Anna 4 Anna and the Team
- 3 years ago
- 23
- 0
I always looked forward to Sunday morning when my youngest, Lulu was a toddler. To give my partner a break, I would take her to a soft play session at the local sports centre. There, she could charge around with other under-fives playing in the ball pit, the bouncy castle, the soft blocks and other safe toys.
There were two main reasons I enjoyed it, though.
Firstly, there were yummy mummies, MILFs or glamourous grandmas who made up 75% of the parents there, alongside dads like me. Playing with their offspring involved the ladies being on their knees, as was I. This afforded many opportunities to look down tops, enjoy shapely bottoms in leggings, some of which became quite transparent when they were stretched over the cheeks of their bottoms, providing outlines of knickers and thongs; and glimpses of whale tails as their low-ride jeans slid down to reveal the lacy, cotton or silky tops of thongs. Wonderful fuel for my imagination.
Secondly, there was Anna. She was a staff member who supervised the session. She generally sat at a table with an overview of the hall. Anna was a small young woman of twenty-four with long dark hair, very pretty face and a friendly outgoing nature. She was good with the children and fortunately for me, my Lulu took a shine to her, so she'd often go over and chat to Anna, which meant I got to as well.
There was only one thing wrong. Anna’s clothes. The company that ran the sports centre provided the staff with uniforms/outfits deemed appropriate to their role. So, the swimming pool staff got a yellow polo shirt and red shorts. That was good, as there was one blonde pool attendant who had amazing legs, and I looked forward to her being on duty whenever I took my little girl swimming.
However, the role Anna performed attracted a tracksuit. Anna’s tracksuit was huge. It enveloped her and hid her femininity wholly. She was petite - about 5’ 2", slim, and probably weighed about seven and a half stone at most, maybe less. She looked nearer eighteen than her age of twenty-four. She had a great figure. Not that you could tell from the work clothes.
On a summer’s day, I was in town with my little girl when we bumped into Anna and her mum. Anna was wearing a tight white T-shirt and short denim skirt that showed off her tiny frame beautifully, her smooth, tanned, slim legs and perky breasts. We stopped and chatted briefly. Anna’s mum was a gorgeous mature woman and you could see where the good genes came from. Anyway, at least I could imagine what Anna looked like under the work tracksuit, once I had seen her on that occasion.
One Sunday, I was chatting with Anna at the soft play club when the subject of the work tracksuit came up. She was complaining light-heartedly about the clothes saying how big hers was.
"Can’t you get them to give you a better fitting one?" I enquired.
"No. I’ve tried. But they said that they had no more in my size and wouldn’t be getting anymore for some time," she said.
"That’s rubbish. What poor organisation," I said sympathetically.
"Even tying the cord doesn’t stop them falling off me. I mean, look. You could fit two of me in here."
With that, she tugged the tie cord at the top of the tracksuit bottoms and undid them and then pulled the waistband forward to show me just how loose they were. I could indeed see there was more than enough room for someone else to join her in them. What I could also see was a very good view of her shocking pink lace undies, moulded to her pubic mound, with her slim toned legs and the gap between her thighs also displayed.
"Wow," I exclaimed in reaction to the gorgeous sight before me. I hesitated a beat and then tried to recover it with, "You can indeed get another one of you inside them." She looked at me, and I could tell she realised my exclamation wasn’t to do with the size of her tracksuit bottoms, but the sight of her lower half in pretty undies. I blushed at being rumbled and she smiled knowingly.
Then one of the children behind me cried out loud and the moment was interrupted as Anna’s attention was distracted and Lulu shot off to find out what the commotion was. We left a little while later, saying goodbye to Anna as she spoke with one of the mums, but she gave me a big beaming smile which I returned, albeit a slightly embarrassed one at being caught out by her.
It was a few weeks before we went to soft play again as my daughter had a party one week and we had other family commitments. I spent much of that period re-playing the vision of Anna in her undies and more than once masturbated about the memory.
