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Sex in Public on Road Trip Day 9
September 10, 2008
You’ll never guess what I did at 4 am today…I hopped a fence and went skinny dipping in the hot springs. It was so nice having the whole place to myself. I was sorry ♀ wasn’t there with me, but we’d had a difficult night and besides I’m not sure how we would have explained both of us wandering around outside to the woman at the front desk. I explained what 30 years of night shift does to a person and told her I was walking down to the beach. We decided to spend a second night here so I was able to sleep in a bit. It was nice.
♀ called her dad…and cried…former sister-in-law….and cried…Junior …and cried. It’s understandable, of course. Besides having a child together, he’d been a part of her life since high school. A big part of why she’s upset right now is how this had hurt Junior, but eventually she’ll need to come to terms with her own issues.
We tried making love a couple of times, but she couldn’t find her mojo (hardly surprising) she offered to give me lovin’ (she’s so great), but I told her no. We did get naked and lay on the bed just touching each other for a while. I don’t know if being a sissy has anything to do with it, but I really liked just doing that.
♀ put the butt plug in me and we went for a stroll down to the lake in the late afternoon sunshine. There was no beach to speak of, but we found an old boat launch that was nice and private and took some pictures. When we got back we went for another dip in the hot springs. First we went into the caves, which are quite hot. Right beside them is a very cold ‘stream-fed’ pool. ♀wanted me to go in…at first I refused, but then she said she’d fuck me with the ‘Feeldoe’ so in I jumped. After that we went into the big pool. It’s a little cooler then the caves, but still very nice. We spent most of our time fondling each other and making comments about the women in the pool: cuteness, nice boobs, fat asses, odd tattoos, interesting bathing suits, the dynamics of the couples we saw…the list is endless.
When we got back D called to say we have a done deal on the apartment. Yippee!
I braided her hair and laced her into her corset. She hasn’t worn it for several weeks. The dress she wore to dinner wasn’t fancy, but wow the corset made her look uberhot even in a plain dress. The waiters seemed to be making lots of trips past our table. Unfortunately, we had a waitress and the service was terrible. I think she was jealous.
After dinner we went back into the hot springs. We found a relatively quiet corner in the caves and made out until ♀ got over heated. We went into the big pool and ♀ sat on my lap and teased me. It was all light and playful until I felt a big warm gush. She was peeing on me! I love it when she pisses on me, but for her to do it there…well fuck! It made me really really excited. She could feel how hard my cock was getting so she turned around and asked me if I wanted to fuck her right there in the pool with all the people around. I told her I did, but I thought there would be a lack of lubrication in the water. The pool was still quite crowded and lots of people were sitting on other peoples laps so that didn’t attract attention. The mineral water is murky so nobody could really see what was going on. She kept necking with me and playing with my nipples and fiddling with positions and then holy doodle, I was inside of her. There were people all around us and she just bounced lightly up and down on my cock. It was so freakin’ exciting. After about 10 minutes they announced it was closing time and people needed to get out of the pool. It was pretty clear I wasn’t going to be able to come with that kind of pressure and I was going to need a few minutes to settle down so she got off me and we composed ourselves. Even though neither of us had an orgasm, it was an intensely exciting experience.
When we got back to our room, we had a shower and shaved the various body parts that needed shaving. When we got out she told me to kneel on the bed and she brought out our new flogger. She beat me for about ten minutes; lightly at first, then harder and harder. By the time she stopped, my ass was on fire and my cock was rock hard again. She lay on her back and I entered her easily. Then spread my legs like a good sissy. I bit her lip while we were kissing and she slapped my face. She reminded me that only she is allowed to inflict pain and unless she says otherwise she expects me to kiss like a girl…gently. She told me what a bad boy I was for fucking her in the pool and how I would have been punished and publicly humiliated if I’d been caught. It didn’t take long for me to come.
By this time, ♀had found her mojo and really needed an orgasm. So we continued with the pool fantasy while I fingered her come filled cunt. A strapping young boy had been watching us and knew what was going on. He edged closer to us and when he was sitting right next to us he slipped his hand down into his own bathing suit. I was unaware of his presence, but ♀ locked eyes with him and licked her lips in the most seductive way, encouraging him as she bounced up and down on my cock. When all three of us were very close, the strapping young boy grabbed me by the hips and lowered me onto his lap with ♀ still impaled on my cock. He didn’t enter me, but he grabbed ♀ breasts with his big strong hands, pulled her to him and kissed her like a real man with me sandwiched between them. That one image is what did it for her and she had a long intense orgasm.
Yeah, it was smokin’ hot! But I haven’t forgotten she owes me a <Feeldoe> fuck.
Road Trip Day 1
September 2, 2008
It’s been quite the week. We found out ♀ has happy boobs last Friday. Also on Friday, they did the inspection on the townhouse. Junior’s cat shit on the floor and we had to lower the price $750 towards having the carpet removed. We’re pretty sure they intended on removing them all along and this was their way of getting us to pay half. God love old Europeans…he managed to get the price down to $250 above what they originally offered. Oh well, considering this is the 4th attempt at selling it, we shouldn’t complain.
I was sure we’d found the apartment we were going to put an offer on, but our real estate agent ‘D’ wanted us to look at one more before we decided for certain. So Saturday the plan was we’d look at this last one, then go to the other one and make the offer. As soon as we walked into the one D thought we should see, we knew this was the one for us. I guess that’s why good real estate agents get paid the big bucks. We put the offer in Saturday and Sunday we heard they’d accepted it as is. Sunday was ♀ last shift so we packed up the car and Monday after I got up we met D, signed some more papers and were almost ready to get out of Dodge. Actually before we left we stopped and put a deposit down on a couch and love seat…to go with our new bedroom suite, pots and pans and and and.
