It has been a busy couple of weeks since we returned from our family cruise. The little fling I had on board was abit out of character as I am not one to typically have a one-time encounter.
In fact over the last couple of weeks I had been catching up with some of my playmates who had been needing my attention. I had started the first week back from vacation with Alejandra and the other girls of the La Jolla house. The following week had been a very wet day alone with Taylor, and yesterday I had been to LA to see Justine and then Melissa. Even with the recent tragic loss of some of my playmates, I felt that sometimes I was spreading myself too thin and not giving them enough attention. For the most part they all seemed very understanding, but I still worried about them feeling alienated.
I had just dropped off my older kids at school and was swinging by the French bakery to grab a few pastries. I pulled in to an empty parking space in front and made my way in. The door jingled upon entry. A few locals sat enjoying conversation and coffee. I made my way to the counter to make my order.
“I will be right with you hon!” The blonde teen behind the counter promised. A large dark-haired woman in her late twenties was pondering what she should order.
“Oh, I am so sorry. You can go ahead.” she apologized.
“No rush!” I assured her.
After a minute or so more, she gave up trying to decide and ordered three separate pastries and a coffee. She gathered her items and headed to the side counter to add some more sugar to her drink.
I picked out several pastries to go, as I figured I would get one for myself and take some home for my family.
I paid and then headed out the door. I saw the woman was now behind me and I held the door in an act of chivalry.
She smiled as her large form passed me. “You are so sweet, thank you!” she gushed as if no one had ever been polite to her before.
I shrugged it off as no big deal. We passed the outdoor tables as I headed to my car.
The girl glanced back at me and smiled. As I balanced my coffee and the box of pastries to open my car door, she spun around and head back towards me.
“Hey, I know this is really random. But my aunt invited me to Thanksgiving dinner next week and she is always bugging me about finding a man. If you aren’t busy, would you like to be my date and pretend you are my boyfriend? I know, it is random but you would really be helping me out! … and you seem like the kind of guy who would help a girl out.”
I was surprised at her bravery of asking a complete stranger such a question. I shook my head to the negative. “I am sorry, I will be spending time with my family on Thanksgiving.” I replied truthfully.
She looked crestfallen at my direct rejection.
“I know it won’t help with your aunt situation, but if you are free next Tuesday, do you want to do lunch?”
She broke into a smile. “Lunch? Definitely!”. She giggled, shaking her pastries in one hand. “Is it that obvious that I won’t turn down food?”
I set my own pastry box down on my center console and motioned to her. “Gimme your phone.”
She quickly juggled her food and handed me her phone. I sent myself a text to my burner from her phone and handed it back.
She thanked me and turned to go before pausing one more time. “I am Andrea, by the way.”
We soon parted ways and I drove the few blocks back to the house.
When I looked at my phone later there was already a message. “I can’t wait for Tuesday!”
A few minutes later she had apparently been distraught that I hadn’t yet responded. “Hello?”
Then another one just a few minutes later. “By the way, don’t feel like you have to take me out. I know I am fat, so I understand if you are embarrassed to be seen with me.”
It was obvious she was dealing with major insecurities.
I responded. “Sorry, I hadn’t seen the message. But if I didn’t want to meet up, I wouldn’t have invited you. I am looking forward to next Tuesday. But, just so you know, I am married. However, she is cool with me having lunch with you.”
She responded almost immediately with a sad emoji. “Well that is a bit disappointing.”
I didn’t tip my hat too much as I wanted to see how our lunch date went, but we did chat a little bit more via text over the next few days.
On Tuesday, I got a slow start, in no rush as I wasn’t to meet Andrea until 11:30am.
At about 11:15am, I headed out to meet her at her choice of restaurant, one of the many seafood restaurants in our area. I pulled into the parking lot behind the restaurant and walked toward the front of the building. I opened the heavy door and looking around the lobby could see she hadn’t arrived yet. I took a seat on the long upholstered waiting bench.
At 11:30am she still wasn’t there and I wondered if she had gotten cold feet. But those thoughts were put to rest just a few minutes later she entered, seeming a little flustered.
I stood up to greet her and she nervously hugged me. She had the fresh scent of cucumber and mint body wash.
She apologized for being late. “I know it’s lame but I just wanted to look good.”
She wore a wine-colored sweater with a plunging v-neck that showed a generous amount of cleavage. It was paired with a pair of black jeans that hugged her wide hips and a pair of black boots that added a couple more inches to her — what I estimated — 5’8″ height.
“You succeeded!” I complimented her which caused her to blush.
We were soon seated by the hostess and shortly after gave our orders to the waiter. Our conversation was minimal and it was obvious she was feeling a bit awkward.
