Catalina's Week of Pleasing Pillow Princesses
- 6 months ago
- 44 min read
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29-year-old Catalina is a friendly and soft-spoken African American New Yorker who shared an apartment in Harlem with a childhood friend. She spent most of her days working in a retail clothing store and lived a single life by choice, using some of the perks that came with it to justify her secretly raunchy and somewhat random sexual encounters.
Being in the size 12-14 range, Catalina matched her curvy shapes and 6ft height with smart casual clothes that looked great on her. She proudly proclaimed herself a small BBW with a family heritage from Ghana. Her close friends and family lived scattered around New York and were unaware of her secret sexual side for over 4 years.
Through several websites over the last couple of years Catalina lived in a world of casual encounters and more specifically, meeting with the metaphorically coined ‘pillow princesses’ and ‘queens’.
At some stage back in her first year in retail, she worked at a particularly quiet store during the weekdays. It left her with a lot of free time in between customers to study or do other things online.
She discovered what casual encounters were and was hooked ever since. Especially the women 2 women sections, which were full of descriptive ads from both young and old women, some fit and some on the extra, extra BBW side. All from various Manhattan, the Bronx and Brooklyn suburbs and asking to meet other girls discreetly for what they kept referring to as ‘fun’ or ‘discreet play’. Some suggested getting a hotel room, others could ‘host’, and some were wild enough to meet in public. It’s captivated Catalina who let her mind run wild with raunchy possibilities, she never cared much for a label and felt an attraction to a lot of people if the context or feeling was mutual. And when one big website got taken down years ago Catalina quickly found its successor and was ‘still looking’ as they say.
Using an anonymous email account, Catalina met different kinds of women and over time also made several ongoing ‘NSA’ friends – No Strings Attached. They were girls who had boyfriends but made up a fake background story for Catalina and pretended to hang out as just friends.
Catalina was not sure why she enjoyed meeting so many random women for sex, but the monotony of her first retail jobs and the mutual interest for discreet lesbian sex from the ads contributed heavily in the beginning. For weeks on end she first just read everything and fantasized, building up her confidence and curiosity to find out more about these so-called princesses. Until one day she stopped caring anymore and got involved. What little experience she had from drunkenly fooling around with girls back when studying she made up for with a healthy dose of reading lesbian erotica and a curious attitude to life in general.
The first woman she messaged with turned out to be a flake, a term she got used to over the years as many girls were ‘teases’ and found it challenging to follow through on their lesbian fantasies. Catalina sympathized with them and did not take it personally if they stopped replying. And even worse, some women were men in disguise. Once Catalina found out she stopped talking to them.
But that first woman sparked a courage in Catalina, and she replied again, and again, and again until she was comfortable to meet her first – a married woman in the corner of a quiet car park. It was a bit clumsy, anxious and bordering on sleazy, with both of them inexperienced and unable to relax. She faked her orgasm to make the woman feel better and was not even sure if she was doing that great of a job returning the favor. It was an average first meeting, but Catalina realized quickly that with some practice and skill she could enjoy it with the right women.
That first encounter lead to many more. The following day-by-day was one busy week in the early summer months for Catalina, balancing her secret lesbian encounters with the rest of her life.
Catalina’s planning for the week started from the Sunday evening. Her manager emailed through the roster for the week and they asked her to work Monday to Thursday from 11 AM to 8 PM and close the store. On Friday she would have a 9 AM to 430 PM shift, and Saturday just a short 9 AM to 1 PM.
The Monday before was uneventful both during as well as after work. And Catalina thought that week would be similar. When she woke up, snoozed and was about to start getting ready for work her gut feeling told her to check the discreet email for any responses.
An email from Irina, one of Catalina’s favorites, read –
'Hey x I’m back in town and free tonight if you can come?'
Catalina giggled and checked the time it came in. It was that same morning but early, around 6.25 AM. She replied.
'Hey! Glad you got in touch, yes I am free. Same time and place? X'
Irina was an older Eastern European woman Catalina already met with 6 times by replying to her ad. She never told Catalina where she was exactly from except that she normally lived and worked in Boston. The trips to New York were for work and they luckily paid for a nice hotel. Irina was also into the online encounters and explored during those work trips away from her husband and normal family life. Catalina got along well with her the first time and they agreed to keep meeting when Irina came to New York.
Irina liked to role play as stepmother and stepdaughter when in public since she looked quite mature. She was in the mid to late 40s and explained to Catalina the first time they met that she hated the attention from other people whenever she was with a younger girl. Irina did not like random hook ups and liked to get to know her “stepdaughters” before bringing them back to the hotel. That usually involved going out somewhere and being seen in public, as well as staying the night with Irina and enjoying the hotel’s complimentary breakfast. During these public moments Irina never wanted t o arouse suspicion about the nature of the relationship between her and Catalina or any of the girls she saw before.
Catalina had a soft spot for Irina and always anticipated their secret meetings. Since she normally went to work carrying a bag her flatmate never noticed when she packed extra clothes to stay the night at Irina’s hotel. By the evening she would text about going for drinks after work, and then later again that she was staying over at a friend’s house and for the flatmate not to worry.