Really, I don’t mind. It’s kinda cool buying our very first place together and buying new stuff for it. I’ve been acting like it’s all about her, but I’m excited as well. I guess part of that attitude is wanting to be submissive; making her the supreme authority, but she needs to feel my excitement…she wants it to be our decision…that’s fair.
After all that was done, we headed out. The local border crossings had a 2 hour wait, so we drove out to the Huntingdon/Sumas crossing. I have to say GPS is freakin’ awesome! Punched in Seattle after we crossed the line and off we went. I was surprised at all the boarded up businesses. Times is tough in northern Washington. We stopped at a mall in Burlington and looked at some lingerie. We didn’t find anything different then we’d find at home and the prices weren’t any better either. ♀ wanted me to get a pretty girdle…preferably an open-bottomed, but no such luck. I think we’ll end up having to get them on-line.
She was worried about me being ‘off’. I don’t know why I bother trying to deny it. I haven’t been sleeping very well lately and there’s been a lot going on and a mall probably wasn’t our best choice. I wasn’t miserable, but I guess I wasn’t a cheerful as I could have been. We left the mall and went to ‘Lovers’. That’s the love shop we bought my maids outfit and ‘Feeldoe’ at a few months ago. We looked at some restraints, but nothing really jumped out at us. We’ll be able to attach…things to our new bed so we’ve been talking about that lately. Most of the things we looked at were going to cost over $100 to secure both hands and both feet and we wanted to be sure that what we buy is going to get used. There was a ‘Strap-on’ DVD that looked like fun, but ♀ didn’t seem in the mood so I didn’t push it. However, we found a leather flogger on sale. She made me hold my hands out so she could try it on me. Ouch! Yippee for me!
We stopped at Applebee’s for an early dinner. It was OK, just not very inspiring. After Burlington, we headed to Seattle. I know there are tons of cool things to do there, but we hadn’t researched it at all before we left so we just drove around for a while. We went past the Space Needle then drove down to the pier. It really reminded us of the Westminster Quay. It’s too bad neither of us were hungry because it looked like we could have had some excellent sea food. We stopped for a coffee then decided to push on to Aberdeen. A friend had given us some travel books for Washington and Oregon so we called a couple of places, found a room, entered it into the GPS (have I mentioned how much I like that?) and off we went. I’m glad we drove that part in the dark as the traffic wasn’t bad and I don’t think there was much to see. We arrived about 9:30 at the Olympic Motel. It was very plain, but clean and it comes with a continental breaky. It’s supposed to have wireless internet as well, but that doesn’t seem to work very well. We walked over to the Mazatlan for a late dinner and a cold Mexican beer. The food was tasty and they had women’s Olympic beach volley ball on TV…Brazil vs. USA (I love watching that) so it was all good.
After dinner, we found some soft porn on HBO and had lovin’ for the first time on our holidays. No, I guess that’s not true. We fucked the night before, but ♀ didn’t have a big O. The rule is if one of us orgasms it counts as sex. OK, it was the first time we’d had sex in America. Hmmm, no that’s wrong too. We fucked in Alaska. Well, it was definitely the first time we’d ever had sex in Aberdeen, Washington. It never ceases to amaze me how much we still turn each other on. Seriously, I can’t get enough of her. She licked and sucked my cock, balls and ass. Then she rubbed my cock between her tits. I could have come just from that, but she told me to wait. She mounted me and told me I needed to keep my hands behind my head. I wasn’t allowed to touch her. She spread my legs apart and told me I had to keep them down and apart, but there was just no way. With a huge effort I managed to keep my hands back, but I couldn’t stop from wrapping my legs around her as she fucked me. I could feel her pussy juices and the last of her period running down my balls and onto my ass. Fuck she turns me on. (I hope she’ll use the Feeldoe in the same position sometime this week) Once I was done, we switched position and I fingered her and whispered nasty things into her ear until she had a HUGE big O. She said it was the best she’s had so far… this trip. LOL.
Let’s see…what else needs to be in a travelogue? I had a headache the night before we left, but other then being a little cranky for awhile, I was fine for our first day. ♀ almost done her period, but she’s still been a bit crampy. I hope she has a big shit before we leave. I don’t think a healthy woman should be able to make smells like that. She said she started feeling horny when we crossed the line at about 2pm and we didn’t have sex until almost 11pm. We need to make sure she doesn’t have to wait that long tomorrow.
The weather today was cool and damp; perfect for driving. We’re only about an hour away from the Astoria bridge leading into Oregon and the start of our trip down the coast so I’m hoping it’s warmer tomorrow cuz you know sex on the beach would be kinda sweet.
On Feeling June Cleaverish
August 3, 2008
♀ was asleep when I got home Saturday morning. She’d already left for work when I got up at 1pm, but she left me a note. Hey Bitch; I expect the house to be clean and you to be pretty when I get home @ 6. Love ♀
No kids here this weekend so no fear of getting busted. I pulled on a pair a peach-coloured leggings, the new white bra she bought me last week (It looks like a sports bra, but it’s soft and satiny), my Mary Jane flats and I got busy. I vacuumed and dusted, did the dishes, washed the floors, watered the inside plants and got most of the laundry done (the last load is in the dryer as I’m writing this). I made sure there was a bottle of wine in the fridge and I prepped not one, but two dinners. Chicken souvlaki with pan fried potato’s and cole slaw for Saturday night. Pork tenderloin done in the slow cooker with mashed potato’s for Sunday night. I haven’t decided on the veggies yet.
