my hand tooā€¦which started to send me over the edge. At this point I only managed three more pounding strokes, slamming into her and stopping with me all the way down as I came like never beforeā€¦hitting the wall opposite the bed. I had to rest for a bit, but finally pulled myself off of her and we snuggled up a bit. Unknown to me since I was concentrating so hard on riding her cock she had pulled her phone out and recorded itā€¦so we watched our recent experience as we recovered a bit. I was definitely spent for a bit, but thatā€™s one of the nice things about peggingā€¦you can keep going anytime (use lots of lube). So I laid on my back, putting a pillow under my butt to raise it up. I was still extra sensitive, so she slid back into me and we made out a bit as she slid in and out. As she built up her tempo I was still recovering at this point, but told her I wanted to see how she liked to do it. I grabbed her phone and started filming, and playing with the vibration settings. It still felt amazing to me even though I wasnā€™t hard, watching her slowly start to pound harder and harder and faster and faster into me was such a turn on. She started coming againā€¦and started to stroke my cock which woke him back up. She kept going after her orgasm, slamming into me and it felt so goodā€¦as she stroked me faster and faster. She had a second orgasm, which again sent me over the edge and she knew it. She pulled out, and finished me off with a blowjob and sliding a couple of fingers in my ass in place of the dildoā€¦putting pressure right where it needed to be and milked me dry, swallowed and said holy shit that was a lot of cum. We had to take a break for a bit at that point after some more snuggling, but went downstairs drank a bunch of water, broke out some wine and ordered pizza. Her just wearing her lingerie and her dong, and me pulling my dress back down since I was going to have to answer the door for the pizza person. We ended up breaking in the kitchen counter, a kitchen chair and a few other pieces of furniture that nightā€¦and we also both enjoyed the 12" very much too!

5 Likes

Hi @Alurkingnewbie!
The sight of my wife giving me oral and using fingers or toys at the same time, plus wearing sexy lingerie, blows my head up.
Hasnā€™t happened for a while - thanks for reminding me!
The first time, she had a french maid outfit with fishnets, and I used my fingers in her, whilst she rubbed her clit. Phew
The second time, a babydoll with stockings, her with the womanizer and me with a crystal dildo.
So sexy!!!
Visually such a turn on, and her getting lost in pleasure whilst giving oral is so erotic.
Shame sheā€™s away til Sunday night :frowning:
:heart: :lovehoney_heart: :heart:

6 Likes

@our-adventure-bed, you describe it perfectly, her getting lost in the pleasure, it is a sight to behold. Hope Sunday night comes round quickly for you :grinning:

3 Likes

Same here. Nothing quite beats that first time feeling. Was actually quite surprised how easily the pussy accommodated the extra!

2 Likes

For me I think the best discovery was how enjoyable it is to go down on a woman and let her tell/ show me what she wants. It makes the experience enjoyable for both.

Obviously the first time I gave oral I was very clumsy but over the years I think Iā€™ve developed some finesse. My wife seems happy!

4 Likes

Has to be getting anally and orally fucked and sucked by my OH our bi friend Jen and our trans friend

8 Likes

And the trophy :trophy:goes to @carzy ,
Personally I canā€™t top thatā€‹:clap:

1 Like