Babysitter Adventures

Hmmmm, I sighed, feeling content and satisfied as I stretched my 5'10" frame across this king sized bed. The sun was peaking through the hotel curtains streaming streaks of warm sunlight over Brittany and I. The last 3 hours we fulfilled our lust and erotic desires for each other.

How lucky can a girl be!

Next week, I'm celebrating my 25th wedding anniversary to a wonderful man, Jack, whom I love deeply and have 2 daughters with and 18 years with my lady lover, Brittany. Brittany is married to Tom and has 2 sons.

Maybe, "lover" is not an accurate description of my relationship with Brittany. We enjoy sexual experiences with each other. Adventurous with few boundaries. I'm not into pain, just mutual pleasure.

I'm Jill, and met Brittany when she was 15 years old and we needed a babysitter. Jack and I had been married 3 years when our first daughter was born and we waited until she was 9 months old before considering hiring a babysitter so we could enjoy a date night.

When I consulted friends for their recommendations Brittany was their unanimous favorite.

I called her number and spent several minutes talking with her mother, introducing myself and giving a quick background on Jack and I. Her mom was very protective, I had to pass her interview before Brittany was allowed to babysit for us. I guess we passed.

The first evening Brittany babysat, her mom came with her and spent 30 minutes as an introduction but also evaluating us and our household. When we first met I was taken aback by Brittany and her mom's appearance. Her mom was stunningly beautiful and Brittany was a young version of her mom with black shoulder length hair, large round brown eyes, a disarmingly beautiful smile and a body that was perfectly proportioned. Her voice was soft and sensual with an air of confidence not common for a 15 year old.

When my husband, entered the room, I swear he was caught off guard by their looks as he stammered hello before composing himself. It was Brittany who diffused the awkward introduction with her slight smile as she commented, " Wait, your names are Jack and Jill." I could tell she was about to reference the nursery rhyme so I beat her to it,

"Yes, our pail of water is in the kitchen and Jack's crown is healed." We all laughed.

Brittany exceeded our expectations in her ability and care for our daughter, Marisa. When we arrived home, Marisa had been fed, changed and asleep and Brittany had written a detailed account of the evening. We paid her above her requested rate and Jack drove her home. When Jack returned he commented he thought it would be best if from now on I drove her home, he gave no further explanation and I didn't ask.

That night Jack and I had the best sex in years. He was aggressive, which I love. Spent more time than normal devouring my pussy with his tongue and fingers bringing me to an intense orgasm before he pounded me with his cock to another orgasm leaving me a quivering mess before he climaxed.

"Whew, where did that passion come from," I commented as we cuddled.

He whispered, "On my way home from Brittany's I couldn't stop thinking how much I wanted to fuck you hard."

"You succeeded," I cooed as we fell asleep.

Over the next 3 years Brittany became our regular babysitter and the fact we paid her above all others made us her top priority. When our 2nd daughter was born Brittany proved very capable of dealing with a toddler and infant together. She was very comfortable being around us and we considered her part of our family. Our daughter, Marisa, adored her.

I honored Jack's request to be the one to drive Brittany home, each time our conversations became more open and casual. She had a lot of questions about my career as a editor of a woman's sports magazine, my years of education, how I met Jack and how I knew he was "the one." I was flattered and willing to share my experiences and wisdom.

I also got to know her as a studious, goal oriented young lady with maturity above her age. She had a natural sexual appeal, a beautiful face and body, confident sexy walk but portrayed a down to earth charm.

When she turned 18 we planned a surprise party under the pretense she was babysitting.

Brittany was surprised and genuinely enjoyed the evening being with us. By 9:00 the baby was asleep and Jack took Marisa upstairs to read a story and put her to bed.

Brittany and I settled on the couch chatting about this and that. At one point I opened a bottle of wine and offered some to Brittany. Keeping the conversation light we laughed taking turns sharing awkward moments growing up and with old boyfriends.

Around 10, I quietly crept upstairs to check on Jack, he had fallen asleep with Marisa. I left him sleep and returned downstairs as Brittany finished the last of the wine.

Brittany had driven to our house and I was concerned that she was driving home after drinking and suggested she stay overnight. She agreed and called her mom who after quizzing her agreed to let her spend the night.