Once the housework was all done, I had a shower (I used her body wash so I’d smell nice) and shaved my legs and pits. Then I had to decide what to wear. I really don’t know how women do it. Just in case you’re new here…I’m a full-time panty boy. That is to say with the exception of a couple of pairs of silk boxers, all of my under garments are girly. But outer clothes are a different matter. We still have kids at home…I doubt they’d be surprised, but they don’t need to see dad in drag. Also, when I get dressed up, I`m not trying to pass as female. I have facial hair and a shaved head. I know lots of cross-dressers have an entirely separate female persona and when they get dressed `passing`is a big deal, but that`s not me. I`m just a sissy. Don`t get me wrong, I lust after clothes just as much as most women do and I love to go shopping for clothes…and shoes…and lingerie…and bathing suits…and….you get the idea. We just don`t buy many outer clothes for me.
That was a long winded way of saying even though I don`t have a very large wardrobe, I still find it very difficult to decide what to wear when I have the opportunity to get dressed up and I have no idea how women do it.
Eventually I settled on a pretty polka dot dress with built in crinoline, garter and stockings and lacy black panties. I borrowed one of ♀ strapless bras so I could put in both sets of inserts and have really big boobs. I even wore my wig and tried to put on a bit of make-up. (I suck at make-up so I don`t attempt it very often) I finished the look with a pair of black strappy heels.
Was I pretty? Well…I doubt it, but I felt pretty and that`s all that really mattered. Actually, when I was all dolled up and the house was sparkling clean and I was putting the finishing touches on dinner I felt kinda June Cleaverish…if you know what I mean.
I could tell you dinner was fabulous…it is my blog after all, but the truth is dinner wasn`t great. For one thing I used wax paper instead of parchment paper for the pan fries (the boxes look the same) so they were gross. While she was having a glass of wine and I was having a beer we were making out on the couch for awhile. Then she talked to a couple of people on the phone and I started watching the football game and the souvlaki got kinda dried out. So I poured some salsa on them and took out some leftovers and it was all good.
After dinner ♀ had a shower and we tried to decide how the evening should unfold. On the one hand with no kids at home she thought it would be nice if I could be girly all weekend, but on the other hand going to see the strippers might be fun as well (am I the luckiest sissy in the whole world or what!). She was laying naked on the bed while we were discussing these options when she told me she wanted me to dance for her.
I did my best bump and grind routine. (Have you ever tried that? It`s not easy) She did have a few suggestions while I was dancing, but she seemed to enjoy the show. When I only had my panties left on I stood on the bed and straddled her. I swung my hips and slowly lowered myself down to her face, trying hard to keep the rhythm. When I got down close enough she pinched my inner thighs (hard) and grabbed my crotch…actually, she straightened my penis. It was still tucked and was getting uncomfortable. Then I stood back up and turned around and started lowering myself down again. When my ass was close enough, she bit it (hard) then pulled off my panties.
You need to picture the position we were in. My hands were on her ankles and my legs astride her hips. My cock was laying on her pussy and when I rubbed myself against her she could feel it on her clit. My ass was direcly in front of her face. She loves my ass. She`s almost as fond of my ass as I am of her breasts. So she was pretty happy with how we were situated. After a few minutes of her spanking my bum and playing with my balls, she started concentrating on my very horny asshole. She teased me for a while; kissing all around it before she started licking me. She spread me apart and pushed her tongue inside. I started grinding really hard against her. She pulled her tongue out and bit me again. She said she didn`t want me to come yet. She told me to use my fingers on her for awhile until I settled down and then she slipped a finger in me and we were both finger fucking.
I heard the toy drawer open and she said I could rub my cock against her cunt lips again. I knew what was coming, but I couldn`t have imagined what *her new glass toy* would feel like. She`s fucked me with toys before, but they`re silicone and somewhat flexible and I love my *NJOY* butt plug, but it`s short. This was thick and long and hard and holy fuck she had me so turned on. Every couple of minutes she`d pull it out to add more lube and she talked about how my asshole stayed open for her just like a porn star or a whore. Then she`d slam the toy back inside and fuck me even harder. My brain turned to mush. My entire world became the glass in my ass. When I finally shot my load all over the outside of her pussy, it was a huge and powerful orgasm, but it came from inside, not from me rubbing against her. I`m certain I would have come even without any direct stimulation on my cock. It was fucking amazing.
After she removed the toy and I`d come back down to earth, I realized that The Goddess really needed to have a Big O of her own. I took the toy, rinsed it off and hurried back to bed. I started fucking her with it and talking to her like I was another man. An Alpha male. The Alpha male who had just fucked her husband. I told her how tight his ass was and how he`d moaned while I was fucking him. I told her how good it felt being squeezed by him when he came on my cock. I told her I wanted her to come on my cock as well. I told her I wanted to fuck her into submission just like I`d fucked her sissy husband into submission.
She can be vocal when she comes, but holy doodle. She screamed….like from the depths of hell screaming snarling wailing orgasm. Again…fucking amazing.
Cheers,
sss
Here`s a note about last night from ♀: Finally after all this time taking him to see the strippers, he no longer dances like a tight-assed white boy. It really made me hot!!!
Half-Nekkid Chick with a Dick
March 27, 2008
It’s occurred to me that part of <♀ ambivalence towards fucking me with a strap-on> might be a feeling of disconnect while she’s doing it. So a few months ago we bought <a new toy>. I thought perhaps if she could get pleasure while she was doing me she’d be a little a lot more into it. We approached this toy much differently then we did when we bought our first strap-on. We didn’t know I was a sissy yet so the sexual dynamic between us was quite different then it is now. When we first bought the harness and dildo it was to satisfy my desires. Even though we figured out a way <for me to use it on her>, I think we both still thought of it as mine. Now of course ‘mine’ isn’t really part of my vocabulary anymore.
It was probably six months ago when we bought it and it languished in the toy drawer for quite awhile. The first time she took it out, we were both dressed and nothing really sexual was going on. We put the battery in, assessed the vibration and compared it to her other dildos (it’s a lot bigger).