When we arrived we were greeted by a big smile from Anna. I explained our absence for that period, and she bent down to my daughter and said, "Hello, Lulu, I’ve missed you both." My daughter then spotted one of her little friends and charged off, with me in tow.
Later in the session, we ended up near Anna and we got chatting again. Just general stuff and all perfectly innocent.
After a while, I said, "I see there aren’t any improvements in the work tailoring."
Anna giggled; she replied, "No, I’m still wearing the marquee. I’m lending it to the local circus. If you look closely, you might find a lion tamer or an acrobat in there."
At the same time, she released the tie cord and again pulled the waistband forward, looking me in the eye as she did so. I automatically looked down and saw she was wearing a figure-hugging pair of sheer white knickers. They were very sheer and I could see the dark outline of a small landing strip and marvelled again at the beauty of her petite frame. She held the position for longer this time and then slowly returned the waistband towards her body and tied the cord.
I looked up as she started to tie the cord and made eye contact again. It felt like she had watched me throughout, and I blushed. I started to try and say something but couldn’t find the words as the intensity of her gaze tied my tongue; so all I managed was to mumble something incoherently.
"Can you imagine if my tracksuit bottoms fell down while I’m wearing my little white thong? That might shock one or two here. Can you imagine the sight?" she said, speaking slowly and quietly, emphasising the last sentence.
I just nodded and my face flushed again.
She’d gave me a big smile and winked.
I was saved from embarrassing myself further by my daughter saying, "Daddy, come on the bouncy castle with me." There were no more interesting episodes that week, and we left again to a big beaming smile from Anna, and another wink.
We were back the following week and the opportunity to speak with Anna presented itself again. I had spent the past week hoping for a repeat, running over in my mind how I could engineer it, what I could say that wasn’t identical to the previous week and appeared contrived, but I couldn’t settle on something I was happy with.
During our conversation, Anna said she was looking for some evening babysitting work as the family she previously helped out had moved away from the area. I mentioned that my partner and I would be pleased if she could help us out occasionally. I knew Lulu liked her, and she would have passed all the necessary checks to do her job at the sports centre, so the security aspect was easily covered.
We discussed a price and talked about her transport to and from our house, agreeing that I would collect her and drop her off. A moment of inspiration hit me and I said, "Who knows? We might even stretch to buying a babysitting uniform for you that I guarantee will fit."
We both laughed and Anna then said, "Anything has got go be better than this uniform."
With that, she tugged the knot on the cord and pulled the waistband forward again, all the while looking at me and smiling mischievously.
I looked down and gave an involuntary sharp intake of breath, as I saw this time she wasn’t wearing any undies. The landing strip had gone and she was completely smooth. I let out a low, "Mmm."
"Do you like smooth?" she whispered.
I just nodded.
"I got completely waxed yesterday. I love feeling smooth. I’m glad you like it."
"I love it."
"Good. I did it to please you."
My cock twitched and I started hardening, "You certainly achieved that," I said.
She beamed and then re-tied her tracksuit bottoms.
She grabbed a pen and wrote down her mobile number, "WhatsApp me when you want me to babysit." I took the number, pulled out my phone and entered her details. I then just did a test message to confirm I had the correct details, and her phone buzzed on the table. At that point, another parent came over to speak to Anna and I took my daughter back to the ball pit to play.
As I was driving home, my phone vibrated in my pocket, indicating a message. When we reached home, I checked it and it was Anna, Looking forward to babysitting.
I replied, I’m sure you’ll be great.
I aim to please you x, followed by a wink emoji. My cock twitched again.
When I got inside the house, I spoke to my partner and said, “I’ve solved our babysitting problem. You know Anna who supervises the soft play at the sports centre?”
“Oh, yes. She’s sweet.”
“Yes. And Lulu loves her. Well, she’s lost the family she usually babysits for as they’ve moved away and she mentioned that she was looking for some evening babysitting work. So I have said that we would like to use her sometimes. Are you happy with that?” As I said it, I crossed my fingers in my pocket.
