♀ & I went out for dinner with my parents the other night and ♀ was totally flirting with our big beefy waiter. Was I bothered by this? No, not at all. He was flirting with her as well. It was all very innocent and I think we all like to know that other people are still attracted to us. That’s easy to lose in a long term monogamous relationship. Besides she was rubbing my crotch under the table and nibbling on my ear; it wasn’t like I was being ignored.
We’ve never invited anybody into our bedroom before, but it’s certainly a reoccurring theme in fantasy and role playing. I’ve been thinking about the big beefy waiter and what might have happened had things gone further…
I left the restaurant before ♀ did to go to work and didn’t talk to her again until the following afternoon when I woke up. The very first thing she said to me when I came downstairs was, “what did you think of Peter George last night?”
“Who?”
“George Serge, the waiter from the restaurant.”
“He was OK I guess. He was certainly looking for a good tip.”
“Your parents paid for dinner and I left the tip. $30.”
“Wow.” I said absentmindedly as I sat down with my breakfast of a banana and a cola and logged on to check my email.
“There’s something else. I told him I’d like him to come over.”
“Oh yeah.” I said as I scanned the inbox full of junk mail and forwards.
She reached over and turned the screen off. “I told Serge that I’d like him to come over.”
“Who’s Serge?”
She took a deep breath and said very slowly, “Serge was our waiter last night and I’d like him to come over here. Tonight.”
“Why?”
“Well, he was a lot of fun last night and he’s really cute and we’ve talked about including others and we often have other people when we role play and we agreed it shouldn’t be anyone we know and we’ve had cyber sex with other people and he gets off work at 10 and I told him I’d call him at 6 if you were into it and…” she trailed off.
I was more then a little overwhelmed by all this. Whenever we had talked about including others, I was the eager beaver and she was saying no, not yet. To have her pushing for it and with a real person in mind rattled me. Everything she’d said was true, but moving from fantasy into reality was a big step and I wasn’t sure I was ready. “If I said no, would you see him anyway?”
She looked genuinely hurt by the question. “How can you ask that? I only want experiences that enhance what we have. We have fucking great fucking. I’m not even interested in swapping with anyone. I just think he might be a fun for a night, but only if you were into it.”
“Did you tell him that I’m a cross-dressing sissy?”
“No, that should be your choice.”
I thought about it for awhile and decided that if I said yes to this then maybe she’d say yes to including another woman at a later date.
She saw the little light go on and said,”who knows, if this goes well maybe next time we can try it with a woman.” I hate that she can read my mind like that.
So, I agreed and ♀ was positively giddy. She called Serge and I was somewhat relieved to hear that like me this was going to be his first time in a sexual situation with another guy and like me he was a little nervous.
♀ & I started getting ready for our big night. We had a shower, then I trimmed her pussy (a thin V that comes to a point at the top of her lips) and french braided her long blond hair. We chose our clothes and started getting dressed. ♀ had on a leopard print bra with a see through royal blue top, thigh-hi stockings, no panties and tight black lo-rise jeans. I chose a black garter and stockings, with the seam up the back, (she thinks it looks silly with the panties on top of the garters, but I think it’s more practical that way) matching peach full panty and bra with silicone breast forms, my favourite little black dress, open toe 2″ heels with the straps around the ankles, dangly clip-on earrings (my ears aren’t pierced) and matching necklace. I don’t have a wig yet, but if I did I think it would be shoulder length brunette. (I know you were wondering)
The entire time we were getting ready she was just so darn happy and excited and it really started to bother me. You see when ♀ first met, we both had some body type issues to overcome. She was larger then anyone I had been with and I was scrawnier then she was used to. Our lips fit just fine so it all worked out, but she kept chattering on about how much Serge reminded her of some old boyfriend.
Then she started in about how nice and straight his teeth are (mine are crooked) and by the time she started speculating that he was probably a former construction worker who had turned to waiting on tables after a lower back injury, I was getting cranky.
I’m not the most tactful guy so when I mentioned how I was feeling and that if we were just about to have sex with some petite little cutey with a peach shaped ass and that ♀ might need a little reassuring before hand, I probably shouldn’t have mentioned it while she was helping me with my make up. I think she was rougher around my eyes then she needed to be.