The next time, she just put the bulb in her pussy to see if she could hold it in (she could). Then she turned on the vibrator to see if she could feel it against her clit (she could).
Another time she brought it out and held it against my thigh to try to determine if I’d be able to have the bulb in my ass and fuck her with two cocks. I think it would work, but I don’t know if my sphincter would be strong enough to hold it in place.
A couple of months later (yes months…I’m learning to be obedient and patient) I’d come before she had and she told me to fuck her with the big new toy. She had a very nice orgasm, but said later that she couldn’t feel the vibrator as well with the cock part of the toy as she did with the bulb. After she was done, she let me lick her juices off of it.
One night just after Christmas, she had the bulb inside of her and was enjoying the vibrations on her clit and she told me I could ride her. I lubed her up and eagerly lowered myself onto her big blue cock. It really is well designed. Every time I pushed down on the cock, the ribbed/vibrating crux of the toy pushed harder against her clit.
This past Tuesday was a <playday> and no, it didn’t unfold the way I’d hoped and yes, I got spanked with the hair-brush for being grumpy about it, but we did fuck three times and went for a very nice walk in the sunshine. Anyway just prior to our second trip to the bedroom, ♀ asked if I was empty then suggested I give myself a rinse just to be sure. When I returned I found her spread out on the bed, blue bulb in hand and big blue cock buried to the hilt in her succulent pussy. I sat beside her, stroked her legs with my finger tips, rubbed her tummy, squeezed her breasts, tweaked her nipples, nibbled on her neck, blew softly into her ear and held her tight as the orgasm rippled through her body.
She slid the toy slowly out of her dripping pussy, stood at the side of the bed, inserted the bulb and in a husky voice said, “did you enjoy watching me fuck your wife, bitch?”
“Yes Sir.”
“Do you want to lick her girly goo off my cock?”
I dropped to my knees and was just about to take him in my mouth when…
SLAP! “Did I give you permission to lick my cock?”
“No Sir.”
“You’re not very obedient, are you?”
“I’m very sorry, sir. May I please lick ♀ juices off you’re big thick cock?”
“That’s much better. Yes you may.”
“Thank you, Sir.”
Slowly and in the most seductive way I know how, I licked all the way up the shaft. He moaned and sat on the edge of the bed. I took the head and maybe a third of his cock into my mouth and started bobbing up and down. I stroked the rest of his cock with one hand and played with the vibrator with the other.
He put his hands on my shoulders. “Take it all, bitch.”
I only had about half his length in my mouth when I could feel the tip touching the gag point at the back of my throat. “I’m sorry Sir. I really don’t think I can take anymore, your cock is just to big.”
SMACK! “I want a proper blow-job, bitch. If you won’t give me one, you can get the fuck out of this bedroom.”
I tried again and this time he put his hands on the back of my head. He let me go down at my own pace, but was firm enough that I couldn’t retreat. It took some effort, but eventually his cock was down my throat and my lips were against his crotch.
He let me up some. “That was so fucking hot. You’ll make a sweet little cock sucker.” Then he grabbed my head with both hands and shoved me back down onto his cock. Then up. Then back down. Over and over he used my throat like a Fleshlight. It seemed like a long time, but was probably only about ten seconds and when he finally stopped my face was wet with tears. I hadn’t really been crying, but my eyes had watered a lot. It was pretty intense.
“Oh, I made the little sissy boy cry.” He stood up and told me to bend over the bed. I watched him in the <mirrors> get into position behind me. It wasn’t until I felt him pushing against my tight little asshole with that big thick cock that I realized one of us had forgotten something very important.
“Excuse me Sir, don’t you think you should use some lube?”
“Do you deserve lube?” And he pushed a little harder against my ass.
“Probably not Sir, but it might be more enjoyable for you and without, it might be quite some time before you can fuck me again.”
He laughed at that, gave my ass a play-full slap and told me I could get the lube and give him a hand job. I squeezed an ample amount into my hands and started stroking him. I played with his little pee-hole, I tried doing the ‘corkscrew’ like we’d seen on a sex show a couple of weeks ago, I cupped his balls, I reached underneath and pushed a finger against his asshole.
TWIST!
“Did I say you could do that?”
“I’m sorry Sir, I thought you’d enjoy it.”
He kept twisting my nipple. “You are not here to think. You are here to be my fuck toy. Is that understood?”
“Yes Sir.”
“Good. Now bend over the bed again.”
I gasped when the head of his dick popped into me for the first time, but I reached around and spread my cheeks so he’d know I wanted more. He slid slowly and steadily inside of me. Maybe…no definitely quicker then I’d expected. My ass was on fire, but I didn’t pull away.
When his thighs were pressed against me he let out a moan. “Fuck, your ass is nice and tight.” He grabbed my hips and slowly started to fuck me. Tentatively at first (I guess squeezing that bulb and thrusting takes some practice), but after a few minutes he had a very nice rhythm going. I was thoroughly enjoying myself; ass stuffed with the biggest toy I’d ever had, happily rubbing myself against the sheets when…
SPANK! I think he used the hairbrush. “Did I give you permission to give yourself pleasure, bitch?”
“No Sir.”
“I’ll need to keep an eye on you. Get on your back.”
He placed two pillows under my hips so I was laying back almost on my shoulders. I spread my legs and he entered me easily the second time. I love this position (we use it quite often even with out toys). It feels even more submissive then being taken from behind. I love wrapping my legs around him. I love the way he kisses me like I’m the girl; strong and forceful, his tongue pushing into my mouth. I love sucking on it like it was another cock. But more then anything I love his big beautiful breasts…
SMACK! Shit, I forgot. They’re just so damn inviting…I couldn’t keep my hands off of them.