“That’s great. We have my brother’s dinner party Saturday. See if she’s available.”
“I’ll do it now.”
I got my phone out and WhatsApp’d Anna.
She replied almost immediately confirming she was available and sent her address.
I replied, Great. I will pick you up on Saturday about 6pm.
There was a gap of about two minutes, and then all she sent back was a picture of her shocking pink knickers lying on a white sheet and a kiss emoji. My cock twitched and hardened and I took myself off to the bathroom. A second message came through; this time it was a picture of her lower half, clad in the pink knickers with her taut, flat stomach on display.
I messaged back, Mmm.
I hope that turned you on? came the swift reply.
Absolutely. Definitely having an effect on parts of me!!!
I saw your reaction the first time you saw me in these. It makes me tingle knowing I had that effect on you. I look forward to Saturday xx
Ditto xx
Now dear reader, I am sure you’re thinking and wondering why I am engaged in such risky behaviour. A married man with a young child. The logic of that observation can't be questioned. But you’re forgetting some things. I am thinking with my cock. I am being turned on by a gorgeous woman half my age. I am thinking with my cock. I’m a male tart. Did I mention, I am thinking with my cock?
… to be continued.
NB: This is a fantasy story but in fact right up to and including the first time Anna shows me how big her tracksuit bottoms are and flashes her shocking pink undies is all true. That did happen. Except she’s not called Anna in real life, and my daughter is not Lulu.
In reality, I don’t think Anna was trying to seduce me at all. She was genuinely showing me the size of her tracksuit bottoms and probably had no idea of the amount she displayed and the effect it had on me. However, it did inspire some self-masturbatory fun and this story is the result of me fantasising about where I would like it to have developed. I hope you’ve enjoyed the set-up in Part One and I will commence Part Two soon.
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HomosexualI met Anna online and we developed a friendship even though she was looking for girls. She was extremely open and we shared some experiences including her first time with her best friend Missy. I was in complete awe at her description of their lovemaking but when she sent me their pictures, I was enamored.Anna's had some nudes that showed a suntanned, petite, dark haired beauty with perfect breasts and nipples, the most kissible belly and hips, great legs, incredible pussy and the prettiest...
Anna had dressed provocatively for work that day. Her short skirt and low-cut blouse was greeted with a lecherous smile from Tom. "You are looking unbelievably gorgeous today." He said, looking her up and down.Anna politely smiled before thanking him for the compliment. "Please, come into my office." He said.Anna flicked her hair behind her shoulder as she walked into his office."I hear that your trip to London went well. You earned a lot of money Anna." He grinned."Look, Tom, I can't do this...
Anna Smith was introverted. She had no friends and often was by herself. She was very awkward around people. Anna had just turned eighteen and was in her last year of high school.She never was invited to parties and didn’t really have anybody she could say was her friend. She was a virgin and had no experience with boys. She had crushes on many boys in her class and a man crush on her male teachers. She was too shy to make conversation with anyone.She spent a lot of time at home and did a...
IncestAnna-Brooks hung up and tossed the phone away. She looked at me with a mixture of disbelief and carnal hunger. "I can't believe I did that.." I smirked. "I can. Do you know why?" She shook her head. I got to my feet and kicked off my sweats. I grabbed the standing mirror and positioned it opposite the bed. I leaned down and took her by the hair again, manhandling her as I pulled her to a standing position. I pulled the bra down on one side and, standing behind her I nuzzled her...
-- Anna And The Secret Files 2 --Our story began with my discovery of some very interesting files Anna's husband had left on a system, files he'd desperately needed me to delete. I'd deleted them, but I'd kept a copy .. because they were files of Anna having all sorts of sex! Showing them to her gave me the leverage to get her to give herself to me. Holding her naked in my lap, we watched a video together. We discussed some of the things we were watching, and I learned more about Anna's sex...