I reached across the table and she nervously took my hand. She giggled. “I am sorry. I know this is weird. I’ve never really been on a date before. But, is that even what this is? I mean I am so confused since you asked me out, but then told me you are married. But, like I guess I am so desperate I still showed up.”
I quietly reassured her it was okay, but her jaw about hit the table when I let her know about my wife letting me play.
She blushed bright red as she came to the realization of just where things would be heading. I squeezed her hand in mine. Hers was now sweaty with nervousness and she laughed awkwardly.
Our lunch soon arrived and Andrea dove in to her food as if she was famished. Between mouthfuls, I found that she had been the only child of a single mom. She was employed as a veterinarian, mostly servicing some of the local horse farms. She was 28 years old. She had never dated, was scared of what men thought of her, but really wanted a boyfriend. She admitted that food calmed her anxiety and she was embarrassed about her size.
After we had finished lunch, she longily looked at the dessert menu but seemingly thought better of it. I paid the bill and we stepped out of the restaurant. I walked her to her car — a simple dark blue Nissan Sentra.
I then pulled her big body to me and leaned in to kiss her. Her lips hungrily met mine and we kissed passionately.
She gasped and leaned back. “Wow! You are a good kisser. But, are you sure are okay with this?” she worried.
I answered by moving in for another kiss, and she eagerly accepted. I suddenly felt her daringly grab my crotch, squeezing my hardening shaft through my jeans. Her breath was labored as she literally shook with excitement.
“Let’s go to your place.” I suggested.
She nodded excitedly. “Are you sure?”
I nodded. “I am.”
“Just follow me, it isn’t far.” she said excitedly.
I hurried to my car and followed hers from the parking lot. I followed her to the other side of the I-5, and then about a mile or so further until we reached an apartment complex. I followed her car until she slowed. I saw her gesture to a few uncovered spaces and I parked in one of them.
I hopped out of my car and made my way to her. She had already climbed from her car.
She eagerly led me to the nearby building and I followed her up the stairs. As I did I watched her large ass in those tight black jeans. I was excited for having a little bit of different fun today.
She nervously fumbled with the key to unlock the door. “I am sorry, it is a bit messy. I didn’t imagine I was going to have company!” she apologized.
I followed her in and she closed the door behind me. “Are you really sure about this?” she asked as she kicked off her boots.
“Hell yes!” I assured her as I shed my shoes and grabbed her hand.
She pulled me close and our lips met again. We kissed for a moment and then I felt her hands reaching shakily for my belt. Getting a hold of the end of it she pulled me after her to her bedroom. The bed was strewn with several outfits that she had apparently tried on before choosing her current one.
She turned back to me and began to unbuckle my belt. I knew where this was headed and pulled my shirt over my head. She got my belt unfastened and I pushed my jeans and boxers downward. Her eyes latched on to my pulsing manhood. “Fuck!” she gasped under her breath.
She pushed me towards the bed. I fell back, kicking off my pants all the way. The bed was sturdy and the mattress was plush and pillowy.
Andrea was aggressive but I knew she was just excited to finally have a man in front of her.
Her hand wrapped around my shaft. “Ohhhh fuck, I want this in me so bad” she pined as she stroked her hand on me.
I nodded in approval.
She then got a serious look on her face. “Can I close the curtains so it is dark in here. I am embarrassed for you to see me.”
“I want to see you.” I assured her.
She blushed. “Baby, I am so fat. You have no idea. I am embarrassed for you to see my body.”
“Baby, if I didn’t want to see you, then I wouldn’t have ever agreed to come here.” I reassured her.
She sighed, and paused.
Then she stood back. She pulled her sweater slowly over her head. Indeed she had a bit of a soft belly, but I also realized she had somehow been hiding some very large tits under her clothes. They swelled against a dark purple satin bra.
She looked apprehensively, as she toyed with the brass button of her jeans. She then unbuttoned them and began to slowly pull them over her wide hips.
Her panties were of the same purple satin fabric as her bra. However, I could see a darkened trace dampness on the front.
She paused again, “Are you sure you want this?”
I nodded and she giggled as my cock twitched with excitement.
“Mmmm well I see part of you really wants it.” she teased with a laugh.
She reached behind her and unfastened her bra. She slowly lowered it, and quickly grabbed her large round tits as they fell free. They somehow held their melon-like shape when they were unsupported but remained very pliable in her hands.
“Mmmmmm” I involuntarily moaned under my breath as I watched her slowly knead their large soft forms in her hands.
She slowly turned revealing an equally round and smooth ass. She hooked her fingers into her waistband and seductively peeled her damp panties down. Even though it was a very large ass, it looked smooth and soft, it was devoid of any noticable lumps of cellulite. She playfully squeezed her one ass cheek before slowly turning back around.