“I want you to ride me now, bitch.” (practice those kegels, love).
He lay on his back and I climbed on board. I’d lift myself up so only the head of his dick was inside of me then slam down against him. Then I’d rock back and forth grinding hard against him.
“Fuck I love your tight little ass. I think lots of other men would love it too. ♀ & I were thinking we should dress you up and pimp you out. What do you think of that idea bitch? You could be our street-walking whore and I’d stay home and fuck your wife.”
“I thought I wasn’t allowed to think.”
PINCH! “Are you being a smart-ass, bitch?”
It felt like he was going to twist my nipple right off. “No Sir. Sorry Sir. I would love to be your whore.”
“That’s much better bitch.”
He started playing with my breasts and finally started stroking my cock and when he described how he was going to train me to be their whore, I came and came and came some more. He jerked my cock relentlessly. Stream after stream sprayed onto his chest and belly. It really was one of the most intense orgasms I have ever had.
When I was done and climbed off it looked like ‘he’ had cum all over himself. I was hoping to capture that in the picture, but it didn’t really show up.
Oh well, I hope you enjoyed reading about our play-day.
♀ & sss
Playday Wish List
March 16, 2008
We seem to have a heck of a time planning specific sexual activities or ’scenes’. We start off with the best of intentions, but once things start to heat up all that planning evaporates and unscripted passion takes over. That’s not necessarily a bad thing. In fact it’s almost always a very enjoyable thing. It’s just that even though what did happen was really great, I still crave the activity we had planned.
Here’s an example: ♀ was going to fuck me with a strap-on after I finished pampering her on Saturday night. I enjoy being penetrated by, well, pretty much anything, but especially by ♀ wearing a strap-on. This is <not one of her favourite activities> however, so it doesn’t happen all that often. I try to be a good sissy. I know my sexual pleasures are subject to her approval and I’m fine with that, but I still have those desires.
The evenings festivities ended not with her cock buried deep inside my ass, but with me straddling her chest; my balls on her breasts, my cock down her throat, with one hand she was playing with her clit and with her other hand she was tugging on the handle of my <NJoy butt plug>. She came like that! She had a huge orgasm while giving me a blow job!!! How fucking cool is that?! Yeah, I came too and she swallowed it all except for a little that dribbled down her chin and that’s sexy as hell, but holy doodle a woman having an orgasm while giving head isn’t something that’s ever happened to me before.
She asked if I was disappointed about not getting fucked in the bum. Ah, no. I still want her to bend me over, but what did happen will be near the top of the sexual hi-light reel in my head, like forever.
xoxoxoxo
Easter and springbreak don’t usually coincide so this week will be a little odd. I’ll be super busy at work (I’m already dreaming about hot-cross buns…argh), ♀ will be off school, but will be working extra hours, Mini will be with his mom all week and Junior will be working.
We’ve been planning on having a ‘playday’ for awhile now and it looks like Tuesday or Thursday will be the day. She suggested I give her a list of things I’d like to have happen during the day and she’d ‘take them under advisment’. Neither of us are naive enough to believe the day will unfold like we’d planned, but here are some ideas:
-I’d like to get all tarted up…sexy lingerie, pretty dress, boobs, wig, make-up…
-I don’t think toilet paper should touch her pussy for the whole day, just my tongue.
-She could ‘force’ me to do some chore I don’t usually do; the litter-boxes or bathrooms or steam-clean the downstairs carpets. A real spanking would be in order if I tried to refuse.
-She could pimp out my sissy services to another woman. Invite a friend over and I’d serve tea and give them pedicures, nothing overtly sexual. Unless…*wink*
-I’d like to see how many orgasms she could have in one day.
-I’d like to lick her juices off of her ‘cock’ after she’s come.
-I’d like her to fuck my ass numerous times over several hours, but deny me any direct genital stimulation. I’m curious to find out if I can orgasm from penetration alone. If I am able to, she should continue with the anal assaults. The thought of being used when I’m no longer excited appeals to me.
Do you have any suggestions for our play-day?
Cheers,
sss
Half-Nekkid with a Strap-On
March 13, 2008
Admit it, that was not what you were expecting was it.
We bought this harness so ♀ could fuck me with a strap-on. If the lower straps are adjusted correctly it holds a silicone butt-plug in place for extended periods of time. It’s also quite useful for those times when she needs to be fucked by two cocks at once.
sss
Life Begins When the Kids Move Out the Pets All Die
January 20, 2008
OK before you start sending me hate mail, I’ve had lots of pets of my own. I`ve cried bitter tears when I’ve had to have them put down and it’s not much easier when they die naturally or even not so naturally…like when I’ve had to pluck a much loved cat out of a neighbours fan belt. I think pets teach very important lessons to kids (love, responsibility, dependency…) I know lots of people are fanatic about their pets; their love is unconditional…I get it.
The title of this post is from a bumper sticker my mom had on her car when I was growing up. At the time I thought it was just a reflection of her bitchyness…well on her bad days she’d say it could work either way…so maybe she was just being a bitch, but as I’ve got older, I have less patience for pets…& kids.
When I moved in with ♀ & Junior, they had 3 cats (mostly his) and a little dog (decidedly hers). It`s no secret around our house that I`m not very fond of them, but that doesn`t mean I hate animals, cuz I don’t. I don’t go to the zoo because seeing caged wild animals makes me sad. I marvel when I see animals surviving in suburbia or even in the city. When I hear about coyotes snagging overfed house pets I cheer for the wild. When I read letters to the editor in the local paper about someone’s beloved pet being run down and what a cruel person the driver must be for not pulling over to scrape it off the road and find out where it lived, I’m the guy writing letters asking if they let their kids run loose on the highway and if that driver had have swerved to miss their beloved pet and had a horrific accident would the owners of the pet take responsibility…I doubt it.