"Look, I love Anna ... but she's no saint, you know!"The look of aggravation, irritation, on my son-in-law's face and the tone of his voice is surprising. I'd just been commenting on what a good job his pretty young wife had done on costumes for the k**s, and what a good wife she was in general ... and he goes off on me like that!I look at him quizzically. "Damn, Allan, what brought that on? I didn't mean to say anything offensive ..."He calms down a little. "Okay, sorry ... but everyone's...
Anna - My Patient and My Love(a short unfinished allegory)by Lewis ChappelleShe signed the new patient information form indicating that her name was Anna Bree; her health insurance card indicated the same. She said her reason for seeing my assistance was that, ?She wasn’t sleeping at night, she was not happy in her twelve year marriage, and that she needed help straightening out her thought processes.?Anna was a beautiful young woman - stunning in face and form. Tall, and slim of hip. In our...
“I told you, you would be mine, Anna,” Richard said. “Have you let yourself come yet?” “No,” Anna mumbled. “Speak up, Anna. Have you let yourself come since I saw you earlier?” “No,” Anna said, louder this time. “Do you want me to make you come?” “Yes” “I will make you come Anna, but not now. Not here.” Richard reached down and grabbed Anna’s hand, pulling her to her feet. He kept a hold on her hand as he walked her through the door of her room, down the dimly lit hallway, into the...
I sat up and grabbed the back of Anna-Brooks Cowan’s neck and kissed her hard. She kissed me back, not hesitating a second. She pressed her body firmly against me as our lips clashed, hands tangling in each other's hair. Anna-Brooks jumped up and wrapped her legs around my waist. I brought immediately slid my hand under her skirt and grabbed her luscious ass to support her, my entire palm squeezing her plump ass cheek. Her short-ass boyfriend could never lift her like me, nor could he...
Anna was paranoid her boss had somehow found out about her naughty experience at the school building site. He was becoming more and more suggestive towards her. It was obvious that she made his cock stir, numerous times she noticed a definite bulge in his pants when she was near him. That morning she had been daydreaming about the joiner’s cock and was permanently moist. She hoped her boss wouldn’t detect the smell of her pussy juices as they leaked into her knickers. She had on her signature...
I have recorded the past eight years of my life in this journal. It has been a remarkable time in my life. I wish to share it with you. It is a fairy tale, I think. My story has been translated from its original Italian to English. I apologize if some words or phrases are incorrect. My friends tell me that the meaning of the story will come to you easily. I hope that is so. * There are certain days when god smiles upon me, Pietro Trigiani. Such a day was the Monday in April, 2000, when Anna...
© 2003 Apologies to anyone who is too familiar with Flushing Meadow :) "I always told you, you have the greatest dad in the world, Josh!", Stephen tried to convince his friend. "It must have been quite an undertaking to get those tickets. They're worth at least 10 times their weight in gold, for God's sake!" "Your friends' dads are *always* cooler, Stephen. I'd think you would know that by now? But yeah, I guess he really wanted to surprise me. Sometimes, my old folks get it...
-- Too Many For Even Anna! 1--My attractive daughter-in-law Anna and I were having fairly frank and open discussions about sex, but she refused to become more physically intimate with me. I suggested making out, pleasuring her with toys, bondage, and of course sex .. but she seemed disinterested. This was a disappointment to me, of course; this was one VERY attractive, sexy, exciting woman. She didn't seem offended or insulted at my suggestions, continued to share in conversations with me...
-- Too Many For Even Anna! 1--My attractive daughter-in-law Anna and I were having fairly frank and open discussions about sex, but she refused to become more physically intimate with me. I suggested making out, pleasuring her with toys, bondage, and of course sex .. but she seemed disinterested. This was a disappointment to me, of course; this was one VERY attractive, sexy, exciting woman. She didn't seem offended or insulted at my suggestions, continued to share in conversations with me...