They would meet at the 79 Street Metro station around 9 PM and have a couple of drinks nearby Irina’s hotel. Usually for Irina to unwind and gradually become bossier of Catalina. Their hook-ups were a delicate mind game, with flirtatious innuendo and intense eye contact disguised by an innocent girls’ night out between a stepmother and daughter.
Irina loved ordering Catalina around when they got back at the hotel. Everything from serving more drinks and relaxing massages to using Catalina to get off multiple times shamelessly. Catalina enjoyed doing it with Irina but realized it was an odd arrangement.
They met for a meal that time and shared 2 bottles of wine. When it was time to leave, Irina paid for everything and they innocently laughed and talked their way back to Irina’s hotel. Catalina felt familiarity and comfort in Irina’s eyes whenever they locked in. Irina comforted her in a way that a friend would, but also had passion for her to dampen the panties. It felt like a hidden secret, a wild one.
While Catalina came right after work, Irina had already spent some time at the hotel settling in and getting ready for their date. She always looked fabulous, like an important manager at some company or a high-end lawyer. She was 47 and looked like a size 10 Rachel Weisz. Older, experienced, stylish and a naturally beautiful woman. She spoke motherly to Catalina about life and work and gave great advice on how to handle certain situations. Very fitting of the ad Catalina initially replied to – 'Mommy looking to spoil her stepdaughter and a good (tongue emoji)'
There was an electric excitement between them when they waited for the bill in the restaurant. Irina gently brushed on Catalina’s legs under the table and Catalina responded by opening her legs, a sign that signaled for more.
Some 20 minutes later rushing back to the hotel – Catalina felt the presence of Irina standing very close to her in the elevator up to the room. She could smell the classy perfume and felt the presence of lust. And when Irina opened the door Catalina quickly let herself in, Irina closed the door behind them and hung the Do Not Disturb sign.
Catalina wore skinny jeans with t-shirt and jacket that appropriately matched the store she worked at. Irina had on a top and work skirt with underneath visible tights and matching boots. Smart and sexy for her age with a medium haircut.
Catalina tossed her bags and shoes up against the wall on the floor and turned around to see Irina climbing out of the boots and bending over to seductively take off the tights.
The room was shaped with an entrance hallway, large bedroom, lounge area and another hallway for the bathroom and kitchen areas. Luxurious and comfortable, Irina’s work was generous.
'Mommy finally has you alone again. Hope you’re not too full, come eat some more like a good girl' – Irina openly said to Catalina.
Catalina perked up and walked over to Irina, feeling hands immediately guide her down to her knees. She instantly pressed her head up against the front of the skirt and looked up.
'You mean, this pussy?' Catalina jokingly replied.
'Shh don’t talk for a while love. God, I’ve missed your pretty face. Here' – Irina said with a deeper tone and pulled up her skirt to show Catalina a V-line of dark blue panties. Catalina watched on with a content expression on her face.
When Irina parted the panties with one hand, Catalina leaned in and was met with the familiar scent she previously had and tasted. It was on the muskier side but still enjoyable. Well-kept and with character. After the initial couple of careful licks to get reacquainted Catalina lapped up Irina’s entire crotch and filled her mouth with the woman’s juices. Irina stared up at the ceiling in a state of trance and pleasure.
Catalina let her mouth do half the work and slowly eased her tongue into it. She munched in circular motions on Irina’s slit and fully savored the area to get the night started between them.
In less than 5 minutes Catalina managed to make Irina’s lips drool down her inner legs. Irina gently encouraged it all like someone who cared about their partner would.
Irina suddenly pushed Catalina away – surprised with open mouth. She pouted Catalina’s lips with two fingers seductively by the cheeks. Irina also rubbed her own juices over Catalina’s face wherever she could feel them. Catalina looked back at her like a kitten.
'A little bit more love, over here by the bed' – And Irina walked over to the edge of the bed. When she sat down, she also pulled off her panties and positioned on the floor with the legs spread for Catalina to crawl in front.
Catalina regularly felt a slight hesitation for the first minute or two when eating someone out. It naturally went away and turned into something much looser and open minded. It came from a fear of What-if-someone-walked-in-at-this-exact-moment. While it can be very powerful to go down on someone it can also be incriminating if caught by the wrong people.
Catalina adjusted herself on the floor as Irina held open the lower lips at an angle guiding the mouth to where it needed to go. Catalina closed the eyes as she approached the wet slit and licked wherever she could reach by extending her tongue. She rubbed her mouth and tip of the nose along Irina’s surrounding crotch area – feeling naughty for being buried so deeply between another woman’s legs. But it was that same feeling that made Catalina forget for a moment who she was. It made her own gut feeling shiver with lust, like a shut door bursting out of its hinges with a flood of water trying to rush through.
A couple of minutes later in that second position and Catalina felt Irina twitching and spasming longer and increasingly deeper. Building up to a climax of shivers and moans that was like a cry of pleasure. During her last quivers, Irina held Catalina’s head tightly pressed into her crotch. Catalina slurped along with the whole mouth at what little she could reach on the top of Irina’s very juicy slit.
'Okay love, stop it… stop, stop, stop!' Irina pulled back and giggled loudly.
Catalina sat up and proudly smiled with glaze around her mouth, anticipating what would come next.
'Come, let’s get ready for bed' – Irina requested and gently lead Catalina to the bathroom.