Anyway, ♀ had to have her little dog put down this week and because it was no secret that I wasn’t fond of him it made things kind of awkward. I’m sorry for her loss. I know what it feels like. I’m not all that upset that he’s gone…so it’s been awkward. The first thing Junior did when he heard that the dog was gone was to check to see if all his cats were still here, I’d threatened to get a 2 for 1 deal on euthanasia’s.
As far as the second part of the title goes Junior still lives with us, but I’m not going to be terribly upset when he moves. I think we’ve given him the tools to survive on his own and I think he’ll do well. If Mini ever decides he wants to live with us we will welcome him, but he’ll know it won’t be a long term arrangement. I know the trend is for kids to stay at home longer these days (they don’t move out, they just take over), but I don’t think it does anyone any favours. Not that my opinion counts for anything.
Junior turned 19 this week and in this part of the world 19 is the age of majority. To celebrate, we took him and one of his girlyfriends out to a restaurant of his choice. He didn’t want us to make a big deal out of it, but the waitress noticed us taking pictures and asked if it was his birthday. We told her ‘yes’. She looked at ♀ and asked if she was mom. When we told her she was, the waitress said she didn’t look nearly old enough to have a 19 yr old son. I told her ♀ was 12 when she had him. Junior tried to blow his drink out through his nose.
Yesterday afternoon, I took Junior to see the strippers (more bday celebrations) and I paid for him to have a private dance with one of the girls. So she took my money and led him to the back room. He came back about 20 minutes later with a big grin on his face, “She let me touch!”
So I took Junior home and a couple of hours later I brought ♀ to the same club and paid for the same stripper to give us a private dance. OK, so maybe mom & son making out with the same woman was a little fucked up, but WOW it was so hot seeing Brooke & ♀ together. They necked and played with each others tits and Brooke rubbed her pussy into ♀ face and gadzooks I got so excited I lifted my shirt up and showed her my bra. That changed everything. She insisted on seeing my panties…can you believe it? The first time anyone’s asked me that and I didn’t have matching on. She asked ♀ if the lingerie was ♀ or mine, ♀ told her that it was mine, but sometimes I wear hers.
Then I told Brooke that besides being a cross-dresser, I’m also a sissy.She thought that was great. She asked ♀ if she fucks me with a strap-on and ♀ said ‘hell yes, we’ve got a couple of different ones. He’s my bitch; I do whatever I want to him.’
Brooke moved from ♀ lap to mine, rubbed my face between her tits then slapped my face twice. Nobody has ever done that to me before. Timing is everything and right at that moment…it was a huge turn-on. At that point ♀ I would have been game for anything ♀ suggested, but the bouncer was knocking on the door.We stayed for Brooke’s last show, she gave us a signed poster and we went home for some very exciting whoopee… all and all it was a very good evening.
Thanks Brooke!
sss
How I Went To Prom And Soiled The Pretty Pretty Dress I Found In The 2007 ‘Cosmo Girl Prom’
July 8, 2007
Last summer my dad lost his job for being drunk and driving the company van into a lake and even though I was going into grade twelve, the most important year of my entire life, we had to move and I had to start my last year of high school four hundred miles away from all my friends. Well, actually I didn’t really have very many friends, but it still sucked big time.
So the very first day of school, I was in the cafeteria and this girl walked right up to me and said, “you’re just like me.” She was wearing Dayton boots, ripped jeans and a leather jacket over top of a black t-shirt. Her short black hair was slicked straight back and she even had a cigarette behind her ear. She was without a doubt the most ‘butch’ looking girl I had ever seen. I couldn’t imagine anyone more unlike me. I was still trying to figure it out when she said, “you’re gay, right?”
Great. My first day at a new school, a chance to start fresh and already I was being labeled. What, is there a sign on my back? I set off gaydar everywhere I go, but it’s wrong. Guys hit on me all the time and girls only want to be my friend. I hadn’t actually had sex yet, but when I did it was going to be with a girl. And she’ll look like a girl, not like this bull dyke here. I was getting really pissed and wanted to tell her off, but all that came out of my mouth was, “umm no.”
“Really? Wow. Do you have any weed?”
I didn’t, but she met up with me after school anyway. We didn’t live very far apart and we walked to her house together. That’s how I met Lou. We were drinking colas in their kitchen when her older sister Dawn came home from her first day at beauty school. Dawn was the exact opposite of Lou. Even in jeans and a sweatshirt, she looked like a movie star. She had long brown hair, big blue eyes, perfect teeth, perky boobies…she was a walking talking wet dream. Lou saw the look on my face and groaned. “Don’t get any bright ideas big boy, she’s as gay as I am.” They both laughed and at the time, I didn’t know if they were kidding. They weren’t.
A few weeks after that first meeting, I was at their house when Dawn came home from school. She needed a model to practice make-up application on. She pleaded with Lou, but her sister was having nothing to do with it. Then they both looked at me. “Hey”, Dawn said. “You’ve got nice clear skin, you can be my model.” She said it just like that. As a statement, not even a question. They knew I couldn’t say no to either of them. That’s how it all got started.
For the next month, three times a week I sat still while Dawn worked on my face and Lou smoked cigarettes and looked for ‘fucked up shit’ on the Internet. When it came time to practice hairstyles, it was clear my thin wispy hair wouldn’t do so Dawn shaved Lou’s head and she went to the cancer clinic pretended she was sick and they gave her a wig.
With hair and make-up done, it wasn’t long until they had me trying on Dawn’s clothes and I was prancing around their house like a girl. It was during the Christmas holidays that I went out in public with Lou dressed as a girl for the first time. We went to a movie. I was so scared, but at the same time it was exciting. We started doing it on a regular basis. Sometimes Lou dressed up as a guy. She’d kept her head shaved and bought a moustache from a theatre supply store. We made quite a nice looking couple if I do say so myself.