With that settled, I opened another bottle of wine and we continued our chatting. It was after midnight when I thought we should call it an evening. I cleaned up the empty wine bottles and glasses and was ready to show Brittany to the guest bedroom. She stood and hugged me thanking me for a wonderful birthday party.

I hugged her back.

Our hug lingered longer than I expected with Brittany moving her face to nuzzle her lips on the soft skin below my ear.

I gasped, blindsided, my first reaction should have been to recoil and push her away but I continued to hug her, I was enjoying her touch. Maybe it was the wine and the feeling of intimacy we developed during our conversation or her beauty that was clouding my judgement, or feeling like I was 18 again. A twinge of lustful desire sparked in my head.

I loved feeling naughty.

I didn't move, wondering what was next.

Brittany trailed her lips from my neck over my cheek and found my lips.

We kissed.

Pressing our lips together, her soft and moist lips felt new and different against mine. I trembled sending shivers through my body. My heart quickened, my knees weakened and a flush feeling radiated through my body. I've never looked at a woman with sexual desire before but right now my boundaries disappeared.

I pulled her close kissing her with lust, pressing my tongue through her lips to her tongue.

Oh my! I enjoyed this and wanted more.

I had never experienced another woman. In my teens I never experimented with girls like some of my friends, I was always attracted to boys. But Brittany was young, beautiful and her lips were soft and at this moment I wanted this to continue. Her body pressed into mine, her ample breasts pressed against my smaller chest. I was overwhelmed with a feeling of being naughty, wanting to touch her body. I wanted this!

Brittany's hand moved up my side and cupped my breast, I gasped, as she whispered," show me the guest room." I didn't move. I was caught in a fog of arousal and lust enjoying her kisses while she fondled my breast. Pulling away Brittany took my hand and told me to show her to the guest room. I weakly pointed down the hallway. Holding my hand she led the way.

We stood in the dark, Her fingers unbuttoned my blouse and slid it off my shoulders. She hugged and kissed me while reaching behind unclasping my bra. My bra slid to the floor, Brittany immediately leaned forward taking my nipple between her lips. I gasped and moaned reveling in this new sensation of her soft lips sucking me. I pulled her head against my chest as I whispered," harder, please suck my nipple harder!" She responded to my request while rubbing her hand between my legs. My knees buckled.

Brittany sat on the edge of the bed, pulling me in front of her. She unbuttoned my shorts and looping her fingers under the waistband pulled my shorts and panties down. I stood totally naked in front of this other woman, an 18 year old youngster, another first! Leaning forward she kissed below my navel, slowly kissing while moving down to my nicely trimmed pubic hair. Her kisses continued around my mound as her fingers stroked between my slit.

Oh my! I was getting aroused and my moisture coated her fingers.

She smeared my juices over her fingers and my pussy lips, when totally lubricated she pushed two fingers in me and curled them over my G spot. I squealed, shivered as an orgasm crashed over me. I lost my balance falling onto the bed, gasping out of breath. Brittany pushed my legs apart and lowered her head to my pussy tasting me as her tongue slid between my lips and over my clit.

I've always enjoyed Jack going down on me, his tongue, lips and rough face stubble could bring me to a orgasm quickly but Brittany's soft slow touch, her tongue gently probing, licking, sucking around my clit had me on a slow burn climbing towards another climax.

Finally! I reached the peak and exploded, the intensity took my breath away, my mouth gapped open but no sound formed. She didn't stop, my entire pussy was burning and so sensitive it hurt as I tried to separate from her but she held me close. The sensitive sensations turned to pleasure as she gently sucked my clitoris. My orgasm continued in waves, finally she stopped.

My vision was blurry as she kneeled over me, undressing. I watched as her perfect round breasts appeared and she shimmied out of her tight shorts and barely there panties exposing her totally shaved pussy. Laying on top of me, we kissed, her tongue pressing against mine transferring my vaginal taste from her tongue to mine.

Oh my! Another first! How erotic!

What I desired now was to reciprocate the pleasure. Rolling Brittany onto her back I spread her legs and lowered my lips to her mound.

Another first! Performing oral on a woman.

I followed her lead duplicating her actions on me. Her moans spurred me on to continue, increasing the intensity as I sucked her clitoris between my teeth and ramming my fingers in her pussy.

"Oh my, Jill! That feels wonderful! Don't stop!"