First, Irina helped Catalina to undress and then got naked herself. She gave Catalina a towel for the face and ran the overhead shower to a comfortable temperature. Catalina followed Irina into the shower, and they washed up caringly for each other before crawling into bed to spoon naked.
Catalina enjoyed being spoiled by the luxurious bed and comfortable warm room and the sensual nature of Irina’s caring for her. Why not lick someone with enthusiasm if that came in return. A great night’s rest with a sexy motherly figure.
Irina quickly and strongly implied a second round, drifting her hands down Catalina’s body to between the thighs. After a little bit of teasing, Irina intently used her hand to get Catalina off. She rubbed it against Catalina’s slit and allowed Catalina to grind back to it. Not long after the climactic quivers and long breaths of air from Catalina were embraced by Irina’s open body.
Catalina immediately returned the favor and rubbed a hand on Irina’s lips. But moments later –
'Grind on me' – Irina barely managed to say through her heavier breathing. She motioned Catalina to go down on her again.
Catalina followed the order and crawled under the sheets. She was met with a damp and wet area ready for consumption.
Catalina placed her mouth on Irina’s lips and felt Irina immediately grab hold of her head. In the next few minutes Irina pushed in and out with the hips to Catalina’s mouth and really made use of Catalina’s position. And every time Catalina felt wet lips pressed against her, she would suck on them. Since it was dark under the sheets and with Irina’s erratic movements it was hard to see. She had to trust her instinct.
Irina powerfully grinded herself to Catalina with long and bulging muscle spasms throughout the body. Even the toes curled. When she was done enjoying her shivers and after quakes of ecstasy, she motioned for Catalina to crawl back up again. When Catalina emerged from under the sheets Irina kissed her and let her sleep rested on the chest.
'You did good my love, rest up' – Irina mothered. Catalina was pleased as well.
Catalina woke up together to Irina’s alarm. It was 830 AM. She was still horny from the night before and lay awake waiting for Irina to finish checking work emails and messages. The last couple of times Catalina always had one more opportunity to lick in the morning before they left. And when Irina finished and looked at Catalina –
'You’re a real little minx. Look at you…' - Irina said, gently brushing Catalina’s hair aside.
Irina stood up from the bed but remained nearby facing Catalina. She was fully naked and checked her phone again.
Catalina slowly crawled over and leaned in closer to Irina’s crotch at the edge of the bed. The closer she got the quicker her nostrils became filled with lust, and it drew her in. She placed a few smooches on the top of Irina’s small bushy patch and signaled Irina to put the phone away.
Irina gently climbed on top of Catalina’s chest and slowly lowered herself onto Catalina’s face. Her womanly thighs fully covered each side of Catalina’s head as she arched for balance.
Irina rode Catalina’s face for a few minutes before shuffling herself off to the side. Both were out of breath for a moment, and Catalina eventually propped herself up. Together they showered again and that time in the morning it was to get ready for work individually with their make up and clothes.
Not long after they left for the hotel’s restaurant where they enjoyed eggs, toast, and all kinds of treats and multiple cups of coffee. Irina explained when she was visiting again, and they parted ways with a friendly peck on each other’s cheeks.
Work that day was a breeze for Catalina. She felt rested and high on positivity.
The ‘Netflix N Eat’
Catalina managed to work throughout the Tuesday being full from the hotel’s breakfast. She took a break at 545 PM and checked up on her phone messages and special email account:
RE: Netflix and eating (3)
RE: Small BBW Asian looking for kitten (4)
RE: First lesbian experience (33)
RE: Married women play group (18)
RE: 43 bi curious (6)
RE: All girl threesome (10)
Those were some of the conversations Catalina was having around that time. Ads she replied to first. She never liked the responses she got from the two times she posted an ad. That way she filtered her potentials or moved on.
The Netflix email suggested to meet up the following Wednesday night and the Small BBW girl suggested Thursday. That left Catalina with a free Tuesday to spend at home. She loved to cook fresh meals inspired by YouTube videos and ate them watching various other videos. And by the time it was midnight she fell asleep curled up comfortably in her bed.
Catalina managed to keep up appearances at work but was also a bit nervous for the night ahead. While she was relaxing the night before, most of that Wednesday she anxiously thought about the girl she was meeting. More on the Small BBW later in the story.
The girl was a 21-year-old American student, Jenny, from upstate New York whose parents were putting her through Law School. She lived in Chelsea with another girl from the university in an upscale apartment. Catalina already met her once the week before, but just as things started to get interesting her flatmate texted; she was 5 minutes away from home. Right when they were making out after a nervous 10 minutes of chit chat. Catalina had to abruptly leave.
Jenny emailed again and said her flatmate would be away in New Jersey that Wednesday night.
That time they could do more Catalina hoped. Jenny was cute and a small size 8 blonde country-type of girl. Very warm and friendly but also a little spoilt for her age. She was odd in the sense that she sexted with Catalina about watching her favorite Netflix shows while being licked. But Catalina was intrigued, even more so after they spoke about it for over an hour on FaceTime before the first time. Jenny explained a friend of hers used to do it for her back home and she had been missing it hence the ad. She also met with another girl through posting but also wanted to give Catalina another opportunity.
And after a long day at work Catalina hurried over to meet Jenny at a local corner store in Chelsea. They greeted each other and decided to go shopping for some drinks and a light snack.