Serge arrived right on time and was more then a little surprised to see me all dolled up. “Your husband is gay?” He asked.
“No. My first one was.” ♀ replied. “This one’s a sissy. He’s straight.”
“And that means…?”
“Well, it means I have a very strong feminine side and I’m usually submissive. To her.” I added.
He seemed to get that. “So how do you want this to work?”
“Well we were thinking that since all of us are new to this, we could start off role playing,” ♀ explained. “That way we could all concentrate on the scene and hopefully things will be a little less awkward.”
“That sounds reasonable. What did you have in mind?”
“I’m a huge fan of age-play.” I said. “What would you think of a mommy and daddy and sissy scenario?”
He liked that idea and I gave them a 10 minute head start in our bedroom.
When I went upstairs and peaked through the half closed door, they were on the bed kissing. “Hey Baby, you can come in if you’ld like. ” Mommy said. “My, you certainly look pretty in that dress. Walk around a bit and show Daddy how well you can walk in those high heels.”
I strutted around the bedroom like Mommy had taught me; heel toe, heel toe swinging my hips and my chest thrust forward showing off my perky little boobies. I felt so proud that they were looking at me like this and excited at being allowed in here with them.
I walked over to Daddy’s side of the bed and as I turned to walk back, he reached under my dress and grabbed my ass. I could feel the callouses on his hands through the thin fabric of my panties and a shiver went all through me. “You sure do have a sweet little sissy ass.”
“You can join us on the bed Baby, but you need to take off those shoes first.” Mommy said.
They were kissing again and I watched them intently. “Daddy kisses you differently then I do.” I said.
“You kiss like a girl,” she explained. “Daddy kisses like a man. It’s different, but both ways are nice. Do you want Daddy to show you how it feels?”
“No.” Serge & I answered in unison.
There was a pause, but Serge picked up the thread. “You’ve been kissing Mommy? What else have you been doing with her?”
“I brush and braid her beautiful hair every night.”I said proudly. “I file her piggies to keep them soft, I paint her pretty nails and I shave her vergina vagina.”
Mommy took Daddy’s shirt off and was running her fingers through the hair on his big chest. His belly was even bigger, but she didn’t seem to mind. She sat up a bit and Daddy pulled her shirt off over her head and tossed it on the floor. I almost got up to fold it properly, but decided I could leave it just this once. He started squeezing her boobs. Kneading them like loaves of dough.
“You’re touching them too rough.” I said. “Mommy likes her boobs to be touched gently.”
“That’s OK Baby. I like how Daddy is touching them.”
“Mommy lets you play with her tits?”
“Only if I’m gentle. Some nights if I can’t sleep she holds me and lets me nurse on them. I love her warm sweet milk.”
He took off her bra and we each started playing with a boob. Her nipple was hard as a cherry pit in my mouth and she started moaning. I noticed that while he was playing with her other boob, Daddy was rubbing Mommy through her jeans. She lifted her hips up and let him peal her pants off and I could smell how excited she was.
“Wow, you did a very good shaving job,” he said as he bent down and started licking her pussy.
“I think you need to take your dress off now Baby. Then you should help Daddy out of his pants.”
He didn’t stop licking as I pulled his pants off, but he needed to stop and help me get his tighty whites off. Mommy and I both noticed at the same time. “Hey!” She said. “You’re uncut.”
“But of course you already knew that, right?” He said.
♀ tore her gaze away from his thickening cock and looked at both of us. “Huh? Oh yeah, right. Of course I did.”
Daddy lay on his back and Mommy knelt between his legs. “Come here Baby and help me play with daddy’s cock.”
I only hesitated for a second then started sliding his fore skin up and down while Mommy licked his cock like a jumbo lollipop. We took turns trying to get it down our throats, but even though he was shorter then I am, he was much thicker and neither of us could manage to swallow it. Mommy was licking his balls when a single drop of precum appeared on the tip of his cock.
“Oh gawd, she said. I want that cock inside of me. Now.”
