One Of The Best Nights Of Sex Ever - My Threesome

I have a Fuck-it List.  And on that list is a three-some.  What is really was, was I wanted to sexplore being with a woman, BUT if I didn't like it I wanted a man there to take over.  Well thought out, well planned and in the bed, well played.

I can't remember a time in my life that I was nervous.  This was it. I knew what I wanted, I wanted to have an orgasm, I wanted to perform oral sex on 'her', I wanted to give her an orgasm, I wanted it to be very erotic, and if I had a choice I would like her to have big breasts.

David was quite attractive, he asked me out, I asked the usual questions.... are you a sexual deviant? .... do you make your own money? ... do you drive and actually own car?.... what is your living situation?.... STOP! he was living with his wife.  I started to walk away and he said.."I'm asking you out to go to our home and meet my wife... I got the sense you wanted to explore something". This man was not only attractive he was clever as well.  "Why yes, in fact I do want to sexplore something".  I needed to prepare, I needed to shave my legs and ...... I told him to get his wife to call me later.  His wife did call, we had a great chat an decided to meet at my place on the weekend.

I had to prepare, fresh sheets, one more pillow, clean the place, make some food, buy some wine, maybe bake some of 'those cookies'.... and consult a friend of mine who had been in this situation many times.  "They sound like they do this all the time, so they will take the lead and basically Jane, if anything passes in front of your mouth.... either lick it or suck it".  Great advice.

I started with some wine.  Then more wine, and.... a little bit more to ease my nerves.  'Ding dong'...they're here.  David looked good, she looked great with gorgeous breasts!   We sat down and got to know each other. David asked a number of times if it was time to go to the bedroom.. OMG! men never change!  She and I laughed and told him to calm down.  She and I got to know each other... laughed about the fact that we each needed to shave our legs before we met...David was bored... we didn't care.   I served a little snack and cocktails.  At some point she leaned over and kissed me, that was the starting gun, it was time to retire to the bedroom.  David had his clothes off before we left the couch.  I got up from the couch and stumbled... oh shit, waaaay too much wine.  I needed to water to now to counteract the alcohol in my bloodstream. more water, maybe a little more. 

Amanda and I took our time in the bedroom,  slowly undressing each other, talking and kissing, David was stroking himself.  He was not going to be able to make it if he didn't slow down. We allowed David to join us now, he started with a deep kiss to me, then a kiss with Amanda.

It was like a well trained orchestra and David was the conductor.  I was well stocked with dildos, rope, blind-folds, anal beads, lubrication, vibrators, massage oil and so on and so on.   He moved effortlessly between Amanda and I kissing, stroking, pinching nipples, we were in a perfect human triangle.  His lips on my pussy, my lips on her pussy, her lips on his cock. We were changing positions based on David's arousal, Amanda was slowly him down.  He was finally allowed to enter me and he was beautiful...perfectly shaped cock, great length and girth for me and he hit my G-spot dead on.  Amanda was kissing me and sucking my nipples.  David turned me over doggy-style and Amanda was her back while I went between her legs.  This all made so much sense, doggy is one of my favourite positions and now I had something to do while I was facing the sheets.. there was a gorgeous woman there.  I was being pleased and I made sure I pleased her.  We kissed and suckled each others breasts.  I came in squirting bliss.  David was so aroused, Amanda doesn't squirt.  He nearly came inside me.  He pulled out quickly to make sure he finished in Amanda, that is 'their' rule. He entered Amanda and I continued kissing her until they both came together.

It was a perfect night.  We all stayed in bed for the rest of the night, we moved around each other all night, once in a while one of us would fall asleep and the other two would play.  The morning came too quickly.  We said our sleepy good byes' at the door.  I smiled constantly for a week.  I finally had had my three-some and had no idea why I waited so long.  We saw each other often.  Amanda went away for the summer and our 3some fun just sort of  faded away.  I didn't want to be with David alone.. not sure how he felt about that, but that was the truth.   My fuck-it list was coming along really well.  NEXT!

~Jane, big smile while I remember that nite.