'Are you sure your flatmate is away?' Catalina asked.
'Yes, I helped her with the bags to the train and waved her off. Definitely gone until this time tomorrow' – Jenny replied confidently.
They laughed with each other as they picked between iced tea or lemonade. They were visibly excited to meet. Iced tea ended up being the winner and both chipped in a couple of dollars to pay for it. In no time they were back at Jenny’s apartment.
Catalina noticed inside how Jenny had pre-warmed the lounge room to a comfortable temperature and had The Fresh Prince of Bel Air waiting to resume playing on Netflix. She even put out a few candles. A premeditated hook-up, Jenny was good at setting the mood.
Catalina waited for Jenny to bring back glasses for their drinks. Like a great host, Jenny poured them, on ice, and gestured for Catalina to sit down first on the couch. Seemingly a ploy to let Catalina choose which side of the couch she wanted, Jenny sat down next to her with their legs touching and exchanged the drinks.
'Don’t be nervous like last time, and I can show you my flatmate already texted me from the train wishing me a fun night. Here' – And Jenny showed her recent phone messages with the flatmate which said exactly that.
'Do you like Fresh Prince?' Jenny asked.
'Yeah, love it' – Catalina replied.
'Then I hope you don’t mind just hearing it because I want to keep you busy tonight' – And as Jenny uttered the words she leaned in and softly kissed Catalina on the lips. A bit shy herself at first but seductive and persistent.
Catalina broke their kiss and sipped from her lemonade. She kept eye contact with Jenny, inquisitively. Jenny took a sip too and put the glass back on the nearby table. Catalina gently held Jenny’s arm and resumed the make out. With more intent and seeking out Jenny to take charge of the momentum.
Both placed their arms around each other and embraced in the kiss. They locked lips and Catalina pulled Jenny closer every time their tongues met. She drew Jenny in. But suddenly, Jenny stood up and clumsily slid down the sweatpants and tossed them on a chair. Catalina looked back at her with a hungry smirk.
Jenny had black and grey-striped briefs on that looked cute matching with her white top. She sat down on the couch again and looked over to Catalina, holding back a nervous giggle.
Catalina ran the top of her fingers over Jenny’s stomach down to the top of the briefs. She then positioned both her hands around Jenny’s sides and lowered herself off the couch, down to her knees in front of Jenny.
Jenny spread her legs and jolted with each touch and kiss from Catalina. She eventually leaned back on the couch and let Catalina do her thing.
Catalina kissed her way down Jenny’s top and continued kissing once she reached the briefs. She kissed everywhere between Jenny’s legs starting from the middle and expanded into both inner thigh areas. She also focused on pushing through firmly with her pouted lips to make sure the briefs rubbed on the inside. Catalina wanted Jenny as wet as possible and to enjoy herself with Will Smith jokes in the background.
Jenny arched her back and swayed her hips and crotch back to Catalina’s movements. Her breathing got heavier, and she was softly begging Catalina for a licking. Eventually Catalina could not resist it anymore and slid off Jenny’s briefs, lifting her legs in the process and freeing glistening wet lips and a seemingly tasty center. Hairless overall.
Catalina caught Jenny’s stare before she stopped herself from throwing the briefs away. They smiled and Catalina decided in a moment of playfulness to wear the briefs over her head. First, she looked at them in her hands and when Jenny was also watching, naughtily lifted them up to her face and inhaled Jenny’s scent. She inhaled a few times, looking contently back at Jenny who was visibly turned on.
Jenny licked and bit her own lips and rubbed herself with one hand. Catalina eventually wrapped the briefs around her head.
Jenny’s hands guided Catalina’s head down to between the legs where a warm, inviting, sweet and sour combination of juices awaited. There was not much of a scent greeting her on the way, Catalina was impressed by the girl’s cleanliness and overall presentation. A perfectly cut melon right through the middle.
Catalina’s first instinct was to start around the middle. Build up a bit of excitement. To check what the reaction would be from kissing and licking the thighs and outer lips. To graze the slit with her mouth and ignore it again crossing over to the other thigh. To see if Jenny would beg or pull on her head.
But Catalina also got impatient. She startled Jenny with the first long lick down the middle. Like the greatest tasting mango salsa from a very experienced chef.
Catalina took it easy on her tongue, she was potentially doing that a lot that evening and did not want to get tired too soon. She took her time as Jenny smirked and watched her. Catalina increasingly placed her mouth around the edges of Jenny’s lips and secured her tongue to do all the work.
Jenny reached for the TV remote and pressed play, resuming the previously paused episode of Fresh Prince. Then settled back into her seat, Catalina never skipped a beat.
Catalina saw from the corner of her partially closed eyes there was a couch pillow to use for her knees. She reached for it and Jenny helped her to adjust. Then dove right back in between Jenny’s spread legs. Jenny was so wet traces of fluid were running down the thighs and crushed ass cheeks.
In the background Catalina heard what sounded like one of the earlier seasons of Fresh Prince, where Will was still being grilled by Uncle Phil as a young teen. In the later seasons everyone was much more adult. A few jokes from the episode made Catalina chuckle to herself.