I had a part time job and most of my money went to clothes and accessories. Surprisingly enough, Lou was an excellent seamstress. We’d find clothes that were close to the right size and she’d do her magic on the sewing machine and voila! It fit. We even bought a set a silicone inserts so I could have cleavage.
It was close to spring break and Dawn was practicing pedicures on me. I was flipping through the fashion magazines that she was always bringing home when I saw the most beautiful dress in Cosmo Girl Prom. I showed it to the girls and Dawn said, “Oh my god. That’s almost exactly like the dress I wore to my prom and I still have it.” About two seconds passed and we all got the same idea at the same time. I’d wear Dawn’s dress to the prom; we’d rent a tuxedo for Lou and we’d be a smokin’ hot couple.
This dress was amazing. It was a light peach colour that came off the shoulder, perfect for my little fake boobies. The crinoline and Lou’s sewing skills made it look like I actually had hips. I bought an open-bottom girdle and matching strapless long-line bra on EBay. New frilly full cut panties and stockings with lace at the top and flowers down the back seam. I even found some white satin pumps at a second hand store that fit me.
Lou’s vintage style tuxedo made her look like a gangster from the ’30’s. The band on her hat matched my dress and she even had a pimp cane and a peach coloured rose in her lapel. Fuck we looked hot.
It took people quite awhile to figure out who we were and even later we still got lots of compliments and lots of dances with boys and girls. Hell, we came in second in the voting for king and queen of the prom.
Unbeknownst to me, Lou had a flask of vodka strapped to the inside of her leg (I just thought she was happy to see me) and she started getting drunk. She had her eye on a little hottie named Tammy, but when that didn’t work out she turned her impaired attention on me. Yeah, I know I should have said ‘no’. I was sober, she was drinking, but I was flattered and pretty and horny and well, fuck, I was an eighteen year old virgin and I needed to get laid.
We went out to the far edge of the football field and started making out. She was kissing my neck and telling me how much she liked me and how hot my perfume was making her. When she started squeezing my boobies and admiring how firm they were, I realized she’d forgotten whom she was actually with. But did I make her stop? Nope. It wasn’t until my dress was up around my waist and my panties were around my ankles that she realized. “Oh yeah,” she said stupidly. “I forgot you had one of these.”
She started to lower herself down onto my cock and when I was about half way inside her, she let out a little gasp and I felt something running down onto my balls, but I didn’t realize what that might mean. Once I was all the way inside her, she rode up and down a couple of times then said, “Hey, put your legs on the outside of mine. I want to fuck like I’m really the boy and you’re the girl.” I spread my legs and hooked my ankles across her ass. She rode me like that, thrusting like she was doing the penetrating until I came. It didn’t take long. I think she was too drunk to come.
We got ourselves sort of put back together (I couldn’t find my panties) and headed back to the school. We caught a cab and Lou was passed out by the time we got back to her place. Dawn was there and together we got Lou into bed. It wasn’t until we got back into the living room that Dawn really noticed me. “What the hell did you get all over the back of my dress?” She demanded.
“Grass stains.” I said sheepishly.
She glared at me then walked behind me to get a better look. “What the fuck is this stain then?”
I had no idea what she was looking at. Finally she yelled, “It’s blood! You rat-faced bastard. You got my little sister drunk and fucked her out on the football field!”
My jaw was flapping, but no words were coming out. She kept yelling at me, but I couldn’t make sense of the words. She had never spoken to me like that before and I think I was in shock. She told me to stand right where I was and I didn’t move. When she came back into the room, she’d taken her pants off, she still had her shirt and panties on, but she was also wearing some kind of leather harness. Sticking out from the harness was a huge black cock.
“You think it’s cool deflowering innocent virgins? I’m going to show you how it feels.” And she pushed me down onto the couch. She got between my legs and lifted the dress up to my waist. “Look, you’ve even lost your panties. You’re going to lose more then that tonight.”
She put a bunch of lube on her cock and started pressing it against my asshole. “You better relax or it’s really going to hurt.”
“I’m scared.” I whimpered.
“You should be.” The head of the big black penis penetrated me and it hurt like crazy.
“Please.” I begged. “Don’t do this. It wasn’t my fault. It was Lou…” And I bit my tongue.
“Were you going to blame my poor little sister for what you did? Dawn snarled, as she pushed the massive cock all the way inside me. I thought I would split in two. My ass was on fire; it would never be the same. It felt like she was going to poke right through my belly button.
After a few excruciating moments the pain started to subside and as she kept fucking me it started to feel…good. The tip of her cock was touching a place inside me that I hadn’t known existed before. My own cock started to thicken and I hooked my ankles across Dawn’s ass in the same way I had done with Lou a few hours before.
She fucked me like that, thrusting into me and calling me nasty names until I came all over the inside of my pretty dress. When I was done she pulled her cock out and wiped the santorum (the frothy mix of lube and fecal matter that is sometimes the byproduct of anal sex, named after Senator Rick Santorum) on my dress and left me there alone.
Prom night was over and my pretty pretty Cosmo dress was ruined; soiled with grass stains, blood, ejaculate and santorum.
Butt it’s Fun
February 26, 2007
I just discovered that if you’re using Internet Explorer as your browser while reading this blog, a lot of the text is covered up by the blog roll. Try using Firefox. It’s way much better.
My very first Christmas present to ♀ was this. Keep in mind we had only known each other for about six weeks at the time. She was, to say the least, surprised. She gave me a very appropriate box set of jazz CD’s that I had mentioned. Fortunately she didn’t toss me out on my ear. Of course her friends and family asked what I had given her. Clearly this would give some indication of the sort of man I was and would determine if I was worthy of her affection. She was, understandably, vague. When these same people asked me…I told them. For some strange reason, most of her family doesn’t like me.