I didn't, my confidence in my abilities increased as I brought her to climax unleashing a torrent of fluid on my face. I was surprised by the volume but immediately sucked in as much as I could. As she recovered from her high I laid next to her. Leaning over her, I held her breast while I sucked her nipple.

Another first, sucking another woman's tits, I loved it, and so did Brittany.

Cuddling we kissed until falling asleep.

It was close to 3 am when Brittany woke me sending me back to my bedroom. I crept quietly back to Jack, naked, carrying my clothes. Dropping them on the floor I slid into bed and cuddled next to Jack. I was surprised he was naked, he usually wears his boxers. As I cuddled next to him I fondled his flaccid member. His cock started to wake up and at half mast I was aroused and wanting a cock buried in my pussy. Being with Brittany was incredibly thrilling but I wanted, needed, to be filled with cock.

Enthusiastically, I stroked Jack while lowering my mouth to suck his cock. He moaned and half awake mumbled, "Again." I assumed he was dreaming. By now he was hard and I straddled him, grabbing his cock I directed it into my entrance. I was so wet and ready he slid all the way in. I started slowly rocking back and forth enjoying the feel of him hitting the front and back of my tunnel. I steadied myself with my hands on his chest. He was awake now, he whispered," oh my how I love you!" I responded, " I love you too, now pinch my nipples hard!" He followed my command and it didn't take long for me to shiver and shake through an orgasm that left me panting as I collapsed on his chest. I laid there, breathing heavy and not moving, enjoying his hard cock buried in me. I feel asleep on his chest, not sure if he climaxed and I didn't care, I was happy and exhausted.

After that night Brittany and I planned more time together. Using the excuse of a spa day together. We either met at a hotel followed by the spa or vise versa. As we became comfortable with each other we became adventurous. We started including toys, vibrators, dildos and experimenting with anal penetration. I loved the naughty feelings and climaxes Brittany brought out of me. Jack never questioned my budding friendship with Brittany and he enjoyed my heightened sexual energy on my spa days which always led to great sex that night.

When Brittany turned 21 I suggested a ladies trip to NYC. I had a 2 day work conference and I saw it as an opportunity for Brittany and I to spend 2 nights together. I knew Jack couldn't make it and he didn't mind staying home with our daughters, he never enjoyed big cities. I convinced Jack that the trip was a unique opportunity for Brittany to visit NYC, her first time, and a chance to observe my business responsibilities and how a woman succeeds in a man's career.

Brittany was excited to go.

We flew into LaGuardia airport and rode a taxi to the hotel attached to the conference center. I left Brittany at the hotel bar while I went to register at the conference. When I returned a man had joined Brittany at the bar and I could tell he was being very charming. As I joined them Brittany introduced me to Dan, a businessman from Ohio.

Dan bought another round of drinks and invited us to join him for dinner. As he stood from the bar I was impressed with his physique. He stood 6'7",broad shoulders, muscular arms and flat tight abdomen. I commented, "Dan you look in great shape!"

"I work out daily, it helps get me through my hours behind a desk," he replied pleased I had noticed.

Throughout dinner he proved to be very charming and I could see Brittany's interest, and I couldn't deny I was too. We exchanged glances and I knew what she wanted but she left it up to me.

I invited Dan to our room, his eyes lit up. I couldn't tell if it was surprise or anticipation.

I did notice him glancing at my wedding ring and the absence of one on Brittany. I didn't comment or try to hide it.

Dan eagerly agreed to join us offering to bring a bottle of wine. That gave Brittany and I a few minutes alone to get our heads together. We agreed not to force anything, just see what happens. I felt like a single 21 year old hanging with my best friend forgetting my family and responsibilities.(shame on me)

Dan arrived at our room with 2 bottles of a sparkling wine. I could sense his uneasiness trying to figure out the relationship between this beautiful 21 yr old and a 35 year old married woman. Were we business associates, or more.

Our room was a suite with a separate room from the bed. The room had a table, a couple chairs and a couch. We settled on the couch, Brittany and I on either side of Dan. As we enjoyed the wine our conversation remained light and funny with a bit of flirting.

I took the lead, "Dan, would you mind massaging my feet, I've been on my feet all day!"

"I'd be delighted," he replied.

Brittany added, Don't forget about me!

" Not a chance, " he added.