Jenny’s breath increasingly became heavier and she focused less on the TV and more on the pleasure she felt. Catalina found a consistent rhythm Jenny’s abdomen responded to and zeroed in on it like a professional. In under 10 minutes, given the awkward circumstances, Catalina got Jenny off to a bodily shake of an orgasm. Several bursts and slurps later Jenny pushed her off.
Catalina sat up and giggled. Jenny burst into laughter but stopped herself moments after. Regaining her sober self again. Jenny looked over at Catalina and sat upright on the edge of the couch. With one hand she wiped the edges of Catalina’s mouth.
'Wow, you really look like you enjoyed that as much as me' – Jenny quipped.
'What can I say' – Catalina replied and paused her sentence with a grin.
'I don’t think I can have another round so soon after that' – Jenny said worried.
Catalina thought for a moment about what to reply. She could suggest something else to lick.
'You can keep watching the show, just lay down on your stomach here' – Catalina finally replied.
Jenny quickly positioned herself onto a couch pillow to rest her head and faced the TV. Catalina stood up and carefully sat on the couch around Jenny’s ankles. She lowered herself without putting pressure on Jenny.
Catalina carefully leaned forward and balanced her right hand next to Jenny. With the free hand she massaged one of Jenny’s ass cheeks. Gently also opening the crack to catch glimpses of Jenny’s great looking little star in the middle.
Without warning Jenny, Catalina lunged her mouth in between the cheeks.
Jenny immediately wiggled. Even Jenny’s ass was tasty, something that was not always the case with all women over the years.
Catalina twirled her tongue around the middle while her face made a gap with Jenny’s ass cheeks. Fully embraced in it. Only occasionally coming up for a quick breath of air. Gradually Catalina also incorporated longer, stroking licks of Jenny’s crack from top to bottom. It allowed for breaks and a fun little variation for Jenny.
She realized they were well into another episode while tongue deep in booty. Many licks later up Jenny’s crack Catalina continued through over the spine up to the shoulders. She leaned in and kissed Jenny on the ear lobes from the back. Jenny smiled and embraced her from behind.
'Stand up' – Catalina whispered and did the same.
Jenny seductively walked a few steps away to the middle of the room. Catalina positioned herself back on the floor on the pillow, facing Jenny and resting her back upright on the bottom of the couch. She gestured Jenny to come closer.
Jenny stood in front of Catalina, and had her body turned around by Catalina’s hands. She quickly caught on and slightly bent over facing the TV. Her ass was directly in Catalina’s face who quickly made the best of it.
Catalina went for a deep kiss of the center of Jenny’s everything. The way Jenny was standing, Catalina had access to the bottom of her sweet lips through to the lovely hole and cheeks. It was a pleasure to see. If anyone walked in the room, they would have seen Jenny casually standing at an angle watching TV, naked, with Catalina behind her, clothed, eating her booty.
Catalina had both hands firmly on Jenny’s left and right cheeks. Eating away at the center. She pushed her tongue against the star and swirled around. If it had not been for Fresh Prince audible eating sounds would have filled the room. Catalina knew she was being sloppy and enjoyed it. Her own face felt wet.
Jenny held Catalina’s head from behind, a sign of ass eating approval.
Catalina kept licking throughout that episode’s credits and when it stopped, Jenny turned around.
'Are you thirsty?' She asked Catalina.
Catalina nodded her head and smiled. Jenny poured more in their glasses and shared it. Both gulped the entire glass quickly. They looked at each other with a happy expression while another episode of Fresh Prince started. Jenny slowly sat down on the couch again and poured more to drink. They allowed for things to calm down and watched a bit of that new episode.
'You’re amazing' – Jenny said suddenly.
Catalina smirked contently. She knew she was good, but Jenny seemed infatuated. It felt like Catalina exceeded expectations.
'I like doing it, don’t worry' – Catalina replied kindly. Not wanting to sound too arrogant.
They simultaneously put their second drink back on the table. The hands met each other and touched. Catalina felt inclined to gently brush Jenny’s hair aside and leaned in to kiss her neck. Moments later, Catalina also ran her hand up the inside of Jenny’s legs and brushed up against the sticky lower lips she just ate. In no time, Jenny leaked up a storm and Catalina felt the excitement through her fingertips.
Only a couple of minutes later and Jenny was squirming in Catalina’s embrace. She moaned out loud a small and concise build up, something careful and calculated.
When Jenny came, Catalina seductively raised her hand from between the legs and licked her fingers clean. Showing Jenny, she truly enjoyed the taste. One of the greatest compliments to give someone.
Catalina pushed Jenny down on the couch again, with the legs spread on the floor. She crouched down on the pillow once more and leaned forward in between Jenny’s thighs. Using her fingers Catalina pushed Jenny’s lips open in a V and ate in the middle. Jenny could not control her breath, gave up control and shut her eyes.
Jenny’s hands fell softly to the side, like jelly. There was nothing guiding Catalina but her own instinct, Jenny’s body was frozen and tensed from the pleasure. It looked like Catalina was attacking Jenny’s crotch with passion and lust.
Credits played of another completed episode. And another one started right after. During the few seconds of silence in between, Catalina heard her own munching sound. It reminded her of eating a piece of corn or bowl of soup without a spoon.
Somewhere in that next episode’s first act Jenny tensed up heavily again and climaxed to Catalina’s continuously licking mouth. She yelled out a louder, profanity-laced moan and gripped Catalina’s head.