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A flashback Story...

flashback 2008

I had been single for exactly a month at this point.... I was totally set up now, I had my own place, where no one came without an invitation, no one dropped in, there was a buzzer that had to be buzzed and answered for the main door to open.... I didn't open it often.  I wanted my privacy and my own time to walk around naked, without my kids running out of the room screaming, without neighbours closing their drapes and my ex husband thinking naked automatically meant sex.  I think I could be a nudist/naturalist if I looked better in the bright unforgiving sunlight.   I love to be naked, in the shower .. obviously, in the pool, hot tub, lake or ocean.. I think any type of clothing really drags down my speed dog paddling time when I tying to get back to the dock or shore is something underneath the water has touched me.......eeeeeeeeeeeeek.    So quite naturally the nudism moves through the the whole apartment, the shower is really close to the bedroom, where I need to get my clothes, then sometimes in the journey from the shower to the bedroom I get thirsty, so I go to the kitchen, then I end up making a sandwich or something.... then I do what I have never done with my children..... I eat in front of the tv... omg! so all of a sudden you have a single naked woman eating a tuna sandwich, having a glass of wine and watching tv.....naked... IF someone just dropped in.... it would look odd to them but only because they don't understand the process it took me to get there.

I was enjoying my new single life tremendously, my business was doing well, my online dating profiles were trolling even when I wasn't online, my bottom drawer of my file cabinet in my office had its fill of multi-coloured, multi-sized condoms, as does my night side table in my bedroom and the end table in my living room. :)   I had officially broken my 27 yr dating slump and had had my first date...horrible as it was.  So I started making a list of rules to live by that I would share with anyone who wanted to listen to them...

Rule number 1: don’t meet for the first time over dinner.
Rule number 2: look for a back door for a quick exit.
Rule number 3: develop a strategy to change the subject quickly.
Rule number 4: if in their picture they are smiling with a closed mouth:  they have bad teeth!
Rule number 5 repeated: Trust no one.
Rule number 6: never waste time talking online with anyone without a picture, we try as women to be kind and nurturing and non-judgemental but you know what? I'm tired of spending my precious pre-dating time talking to someone I've never seen then finally they send a pic and you cringe because there is no way you are attracted to that person.... then you feel awful when you have to say good bye, they know it was because they sent the pic and you don't like the 'look' of them.. that is so mean.  So #6 is picture first then chat... blah, blah, blah...shallow, yes, but there is no sense meeting someone that you are not attracted to, it doesn't make any sense to me, correct me if I'm wrong.

My next date was this crazy guy from Turkey living in Toronto. I say crazy that in the kindest, sweetest sense.  We had talked online for a few weeks,  there was a slight language barrier but it made it fun and he couldn’t wait to meet, so he drove out to see me.  Try giving directions to a Turkish fellow from Istanbul living in Toronto with family and have him drive out to the country at night. I was very clear on how to get to me, he heard something completely different.  I was going to work until he got into my office, I didn't ever meet people in my home until I had seen them a few times.  It was a Friday nite, everyone had gone home for the weekend, I was working away at my desk.. the call was expected... "Hello is this Jane"... yes I said... "Hello this is Alex from Toronto, I am very lost and it is very dark where I am... do you know where I am"?.......  lol "well not exactly Alex, there is a lot of dark places around here, my guess is you've driven too far north, turn around and drive until you see something, then I can tell you where are"...."ok, Jane, but can you stay on the phone with me, I've never been this far from Toronto before"... "yes Alex I'll stay on the phone"..... I talked to him all the way back south to my office, he drove into the parking lot, closed his door, locked it, checked that it was locked, then checked again that it was locked.  This fellow was terrified of me being an axe murderer, then me stealing his car.   But, damn he was so adorable in person, taller than I expected, longish dark curly hair and just the right amount of a beard stubble to be sexy.  Oh and .... he works out.  I am such a sucker for a man with a great body.

 He was so relieved to see me, he walked straight up to me, "hello Jane"... put his arms around me and hugged me and hugged me and hugged me.  He slowly leaned down to kiss me, we kisssed out there for about 1/2 hour.  I led him back into my lair and locked the door behind him.

