An afternoon with two lovely ladies. My wife and my daughter.
A word about each lady …
My wife Christine is 50, has dark hair, blue eyes, is about 5’ 6’ and weights bout 120. She has a flat tummy, tight body, 36 D enhanced tits, an amazingly tight squishy and waxed pussy, and an asshole that devours tongues and cocks. I often share her as we pick up guy(s) and girls after our nights out in Chicago.
Our daughter Jen is 24, short blonde hair, smooth flawless skin, flat tummy and she also keeps her pussy waxed. I have been fucking Jen since she was about 19 and have come in her pussy and mouth hundreds of times. At our last fantasy encounter, I finally took Jens’s virgin asshole and the feeling was so incredible that I plan of spending a lot of time in it in the future. Although I fuck her a few times a week, we still do our fantasy play when we meet, pretending to be strangers, and end up fucking for her monthly allowance.
The story.
Christine and I were in the city (Chicago) for one of our weekend play nights. We often go to a Blackhawks or Bulls game and then pick up a younger guy, guys, or a lady. We take them to our hotel room and I watch as Christine plays in bed. My wife has zero inhibitions and there is something extremely hot about watching her eat pussy or getting her pussy and/or asshole fucked. This was one of those weeknights.
We decided to arrange for a masseuse to come to our hotel room early afternoon to give Christine a massage and get her ready for whatever cocks or pussy she would encounter that evening. We posted an ad for a masseuse and a young lady named Jen responded. Her fee was $500 up front and $500 when completed.
Someone knocked at the hotel room door about 1PM and in walked Jen. She looked to be about 24 and had short blonde hair. She was wearing black yoga pants that highlighted her fit hips and very attractive ass. He mid riff top showed off her flat muscular tummy and perky breasts. She didn’t have a massage table but did carry a bag with oil and seemed eager to get started as soon as we paid her the first $500.
Christine was ready. She had on a robe and smiled when she greeted Jen. Jen asked her to disrobe and lay on the bed on her stomach with a towel draped over her ass and mid-section.
As Christine lay on the bed, Jen opened up some baby oil and stated rubbing her shoulder s and upper arms with the oil. Jen seemed competent enough at her efforts, although both women seemed somewhat excited as the massage continued. So it went, Jen massaged Christine’s shoulders, upper back, did her feet, calves, and legs. It wasn’t long before Jen said, “I’d like to offer special services today, may I remove the towel and work on your butt?”
Christine just moaned a moan of approval and Jen removed the towel as I sat and watched. Now I have spent a lot of quality time with my wife’s ass … whether eating it, fingering it, fucking it, or watching dozens of young guys shoot their loads into it, the sight of her ass still amazes me. I think it had the same effect on Jen.
So Jen went to work oiling and massaging Christine’s ass cheeks. It wasn’t long before Jen asked Christine, “I’d like to make this a very special service today, do you mind if I undress while we continue the massage?”
“Of course dear.” Christine replied and Jen immediately got off the bed and stripped off the tight blouse, unpeeled her yoga pants, and removed that lucky thong that had resided in her ass crack. Her naked body was exquisite.
After undressing, Jen jumped back on the bed and went back to work on Christine’s ass. Except this time, she spread her cheeks, bent forward, and placed her tongue on Christine’s rosebud, and started probing and licking her hole.
As Jen licked and Christine moaned, I started to remove my clothing while I watched my wife getting pleasured. It was then that the role playing ceased as Jen said, “Mom, please roll over so I can taste your pussy.”
Christine immediately rolled over and spread her legs. Without any further talking, Jen get on her knees and dove right into her mom’s pussy and stated lapping away. My position? I was behind Jen and had a wonderful view of her pussy and slight spread asshole.
It wasn’t long before Jen brought Christine to her first orgasm. Christine is a moaner and gets rather loud when she comes, so I knew she was having an intense orgasm. Without much of a hiatus, the ladies soon repositioned into a 69 where Christine could return the favor while Jen continued to feast on her mother’s bald wet pussy.