Immediately after, Catalina persisted and pushed back against Jenny’s hands that tried to push her face away. One of Catalina’s hands reached over, found the middle of Jenny’s slit and inserted a finger. She also feverishly sucked on the top of Jenny’s slit, on a mission to get another orgasm in a row.
Jenny’s body responded by uncontrollably pulsating her hips to Catalina’s head. She screamed momentarily when the second climax approached and exhaled a loud moan that lasted nearly a minute. Jenny’s body felt electric as Catalina continued, eventually letting go after feeling the final bursts of released tension.
Catalina stood up and adjusted herself, but Jenny looked like a zombie on the couch and stared at the ceiling. It felt so powerful it left a person soulless for a moment.
When Catalina helped herself to another drink, Jenny finally emerged from the slumber with a big smile on the face.
'I’m sorry if I lost all energy to continue watching Fresh Prince, you’re welcome to watch more. My body is going to crash soon' – Jenny said.
'It’s ok, time for me to go home' – Catalina replied.
They kissed each other again momentarily, then Catalina stood up to reach for her jacket.
'I’ll let you know when we can meet again, if you’re up for it' – Jenny said.
'Sure, let me know' – Catalina replied.
They blew a kiss to each other and said goodbye. Catalina left and caught a taxi back home. Her flatmate was already asleep – perfect.
She checked her emails and replied to the latest one with the Small BBW for the next night. Everything was still confirmed.
The ‘Small BBW Filipina’
Before work on that Thursday Catalina managed to FaceTime with the Small BBW, Faith, and her hunky big tooled boyfriend Adam. Faith was a 27-year-old Filipina who worked in an upscale beauty shop. Adam was an amateur male model in his mid-30s. She was the one who posted the ad looking for another girl, Adam would only watch and participate with her, not the guest. They were from Long Beach but had a hotel for that night in Soho and wanted to host Catalina.
The hotel had a trendy bar they first met at for drinks and to get acquainted. Not long after Catalina finished work.
Faith was a thick girl, fit for a Drake music video. Between a size 14 and 16, very pretty, full bodied BBW. Chubby for some, beautiful for many others. Adam was a tall guy with a solid build, gentle giant looks mixed with an underwear model. Catalina appreciated his rugged handsome appearance.
Catalina agreed to be Faith’s kitten, to lick her in front of Adam in their hotel room. Adam would just enjoy the show and then afterwards have his way with Faith. Catalina played the image over and over in her mind that day at work. She was filled with anticipation.
On the way to the bar they exchanged more messages about where to meet. Catalina wore a brown jacket on black jeans and Jordan 1 sneakers, sexy and smart casual like someone working in retail would look like.
When she reached the destination and went inside, Catalina noticed the couple sitting at the far end of the bar. Show time – the last time she met a cool couple seemed ages ago and distant.
When Catalina approached them, Adam was the first to turn around and greet her. On the FaceTime call he was in Faith’s background; in real life his presence was noticeable. He had a rough edge to him with his fashion sense and complimented the look of someone with a large one hiding in his pants. Once he smiled though his aura turned to a gentle giant.
Faith greeted Catalina second and turned herself around while seated on the bar stool. She exchanged a deep gaze Catalina felt through their small talk. But Catalina also sensed, when she smiled, Faith smiled. They were off to a great start.
Moments later the bartender came by to get Catalina’s order. She leaned in to tell him and stood closer to Faith and smelled something short of a goddess. Faith had the hair and face done up and wore high-end sweatpants and sneakers. It looked stunning with her body, the same went for Adam.
Catalina felt a mutual connection with Faith. A familiarity, an unspoken bond. The energy felt comfortable when they all finished their drinks. It was genuine and mutually interested.
'Shall we go?' Faith suggested.
'Yeah!' Catalina replied playfully.
Adam settled the bill as Faith and Catalina slowly walked passed the hotel’s lobby outside the other end of the bar. Catalina smirked and openly checked out Faith to her face, how thick and beautiful her body looked.
Adam caught up to them at the elevators and luckily, it was just them and no other hotel guests on the ride up. When the doors closed, Faith pressed for the 6th floor. She also extended her hand to hold Catalina’s. Adam joked about how excited he was to be alone with them. Catalina felt the same.
Faith held Catalina’s hand the entire time, even during the walk to their room. It was pre-kitten conditioning and it worked; Catalina liked being led by Faith. Catalina believed Faith had the kind of body that needed to be worshiped sometimes.
Adam opened the door for them, and they followed him inside. It was not a large room but for the size they had it was luxurious and very clean. Faith walked Catalina into the middle of the room next to the bed. Catalina only had to slightly bend her neck down for a kiss, Faith was not a small girl in height and stood pressed against her.
'It’s ok Faith, I think she wants it too' – Adam interjected when Faith froze up. He then sat down on a nearby chair facing them.
Catalina giggled when he said it and realized Faith was nervous. She decided to lean in first and kiss Faith to break the ice. Catalina paused a moment, took in the scent of Faith up close and allowed a chance for Faith to kiss back. Which she did, with incredibly soft and wet lips.
For a few minutes, that was all they did. Kissing and caressing, getting to know each other. Faith was nervous even though coming into the room she was confident. Catalina definitely broke the ice when she lowered herself to crouch in front of Faith and used both her hands to take off Faith’s sneakers. Also, Faith’s sweatpants and tossed them on another chair nearby.