Very quickly we realized a) we were both very horny and b) we were very attracted to each other.  He peeled my clothes off so quickly I looked around to see if there were judges there to give him points for technique and speed.   We found that A went into B perfectly and it felt so damn good, the receptionists desk was a perfect height.  I quickly, but smartly cleared away some files that would be opened again on Monday, no sense in making a mess that I would have to pay someone to clean up, I was horny but I was stupid... not yet anyway.  We fell in a naked heap onto the floor to gather our thoughts and find a bottle or two of water.  We chatted for about 30 minutes or so about what he was doing here in Canada and what he hoped to accomplish while he was here.  He wanted to see my office or moreover he wanted to see my desk.  :) My desk was much better for what we wanted to do, it had less paperwork on it. I had never been so intimately aware of the grain of the wood as when my face was an 1" from it.  Alex was  a great lover, he knew what he wanted and he took it.  I am a pretty dominant woman so it was nice to have someone else lead the games for once.  My hips were like handlebars to  him, he steered my ass in whatever direction he wanted with each thrust.  My favourite was the 1,2,3 count with just the tip of his c*ck inside of me, then drive it deeply inside.  Each deep thrust took my breath away.  Every once in a while he would slow down, lean over cup my breasts and kiss me.  He was a very passionate lover.

Now that we were completely naked we didn't get dressed again.  More water, some music, some more getting to know each other, then it was my turn to play with him, he was leaning up against my office wall... I am so glad I picked that paint colour, a naked olive skinned man leaning on it looked very nice.  I was laying on the floor beside him.  I rolled over and crawled up between his legs, his c*ck started to twitch as the blood flow was rushing in again.  My hair was shoulder length and when I bent over to kiss his thighs my hair tickled him as I moved up. By the time I reached my destination he was ready and waiting for me.  I leaned over and licked his balls, then trailed my tongue up the shaft of his penis just barely touching the frenulum. I left a hot wet trail around the head of his penis.  Licking up and down but never committing to any direction.  He was starting to squirm, I always love that point when I know what I am doing is making my partner aroused, it arouses me at the same time.  I  made my way back down to his balls and pulled them slowly into my mouth and tugged on them.  I dropped them into my hand and cupped them to keep them warm and aroused.  I was able to pay more attention to his c*ck now.  Licking, tickling with the tip of my tongue on the tip of his penis, wetting it just enough that if I decided to slide him into my mouth there wouldn't be any friction.  I decided to do just that.  His quick intake of breath told me he had been anticipating this very act.  He flexed all of his muscles to get as deeply inside my mouth as he could.  Did I mention how much I love oral sex.  Honestly I can make my tongue do things my vagina just can't do.  Now Alex was using my hair to steer my head the speed and direction he was craving... good he will be willing to let me push him around on the next round.  I teased and held back as long as I could he had leaned over and grabbed my hips and pulled me over top of him in the classic 69 position.  This date was going really well.  We both came at the same time, he a little louder this time around.  When he caught his breath... in his broken language.... "if there is a God, HER name is JANE".... yes finally someone recognized I was a Goddess.  We didn't leave my office for another 5 or 6 hours, forget our plans to go out for drinks, we had straight to rip each others clothes off.

At around 7am he asked if he could have a little nap in my office chair, he had to go to work for 9.  Of course he could sleep, I was done with him.  I was exhausted but very satisfied.  I sat at my desk and started to write about my new life as a single woman dating.  This was my second date and it had done really well.  No drama just good ole fashioned fun.  I woke him up at 8 am and walked him to his car, said good bye, handed him a map on how to get back home and if I never saw him again I would ok, the nite itself was a good start to the rest of my life.  About an hour later my receptionist/ girlfriend called and asked how the date went... I told her she should bring in some cleaning supplies  on Monday to clean her desk. :)

~Jane   love the sexploring the world!

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Single and Playing well with others :)

 


I was definitely starting  the next phase of my life.