Delightfully, her pussy was freshly shorn smooth. Her pussy was a deep canyon between her very plump labia.
She nervously smiled as her hands returned to caressing her big tits. “I know I am a lot to handle – 305 pounds.” While there was no denying she was a big girl, she carried it well.
“You aren’t seeing me complaining.” I assured her.
She squeezed her tits. Her nipples were pink and surrounded by huge areola nearly the size of a DVD disc. “40G” she stated as if reading my mind.
“Mmmm come here, don’t just tease me.” I begged.
She smiled as she lowered herself to the floor and took hold of my throbbing cock. She opened her mouth and wrapped her lips around my shaft, just below the head. Her tongue swirled around the tip before she slowly started to slide her head downwards.
She looked up at me, seemingly worried that she was doing good job. But one look at the blissful look on my face reassured her she was doing fine. She wrapped her hand under my balls as she began to vigorously suck me.
I groaned in pleasure as she worked her mouth on me. She finally took a break from sucking, gasping to catch her breath. “… Wow… I love this.” she said between breaths.
“You are doing amazing babe.” I reassured her.
She raised up a bit and pressed my now wet cock between her tits. It was completely enveloped between them. She slowly gyrated, letting my cock plunge in the depths of her cleavage.
I felt a bit of precum escape the tip. Her cleavage became more slippery.
“Mmmmm…” she moaned quietly. She let go of my cock and climbed onto the bed. The frame groaned under our combined weight. She straddled me, her huge tits were pressed against my chest. It was obvious she wanted the foreplay but wanted to fuck even more.
She kissed me gently. “Are you sure? Is this really going to happen? Are you really okay with me being so fat?” she asked excitedly. I could feel her entire body quivering from excitement. I could feel the heat from her pussy just a mere inch from my dick.
“I am.”
She paused, seemingly nervous to ask me something.
She sat back, hovering just above my dick. She looked at me inquisitively.
“What is it babe?”
“Do you need to… ummm…. ” she stammered. She motioned towards my dick. “… put on a condom?”
I shook my head. “Definitely not. You are a virgin, right? And I’ve had a vasectomy.”
She smiled excitedly “Does this mean…. you are gonna cum in me???”
I nodded and grasped my stiff twitching dick and held it upright.
She bit her bottom lip and began to lower her heavy body onto me. I guided my cock between her labia and it began to easily slide inside. Whereas I was very used to generally quite tight pussies, this was not one. Her inner labia hugged my shaft snuggly but I felt the walls of her vagina sliding easily along with no resistance. As she lowered herself into me, I felt her weight transferring to me.
She shuddered with excitement as she lowered herself onto me. “Ohhhhh… God… baby… ” she moaned as she felt me entering smoothly inside her.
Soon she was pressed fully down on me. I sank deeper into her plush mattress. She slowly pulled up and I watched my cock reappear, although it was now coated with her wetness.
She slowly slid down again, lowering herself as gently as she could. “Are you okay baby? Am I too heavy?”
“Go ahead and ride, I will let you know if it is too much!”
She smiled, “Really?” she asked as she dropped on me. She let out a loud moan as she did.
She began to bounce. The bed squeaked and her moans grew louder with each downward stroke. Her tits bounced upwards each time she descended on me. Her skin quickly glistened with sweat. Her pussy coursed with wetness.
She rode steadily, first massaging her tits, then leaning forward and pressing them to face. They glistened with sweat. I finally managed to grasp one and brought it to my mouth. She briefly slowed her bouncing to let me suck on her plump nipples. Every time I sucked I felt her pussy spasm in response.
Soon she moaned and pulled back to ride me again. I was glad that her bed was so cushioned as her body heavily slammed down on me.
Her loose vagina slid easily on my manhood. I knew I was about to deposit my load, but Andrea reached climax first. She cried out with head flung back as I felt her cunt flood with her juices. “Fuuuuuck!”
I felt my entire lower torso area soaked with her juices. Her steady gyrations began to slow but were accompanied by the sounds of her wet pussy suctioning on my dick.
I grabbed her big round ass and with a lifting motion prodded her to keep riding.
“Mmmm, yes. I love the feeling of your hands on me. Fuck, baby … cum for me… cummm…” she begged.
loudly.
I squeezed her ass cheeks and she leaned forward to kiss me. Her tongue hungrily chased mine for a moment while she bounced. Her big tits squished against me. “Mmmm … was this a fantasy of yours? To fuck a fat girl?”
I didn’t get a chance to answer as her downward thrust forced me to cum.
Her eyes grew big as I began to liberally paint the inside of her cavernous vagina with my cum. I grunted loudly with pleasure as I pumped into her.