We both had our feet in his lap, as he massaged one foot while the other rested on his crotch. It wasn't long he was sporting quit a bulge and squirming to relieve his discomfort. We were enjoying playing footsie on his crotch and giggling. At every chance our foot would rub over his cock. He stopped his massage and leaned back and moaned with his eyes closed. I leaned close and whispered in his ear, "let's see what you're packing." Smiling he shook his head in agreement as I undid his belt and pants button and unzipped him. Brittany reached under his boxers and grasped his cock which was bent over. Once he was exposed his cock stood straight and hard. We both gasped, it was by far the biggest cock I've seen, had to be over 10 inches. We both started to stroke him complimenting his size. He smiled knowingly.

He reached for us, one hand on each of us. Now we were the ones moaning, enjoying his large hand rubbing and squeezing our tits.

We both had a grip on his cock, leaning toward each other Brittany and I kissed. A long firm passionate kiss with mouths open and tongues probing each other. Dan was surprised, "Wow! Damn that's so hot and sexy!" His cock harden and stretched.

We giggled as I moved to kiss Dan and Brittany leaned to suck his cock.

He moaned as I kissed him.

Without hesitation we switched with me sucking his cock and Brittany passionately kissing him.

Besides being long his cock was thick, I had to stretch my mouth open to engulf his monster.

But, boy was it sexy and erotic sucking on one this big, my panties were soaked!

For quite a while we rotated between kissing each other and kissing and sucking Dan.

At the same time we were undressing ourselves and each other until Brittany and I were naked from the waist up sitting on either side of Dan. I could see he wanted to be all over our tits and I wanted it too. I was going crazy imagining him sucking my nipple while pushing his big fingers in me.

"Onto the bed," I commanded.

Dan understood I was in charge and he was anxious to get comfortable on the bed.

Standing, the three of us quickly undressed and rushed to the bed. Brittany was the first jumping onto the bed giggling.

I could tell Dan wanted to experience Brittany first. I don't blame him she is young and beautiful. Her tits are round and firm with large erect nipples.

Dan wasted no time climbing on top of Brittany and sucking her one nipple while squeezing the other breast. I laid next to Brittany, her head faced me so we could kiss while Dan mauled her chest. Brittany was moaning throughout our kissing.

Dan moved lower, nibbling and licking her folds and clit while pushing his fingers knuckle deep in her pussy. I moved lower also, gently sucking on Brittany's tits. I knew she was close, her breathing increased and her abdominal muscles tightened.

Boom! Her climax hit and it was the most intense I've seen from her. Her whole body quivered and shook while she uttered unrecognizable sounds. I held her tight, kissing her neck until she relaxed and breathed again.

Dan looked pleased at his success, but was not done with her. Spreading her legs and lifting them to his shoulder he proceeded to aim his monster cock toward her pussy.

"No!" Brittany screamed, "you won't fit!"

Dan eased his cock to her entrance and slowly stroked it up and down along her cleft,"I'll be gentle and take it slow."

"Please don't!" cried Brittany "you won't fit!"

I assured her," Relax, he will fit and you will enjoy him."

Dan gently shoved the head pass her folds, Brittany gasped "please don't!"

I watched, incredibly aroused watching Dan thrust slowly into her, stretching her open beyond any dildo we've used.

With each plea for him to stop Dan pushed further and my whole body tingled watching as Brittany's cunt was being spread apart.

She finally relaxed and moaned giving in to his monster. Dan picked up the pace burying his cock balls deep.

"Oh my god!" Brittany moaned and gasped. Her breathing became shallow and erratic as she waffled between holding her breath and panting. Finally, she erupted into another climax, screaming unintelligent sounds, her body flailing like a fish flopping around out of water. It seemed like minutes before she relaxed, taking a deep breath uttering "WOW!"

Dan pulled out pleased with conquering her, he had not cum and his pole stood hard and proud.

I kissed Brittany and then leaned toward Dan taking the tip of his cock in my mouth sucking aggressively lapping up Brittany's juices dripping from his cock. Dan reached between my legs pushing 2 fingers into my very wet sloppy pussy. His fingers slid in easily. I moaned while I stuffed his cock in my mouth.

He pushed a third finger in, I eagerly accepted it pushing my hips against his hand wanting his fingers as deep as possible While one hand was buried in my cunt his other held my head pressing me toward him as he pushed his cock deep in my throat.