I went to Shoppers Drug Mart and walked confidently down the condom aisle........ and kept right on walking down the aisle and around the corner.  I stopped a few aisles over and looked through some magazines.  My god, I am a single woman now!  I AM STRONG,  hear me roar.."ROAR" I marched right back down that aisle.  I stopped and was so goddam confused, since when is there more than 3 choices?   Christ on a stick, was I supposed to Google this whole thing first?   I knew my first choice was going to be a bright pretty box that touted ‘For Her Pleasure”, well that made perfect sense to me.  I bought 4 boxes in different colours.  Then I saw ‘small, medium, large and extra large’, really? who ever buys small?  I bought everything from medium up, hoping of course to have to refill the extra large box first. :) That aisle was pretty exciting, lubes, gels, heating, vibrating, some come with ‘thumb vibrators’, gotta get a few of those. The choices went on and on. I was feeling pretty 'cocky'.   My purchases were in my basket, I waltzed right up to that checkout, plopped every package down and smiled, she smiled, I smiled again, she was uncomfortable, the line up was building, I giggled nervously ‘ bachelorette  party’, she nodded her head knowingly, so did everyone in the line.  Apparently young women do this all the time.  I will have to work on this part.  I took them to my office and filed them.  Don’t ask me why, seemed like the most logical step at the time.  As it turns out they will come in very handy in the next little while, filed away under condoms, in my bottom drawer. *note to self, tell my girlfriend; if I die suddenly, throw my phone out, throw my laptop out and empty my bottom drawer.


After exploring a few options like leaving town and going out to bars, leaving town and going to ‘event’s, and finally leaving town to just maybe hopefully meet people I’ve never met before anywhere!  The only thing I learned was I had to leave town.  I hated that.  I love where I live, I am expected by some to stay here, where I live, my friends, my family, my clients, my eye doctor, doctor-doctor, dentist, they all love me.... I couldn’t leave.  I was spending more time away than here.  The choice was clear, get on the internet, write a few ridiculous paragraphs about myself, crop out my husband from my pictures and meet unknown axe murders.  Yup! That was the way to go!  I had a mission.   So began my mission to ‘sexplore’.  I forgot to mention, I wanted to have sex, and lots of it, with him, her, them, us, you guys over there.  I just wanted to do things I hadn’t done before.   So the online profile was started; long walks on the beach? No I actually hate the beach.  Candlelit dinners?  Not so much, must love animals? again no. I was reading other women’s profiles to get a ‘feel’ for what it was all about, none of them rang true for me. So I wrote something a little different.  I was honest, not too verbose but very succinct. 

“ so... I'm looking for that elusive "something", a great sexual compatibility....there are never any expectations... you never know where it's going to come from, generally speaking it starts with mutual attraction, so you must have a pic...( i won't talk to you unless you have a pic )  be willing to actually meet, do the cursory chemistry check, and whatever happens, happens, i don't want to marry you, most times I'm not even gonna care if you talk.

if it's great it will last....We'll have lots of fun, if it's not , it won't, no harm, no foul, and we move on. easy, no drama, neither one of us having to flee in the middle of the nite....

first date? how quaint, lets meet for a drink and do the chemistry check, you’re coming to me and you’re buying”
 Well, let the games begin.  I was pretty sure what I wanted and what I didn’t want.  These online sites all ask for a profile picture, that’s only fair. How on earth would you ever know if you were attracted to someone unless you see their pic first.  I added one, then I added some more, I didn't’ want to play any silly games of having a 15 year old pic, I took new ones and added them.  I am a BBW ( big beautiful woman) and I wasn’t hiding it.  I was an overweight woman, who was 47 years old, had 3 grown children, lived in a tiny, tiny apartment, in a really small town...and I wouldn’t change a thing.  I am what I am, and I love it!  My body has been through a lot, but it’s my temple and there were/are many men who worship here. 