Sometime after that, the dildo from the shiny pail found its way into ♀ bum. Followed a few days later by my penis (the toy had been removed by this time). She had never tried anything anal before and she seemed to quite enjoy it. She even had an occasional orgasm while getting her butt fucked. I’d fucked bums before so already knew that I would enjoy it. At some point during the activity I usually look down and think, “Holy doodoo Batman, I’m fucking this girls ass. Wow!”
We were already exploring my cross-dressing, but hadn’t yet discovered my inner sissy when the subject of me being on the receiving end of anal play came up. I can’t say for certain who brought up the subject, but I do recall she didn’t hold the toy at first. No, the first time I was penetrated was a few hours after we bought this.
On the way home from the toy store, we decided it would be best to have sex before playing around with the harness. She was concerned about figuring out how to get it on in the heat of the moment and I was worried I’d come to quick and not really get a chance to enjoy it. So we had a quickie when we got home. Not a record breaking quickie (that stands at 7 minutes for both of us to orgasm), but we were darn quick.
Once we’d caught our breath we started to play with the harness. It wasn’t as complicated as we’d thought it would be and a few minutes later, ♀ was a chick with a dick. She seemed to think it was cool. I remember her looking at herself in the mirror and swinging her hips, wagging her new found cock. I started getting excited again and even though it had only been about 15 minutes, we decided to try it out. Our choice of position for my first time was on my back, pillow under my hips and legs wrapped around her waist. She used her finger to get me lubed then added a second digit and I was ready to go. I can remember shaking with excitement as she pressed the head of her cock against my asshole and the short, sharp shock when she first entered me. She offered to stop and I said NO!
After that initial pop she slid inside easily until I could feel her thighs pressed tight against my ass. She squeezed some lube into my hand then slowly started to fuck me while I stroked myself. I had never felt such pleasure. I did manage to tell her when to speed up and it didn’t take long until I was screaming, “Fuck me! Fuck my ass hard!” I came with such intensity that two streams of my ejaculate hit the headboard behind me. I had never felt anything as intense before.
I know that playing with my bum has never been ♀ favorite thing, but in the beginning she seemed to take Dan Savages GGG advice to heart. Probably once every couple of weeks, one of us would get some anal action. We discovered that I could wear the harness and fuck her with two cocks (more about that in a later post). We bought vibrating anal beads and a butt plug. Unfortunately the base is a little small so if we want to use it for any length of time we need to use the harness to hold it in place.
Things have changed since then. Anal play continues to be a regular part of our trash talk, but in reality…not so much. at all. At first I thought it might have something to do with her first husband. He announced he was gay when they’re baby was six weeks old. I remember fucking her with a dildo then proudly showing her how I could take the whole thing down my throat (I’d been practicing so I could give her head before she fucked me). Maybe seeing me wearing a frilly nightie sucking on a big silicone cock made her think, “OMG I’ve turned another one.” She says no, but on some level…maybe. I thought maybe it was a poop issue and suggested that with a little preplanning we could deal with that. She said that she never knew ahead of time when she’d want to have her bum played with or want to play with mine. No, it needed to be spontaneous.
So, I waited and nothing happened. Occasionally I would ask for it and I noticed that she changed as soon as she put the harness on or got close to my ass with a toy. She became distant, she zoned-out, she wasn’t there with me. Even her kisses were different and she couldn’t look me in the eye. There are a couple of positions that we both enjoy with vaginal sex that would work just as well with her wearing a strap-on and she’s passionate and connected, but as soon as that harness goes on she goes off. The final straw came over a year ago. She put on the harness, laid on her back and said “just climb on and do what you need to do.” Those words and that look on her face sent a chill through me. It reminded me of my ex’s attitude about. sex. I’ve never felt as sexually connected to anyone as I do with my wife and I never ever want to be reminded of the bitch when I’m with ♀. So I told her that my need for anal stimulation was no longer her concern. There were a few tears, but she’s never tried to start anything.
She’s only asked for her butt to be fucked 2 or 3 times in the past year. I don’t know if that’s because she really doesn’t miss it or if she feels guilty about not returning the favour. Maybe it’s about me being resentful and not initiating it. ♀ and I usually communicate very well so I don’t think she’s hiding anything from me. I really don’t think she knows what it is. As I said before, it’s a regular part of our trash talk, so it’s not like it’s completely forgotten.
I don’t mean to sound like this is a deal breaker for us because it’s not. We have a grrrreat sex life. It just makes me a little sad that we can’t share this. We tell each other when we’ve masturbated. She knows that anal play is often part of my solo activities, but it’s never talked about.
About a week ago, it stopped raining here and the sun came out. ♀ & I went for a walk. It was nice to be out walking, talking, holding hands . Simple pleasures that we’d missed after four months of rain. We talked about this and that and at some point during the walk the topic of interesting blogs I had read recently came up. I told her that I’d read several posts that talked about the preparation for anal sex part of what makes it special. The purchasing of an enema kit or douche, finding the time to use it and get cleaned up, maybe wearing a plug for a while can all be part of the preamble. The preparations are like an extended foreplay and not being spontaneous, needing to preplan it makes it different then other types of sexual contact.
She seemed to understand the logic in that. There were no tears or hurt feelings or resentment. It was just part of a conversation during a lovely walk in the sunshine. I actually hadn’t given it much thought after that until yesterday. I was looking in the bathroom cabinet for muscle relaxants (my back has been killing me) and there on the shelf were two enema kits that I’m certain weren’t there a week ago.
One for each of us?
cheers,
sss