As the women pleasured each other, I lay on the bed beside them. Jen was on top so I spread her ass and began tonguing it while they gyrated back and forth. I wasn’t sure how much Christine wanted to cum as we were planning a long evening of her getting fucked by a young stud or two that we always were able to pick up. For my part, I wanted to get back into my daughter’s asshole.
Perhaps sensing this, Christine stopped licking my daughter’s pussy and told her, “Jen, baby, I want you to please your Dad now any way he wants.”
“Daddy, do you want to fuck me? Fuck my asshole again?”
“Of course I do Baby, if you want me to.” I replied while stroking my cock. “I want to cum in your asshole again.”
Christine piped in. “Let me get her ass ready for you.”
In an almost surreal turn of events, Christine laid our daughter on a pillow, face down, and spread her butt cheeks, and gently began tonguing her ass. Jen’s moaning showed how much she was enjoying the attention and she began writhing and gyrating her hips.
Christine said to me, “Hand me the oil so I can get her loosened up.”
Obviously I cooperated. As I handed Christine the oil, I watched her squirt a copious amount onto my daughter’s ass and slide it on her with her fingers. The sight of my wife preparing my 24 year old daughter’s asshole for my enjoyment was one of the hottest things I’d ever even thought about.
While Christine was preparing her, Jen said, “Daddy will you fuck my pussy first for a while, then you can take my ass?”
“Of course baby.”
Christine maneuvered Jen to the edge of the bed and placed her on her back. Christine then lowered herself on Jen’s face and positioned her pussy so Jen could have access to lick her. At the same time, Christie grabbed Jen’s legs, pulled them up towards her shoulders so I could have full access to my daughter’s pussy and ass.
Once in position, I stood in front of Jen, and slowly slid into her soaking tight pussy while she licked her mother’s cunt. I went back and forth slowly. I had purposely not cum for a few days and had a huge load. I did not want to cum too soon in her pussy as I really wanted to shoot in her ass.
Jen was moaning from my cock and her enjoyment of her mom’s taste. Christine was squirming while she slid back and forth on Jen’s tongue, alternating between having her ass and pussy licked.
I was getting close to coming so I pulled out of Jen’s cunt and positioned the head of my cock on her rosebud. I slowly, very slowly, pushed in until I felt her sphincter open for me. Once I popped in, I didn’t move. I wanted Jen to relax and accommodate my size, plus I wanted to stay in there as long as possible.
“Daddy, it hurts a bit.”
“Want me to pull out baby?”
“Um, no, I don’t think so, just go very slow.”
Christine said “Maybe this will help” and leaned forward and placed her mouth on our daughter’s clit and began nibbling away.
That did the trick.
Wasn’t long before Jen’s enjoyment of her clit being bitten, Christine’s pleasure of having her daughter devour her sex, that I slowly began my continued probe of my daughter’s ass. Within a few minutes, I was all the way in and started moving back and forth, back and forth, back and forth. The sound of Jen grunting at each probe made it seem even hotter, if that were possible.
The tightness of her cavity taught me that I would not last very long. I want to write that all three of us came at the same time, but I can’t as I wasn’t thinking of anything else as I shoved my cock all the way in her bowels and began shooting ropes of cum up into her ass.
Eventually, and against my wishes, my cock began to flaccid and slowly slid out of my beautiful daughter’s ass. My wife dismounted from Jen’s face and Jen lay in the afterglow of satisfying each of us.
Getting back to the role play, Jen said “I’m happy you liked my massage services. I’ll take the payment of the other $500 now … unless you want to rest up and we can fuck again?”
I replied, “No baby, your Mom and I have a long night ahead of us. We need to find some people to service Mom tonight the way you serviced me. Here’s your $500, we’ll see you at home tomorrow morning, don’t forget to feed the cats.”
As Jen got dressed and arranged herself she said, “Love you guys, enjoy tonight.”