 I put my profile up on a few sites.  Then I walk away.  I don’t search anyone, I don’t message anyone, I don’t go back on until I need to answer a message from someone.  My next victim was just around the corner.  We talked online for days, it’s was so much fun talking to people I would never otherwise have met.  We talked, we flirted, we emailed.  You get that little excitement in your tummy when you see mail from that male.   He was beginning to sound too good to be true and my 47 years of life have taught me to double check.  He was married, he was 27, and he had no plans to actually ever meet he just liked what he considered the ‘dirty talk’ so he could masturbate to it.  I blasted him from here to kingdom come!  What a waste of time.  On the other hand I learned more lessons and added to my rule book.  Rule number 5;  (you will read rule numbers 1-4 further on) some men are sneaky, I know, I know, women are too, blah, blah, blah.  But overall men are more so, they want sex and lots of it with no questions asked.  So in the future have a few conversations with him, lull him into a false sense of security, gently tell him you are interested in a 3some, ask if he is attached and could we all meet.  You will be amazed how many men will say, a) I am married but my wife would never..... b) I am exclusive to one woman, she would never....c) I'm attached and yes she would be interest.... and finally....d) nope no partner we will have to find one.  Date “D”.  Walk away from the liars, they will make you and someone else’s life miserable.  If a guy were reading this he would defend man-kind and say woman-kind were just as bad, perhaps we are but I'm not trying to date a woman.

 So I have penned in my first date.  I don't 'pencil' in a date, if they can't made a solid plan with me I'm not interested.

 My first date!  How exciting, I’ve not dated in years, what do I wear? AGH!!!!!!  Pants? Dress?  Flat shoes, high shoes, perfume? body spray? Do I take condoms? NO!!!  I decided to be myself, wear pants, a great bra, and nice blouse with semi high shoes.  My ‘date’ was a 6’8” biker type guy.  Dirty jeans, dirtier shoes that his feet didn’t fit into, sitting at a table too small for him, nursing a beer, looking sad and crazy at the same time.  He does not look like his picture. That’s when I learned rule number 1, do not meet anyone for the first time for dinner.  Looking back on it, I don't recall saying I would meet him for dinner.  I had said drink.....  I would become a pro later on, but these earlier days were ridiculously silly and a huge waste of my time.  My only thought was how do I gracefully leave?  I can’t, I’m stuck.  He had ordered a beer for me, didn’t ask me what I wanted just ordered everything for me.  Before I was finished my beer the appetizer arrived, I don’t like too much seafood and this was the seafood I don’t like.  I would be graceful under most circumstances but I am not putting anything in my mouth I don’t like, that too would change later but now I’m sticking to it. 

The dinner conversation was dismal.  He is bankrupt, he lives in a room, in a house owned by someone else, he can’t work, he is fighting with his ex, he doesn’t get to see his 6 yr old son; did I mention my kids were grown up?  The dinner arrived...which I hadn't even ordered...egads, a very ungraceful burger piled about 6 inches high.  How the hell or why would you eat something so big and awkward on a first date, this meal is for a 4th or 5th date, when you don’t mind dripping mustard down your chin onto the front of you shirt and you might even be able to pull off looking cute and silly doing it.  I couldn’t imagine it getting any worse.  It did.  He said he liked me.  Really?  I’ve not spoken yet. Maybe he likes the quiet type.  I’m not the quiet type.  I am however the type with manners and I didn’t want to interrupt him while he was spilling his guts about his horrible life.

Wow, what a catch he would be.  I would make all the money, babysit the child while he went to meet his ex to fight over everything it seems.   I discovered it would get worse.  He said women dated him because he was so tall and had such big feet...wink, wink, nudge, nudge!  He reflected back and says he wants to date for reasons other than that.   I just chewed on my hamburger, hoping for mustard to fall down my shirt or choke so I could leave.  I don’t know how but it got worse still.  He had been diagnosed with prostate cancer, he said if I fell in love with him I would have to nurse him until he got better.  At that point  I literally looked around the pub to see if my friends were hiding somewhere or I was on hidden camera.  It was over the top unbelievable.  I couldn’t stop laughing.  I laughed and laughed and laughed.  I got up, thanked him for coming to meet me and wished him luck in his search.  Date number one, done, off the list, on to bigger...well maybe not bigger....but it had to get better.

~Jane... learning to run and run fast!

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ah summer time romance... always the hottest!