I slid a condom on Daddy and she straddled him and slowly lowered herself down onto his thick pole. I was amazed to see her lips stretch that wide and by the time she had it all inside of her she was moaning louder then I had ever heard her before. She started riding him and I alternated between sucking on her clit and licking her juices as they ran down his sheathed cock. I can usually tell when Mommy is about to cum, but not this time. As I was playing with her clitty. I reached around and pressed my finger against her rosebud and she went off like a rocket.”oh fuck oh fuck ohhhhhh fuuuuuck.”
Daddy was moaning loudly as Mommy’s pussy massaged his cock, but Mommy said, “Pleasssse don’t cum yet.” She looked over her shoulder at me and said, “I need you in my ass Baby, cum and fuck my bum while I’m riding Daddy.”
I lubed her up and started pushing my cock against her tight little asshole. She relaxed and I quickly popped inside. I wasn’t even half way in when I felt daddy’s cock move against mine through Mommy’s lining. My balls pulled up and I started to cum.
“NOOOO.” She roared. I didn’t know if she was ♀ or Mommy, but whoever she was, she was pissed. “You fucking little shit.”
“I’m sorry. I’m sorry.” I stammered.
“You’ll be sorry all right Two cocks at once is my greatest fantasy and you blew it.” She snarled as she climbed off a very startled looking Serge. “You.” She said to him. “Keep that cock good and hard. And you, you useless little bitch lie down on your back.”
She straddled my head and pinned my arms to my sides with her legs. She lifted my legs and told Daddy to put a pillow under my hips. “Now I want you to fuck his little sissy ass until he’s hard enough to finish what we stated.”
“What?” I said. “NO. I’m not excited anymore. He’s to thick. It’ll really hurt.”
“You like pretending your a girl so much; well sometimes girls have to spread their legs even when they’re not excited. So you’d better relax that butt of yours because Daddy’s going to fuck it like it or not” And she lowered her pussy down on my face stifling any further protests.
She squeezed her thighs against my ears, muffling all sound. Her crotch blocked all light. I felt Daddy applying the cold lube to my hole with his thick fingers. He shoved one finger inside of me and my body jerked. There was no way I could take that entire cock inside of me. Even if I was really excited, I thought, it would still be a stretch. And I laughed at my little private joke.
Mommy held my limp cock up and I felt Daddy pushing the head of his thick cock against me. I took a deep pussy filled breath and he popped inside of me. Ever so slowly he started pushing deeper inside of me, stretching me so wide I thought I would break in half. By the time his thighs bumped up against my ass cheeks I could swear he was going to poke right out of my belly button.
Mommy held my cock against Daddy’s as he slowly fucked me and it didn’t take long before the pain started to morph into pleasure and I could feel my own cock starting to respond. Mommy loosened her grip on my head and started to ride my tongue, sliding her dripping wet pussy and her cum filled ass back and forth across my face.
“Oh fuck, he’s tight.” I heard Daddy say.
“He won’t be for long.” Mommy laughed. She stroked my cock with one hand and rubbed her clitty with the other.
Once I was reloaded, Mommy said, “now it’s my turn.”
Daddy pulled out and I felt a gust of cool air blow up inside of me. Mommy turned around and lowered herself on to me, then she brought her face close to mine and whispered, “I love you so fucking much.”
She shuddered when he entered her and seconds later I could feel the head of his cock sliding along the shaft of mine. I could picture the sight of her cunt and ass stuffed full of cock, but getting our movements in sync is much harder then it looks in the movies.
We must have done OK because it wasn’t long before ♀ groaned, “Oh my fucking gawd! He’s getting bigger!”
They both came like that. ♀ whispering insanely in my ear, Serge grunting and groaning above her. The two of them bearing down on me, squishing me, making it hard to breathe.
When the last waves of her orgasm had ebbed from her body and Serge had extricated himself from her well and truly fucked ass, ♀ was kissing my face, “thankyouthankyouthankyou. Can you cum again? I don’t mind giving you another one.”
But I was done and really so was ♀. I know guys have a reputation for falling asleep right after sex, but I’ve seen ♀ fall asleep in mid-sentence. As for Serge; he did what any self-respecting fantasy lover does…
he turned into a pizza.
Cheers.