Faith had on red-and-white panties that covered her snugly around the waist. It looked like candy cane. Finally, Faith let go of her nervous feelings and guided Catalina’s head closer to her panties. Catalina felt the hands edging forward, to the front of the panties, where a candle-like scent waited. She pouted the lips and touched the front of Faith’s crotch to apply light pressure.
She went in on Faith for nearly 10 minutes, kissing and licking all around the panties and feeling up the booty cheeks. Adam silently watched but wildly grinned. Faith took off her own top and tossed it to the side. Like a professional, Catalina’s hand reached up to fondle Faith’s breasts and later undid the bra. Faith laughed impressed and tossed her bra as well when it happened.
'Baby, she looks like she wants to eat you up' – Adam interjected with a smooth deep voice, clearly turned on by the display.
It was easy to slide down Faith’s panties and fully expose Faith’s naked body. In all its thick and juicy glory, sweet flavors and all. And for a brief moment, Catalina stuck her face into the middle of Faith’s wet pussy lips. She wasted no time in tasting her – like a red bean cheesecake. Very sweet and as expected. Adam cheered on.
'Oh my God that’s amazing, come, let’s go into bed, please' – Faith begged Catalina mid-moan, clearly enjoying Catalina’s work.
Faith playfully jumped in the bed and positioned herself on the pillows. She spread her legs on the bed, opening a space for Catalina to climb between. Catalina watched Faith get into position and noticed how wonderfully tasty her lower lips looked spread. Being the small BBW and Filipina she was with a well-kept body, Faith had a beautiful set of lips between her legs that would make any woman or man cry tears of joy. Catalina crawled over the bed to it, captivated and not making eye contact with Faith directly. Like a predator, Catalina attacked Faith between the legs with a passionate combination of kissing, licking, sucking and swirling. Striking from slow to fast. Hungry.
Faith loudly moaned and grabbed the pillows. She arched her back, pushed her hips and crotch back on Catalina. As far as Catalina’s mouth and Faith’s lower lips were concerned, the rest of Faith was not there momentarily. It took a powerful 5 minutes of wild savoring, when Faith suddenly grabbed Catalina by the back of the head and motioned to go faster. Faith trembled with an intense bodily experience full of spasms and tingles from Catalina’s power-licking. She kicked with her legs and punched the pillows with her hands, screamed a minor orgasmic peak and guided Catalina off her to avoid the sensitivity afterwards.
Catalina continued by kissing Faith on the thighs as she recovered. Both noticed Adam putting his drink down on the nearby table.
'Baby that was so incredible! Please come here I want you to feel good also' – Faith said to Adam, almost stoned in intent.
Adam stood up and removed his sweatpants. He then walked over to the edge of the bed with his power tool in full swing, semi-hard and commando. Faith joyfully arched herself up and crawled on hands and knees over the bed to him. Catalina sat upright and looked at the perfect rear view angle of Faith’s ass with Adam in front of her, grinning, about to enjoy her sucking.
The sight of Faith’s big ass bent over was appealing, to say the least. Catalina felt there was a waterfall inside herself, gushing at the sight of all that. The two cheeks, separated by a tempting crack that, judging by the previous taste from the slit, probably tasted like salted caramel ice cream. The lips still visibly protruded from below. The backside of the thighs and how they bent down to the knees. Adam’s sexy face with one eye closed, the other eye looking at his girlfriend’s ass and surprisingly not at Catalina. Enjoying himself with the increasing sounds of Faith sucking on his big tool with the sloppy intent of someone who loved lollipops.
Catalina loved it and positioned herself so she could unbutton her own pants. She slid a hand inside and started intensely rubbing the already excited area. Fingering herself to the sight of Faith and Adam.
'Why don’t you eat her ass as a reward for sucking me off' – Adam suggested, looking at Catalina with an intense stare and cheeky smirk on his face.
Catalina quickly leaned over and used both hands to spread open Faith’s booty cheeks even more. She wasted no time in landing a couple of long licks up and down the entire length. Faith moaned when it happened, slobbering on Adam by that stage. Then, Catalina narrowed in on Faith’s star and licked on and around it, not separating herself from it again for another 5 minutes. Faith trembled on occasions and Catalina heard her choking herself on Adam’s tool while also trying to touch herself clumsily. He must have been really big and juicy judging from the sounds Faith made.
When Adam eventually stepped away from Faith, Catalina backed away as well. Faith turned around in the same position, showing her ass to Adam and facing Catalina. She had a pleased look on her face as she held her head down and jerked the ass back for her man.
Catalina continued fingering with a hand in the opened pants. Faith’s face was not far from it, watching her do it. Adam was fast and in 5 seconds managed to get a condom on and slid himself inside Faith. The moment it happened Faith’s eyes rolled back in the head and she lost herself to him. He stuffed Faith perfectly, leaving no room to breathe. For however many minutes he was inside her, pounding her, the eyes did not return to normal. Faith got drilled and only caught her breath after he was done. And when he slid out and stepped away, there was so much white cream running down her legs and his condom, Faith looked like she just had her core rocked. It was enough for Catalina to get off to in sync.