Summer of my 16th year,  cut off jeans, tube tops, flip flops oh my.  My father has learned he can't keep me out of his site, so he decides to drop off his family for a summer of camping.  He leaves all of our us including our aunts and uncles and cousins near the woods, by a lake with a beach and planned parties every weekend... REALLY?  One of the best summers of my life. Let me start out by saying I don't like camping, never have, never will.  Nature is beautiful of course, but the whole being cold and damp when I'm sleeping is not my thing. But in this particular summer my dad had bought a huge airforce bus that had been converted into a mobile home..alright! that's better! (plus it had an emergency door that I could leave open a crack and no one knew whether I was in or out. Perfect!
 My dad and 3 brothers always had a way with anything with 2 or 4 wheels so I never stopped moving...lol A tall blonde girl driving around all day/night on dirt bike = Fun! Why would my father place me in a camp owned by a couple with 4 boys, aged 12-20... thanks Dad.

I spent everyday sunning and swimming, playing baseball and dirt biking and every night partying with the boys.  It didn't take long before one of them became my boyfriend and what a boyfriend he was.. He was actually a little 'vanilla' for me and I didn't know what vanilla was at the time but my spirits were somewhat dampened. I had so much freedom, I could have been having sex all day all night and no one would have known... except my boyfriend was so straight. He was studying for school, he was in university and had a 'hard year' coming up....'whatever!' and needed to keep his nose in his books half the time.  If it wasn't for his great body, his beautifully experienced penis and hands and lips, and a great head of brown floppy curly hair I would have dumped him :) Were my priorities mixed up...I think not.  He was also a huge romantic, he would make a picnic for dinner, get his horse saddled up, come and pick me up and we would slowly ride over to the top of this huge hill/mountain, set out our picnic and watch the sun go down.  Then make love/ have sex under the stars. It was pretty awesome when I think back on it. The only evidence that gave me away was poison oak on my ass and back....dammit! The doctor knew how I would have gotten it but he said nothing to my mom. :)

The summer was coming to an sad end, the last weekend at the camp was a huge party, everyone attended. Food, drink, dance, games, swimming, music, it had all of the components for a great evening, cute boy with curly hair and stealthily  took off...not so quietly as I had hoped someone told someone who told my dad I was gone.   We wanted to say good bye, we were going to continue to see each other in the fall, I was in high school he was in his second yr of university.  We went to an abandoned house with a group of people our age.  This is when I discovered I didn't want to have much to do with drugs.. my grown up brain said "You don't know these people & right now they don't know themselves".... I watched the party as it happened around me, I found my curly haired boyfriend 'letting down his hair' like I had not seen him do yet.  He was cute, he was sexy, he was funny.  This was going to be his lucky night for sure. :)  When it was time to leave we took his horse back to the stable, we started making out in the barn, lots of long wet kisses, lots of foreplay, I could not wait for him to pull my shirt up over my head, so I stripped for him, shirt came off, I slowly unfastened my jeans and slid them down over my tanned legs, kicked off my flip flops, bra and panties were the last to go, bra first, you know those scenes in the movies where the sexy woman reaches behind her and undoes the bra and her heavy breasts fall out.... that was me, except my breasts were that heavy, they were very full and perky however, apparently a trait he found terribly erotic.  I felt like a million bucks, I was in my element, I had him in the palm of my hand...literally, he was throbbing and his eyes were half closed.... when I was pulled away and he was punched in the face by my dad.  God dammit Dad! My dad threw my clothes at me, I was a little more grown up this time and told my Dad to leave.  He did, he actually did.  Curly haired boy was mortified. "Don't worry" I said, he won't tell anyone this time.  We spent our time getting dressed, the mood was gone of course but it was time to get back.  I knew the silent treatment would work on my dad, and I didn't talk to him that night or the whole next day.  My dad was apologizing by the 2nd day.  We sat and had a long talk about how he had to stop following me around now at 16 almost 17, he was almost always going to see me in a position he didn't want to picture his little girl. I promised him I was safe, I was not going to get pregnant, he looked relieved.  It was a great talk.

I saw curly haired boy until Christmas of that year, the first time he came to pick me up, he was terrified my father was going to be there, I said "Cut your hair" he will never recognize you.  He did and he didn't.  It was a 'nice' relationship but I was already looking for something a little less vanilla and a little more 'rocky road'.

~Jane...
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