A calming down snuggle ensued, where Adam got himself another drink while Catalina and Faith lay quietly and recovered.
Catalina eventually felt the urge to leave them to their romantic couples’ night. She fixed herself, went to the bathroom once and then said goodbye. Adam was very respectful and showed her to the door, Faith said goodbye from the bed. They agreed to keep in touch for another time.
Catalina made it home with a bit of time to spare before midnight. She had some fruit and popped in a load of laundry. Then got ready to sleep. She checked the emails again for Friday but usually kept the weekends to herself and with friends and family. Faith already sent her a thank you email, for the unforgettable night and suggested doing it again.
A big smile was the last thing Catalina had that Thursday before falling asleep.
9 AM starts were a hard change after being rostered multiple days of sleep ins. That Friday was particularly bad. Catalina had a coffee at home before leaving for work and bought another one on the way. The morning felt grueling to get through.
The lack of sleep, coffees, and that week’s encounters, wreaked havoc on her overall energy levels. A couple of her friends wanted to have food and drinks after work, which was great, but she hated to have to explain the low energy. Not much was happening for that Friday in the emails. At least, nothing to tempt her into a meeting. Her mind switched off and wanted to have wholesome fun.
She helped around at work a little longer than expected just to kill some time. Then at 510 PM Catalina left to see her friends.
Her energy levels perked up again after a couple of wines and a full stomach of greasy food. Everyone filled her in on the gossip from their lives and she told some of hers. The usual friends catch up – warm and caring. They enjoyed it until Catalina decided to go home after 9 PM. She wanted an early night in to make up for sleep. Plus, she had one more Saturday morning shift to work.
At home she did the final check on the emails when she saw a new message. It was from Flo, another African American girl from Brooklyn who wanted to see Catalina again. She was a year younger, in a relationship with a guy but a proud pillow princess and a similar size to Catalina.
Catalina met her once before and it was enjoyable enough to justify it again. Flo wanted to go shopping for clothes and play in the dressing rooms; the last time they fooled around Catalina went down on Flo in a coffee shop’s bathroom. The whole thing was nervous and a tad awkward, but Catalina replied anyway agreeing to meet Flo again and suggested a time and place that weekend.
SATURDAY & SUNDAY
The ‘Changing Room Freak’
When she had her morning coffee before work again, Catalina checked on Flo’s messages. Flo agreed on the time and place Catalina suggested.
That morning, work was a breeze again. Catalina was well-rested and energetic to handle her customers. She finished her duties on time and said goodbye to the team for the rest of the weekend. She would meet Flo 30 minutes later in front of a McDonald’s. From there they would walk around to find the right store with discreet changing rooms.
Five minutes before they were supposed to meet Flo messaged her that she was already there. Great – since Catalina was inside the McDonald’s using the bathroom. Hopefully she doesn’t taste so soapy this time, Catalina thought to herself about Flo.
They finally met, greeted each other and walked away talking like girlfriends. Nobody would suspect. After a few minutes they walked by a large clothing store when Catalina remembered those stores had fully closing changing rooms and suggested they investigated.
Catalina’s hunch turned out to be true and they both picked a skirt and a shirt to ‘try on’. And luckily there were no employees of the store monitoring the changing rooms. The store had some customers browsing, but the changing rooms they went to had no one. They timed their entry, and both found the last room in the row.
Catalina hung their clothes on the inside of the door. Flo did not waste time and unbuttoned her jeans immediately and zipped them open. She slightly slid them down along with her black panties, semi-exposing herself in front of Catalina, and freed up space between her bushy area and the panties.
'Great to see you again' – Flo grinned, touching herself in a creepily seductive way.
Catalina smiled back nervously. She thought to herself to just go ahead with it, even though it was a little awkward and lacking intimacy.
She dropped down in front of Flo and held Flo’s legs for balance. Catalina’s face leaned into Flo’s crotch and exposed area, with the familiar soapy presence when she extended her tongue and breathed in.
For several minutes Catalina tried to reach in from the difficult angle and eat Flo. She managed with some persistency and found an angle where her tongue rubbed against Flo’s inner slit. She sucked with the rest of her mouth.
Flo stood back against the wall and tilted the head. Just as she started to enjoy the licking – the door knocked.
'Sorry to disturb but please only 1 person per booth' – An employee said.
'Not a problem, just a second' – Flo replied.
Catalina quickly stood up and wiped her mouth clean of traces. Flo fixed the clothes back to normal. They both agreed to call it a day, but Flo would be in touch again.
They both took their clothes and left the changing room. They apologized to the store employee who did not seem to care all that much. Then they left the store and went separate ways.
The rest of that Saturday Catalina spent at home preparing for a dinner she would make for herself and her flatmate. They would stay in, eat, drink, and watch movies. For the Sunday she had a family lunch planned. And played the rest by ear.
Such a lifestyle of meeting strangers to hook up with, randomly or regularly, may be appealing to some but not to all. Catalina kept that side to herself even though she balanced it with an active social life.
The random encounters were all about sex, the side effects could be loneliness. Not to mention the risks of being caught in public. Be careful when enjoying yourself.
We hope you enjoy the other lesbian sex stories in our Season 1 & 2 series.
Have you got any experiences like Catalina’s? Tell us about them. Read Me Tonight Lesbian Sex Stories.