Few years back I was on a business trip with 5 other people from my company. There were 4 guys and one other woman, Kelsea. We had planned to go out drinking the night before heading back home. Well as I finished getting ready an unexpected storm rolled in. This kinda put a stop to our plans. Instead of bar hopping as planned we ended up hanging out in my room. We drank plenty and played the usual drinking games. I was sitting on one side of the 3 seat sofa in a short red/black kilt skirt, low cut, midriff showing black top, matching bright green bra and tiny thong with black heels. One of the guys was on the other side of the sofa with me, 2 on the edge of the bed, the last in a chair by the bed. Kelsea was seated in a chair directly in front of me across the small coffee table
Kelsea was a 21 year old petite fair skinned white girl with wavy blonde hair down to her shoulders, very perky B-cup breasts. She was wearing a simple knee length blue dress and flats that fit her modest style and upbringing. The only thing flashy about her was the 3 week old engagement ring from her high school sweetheart that she proudly wore.
During a few rounds of "Never Have I Ever" I realized Kelsea was taking peaks of my slightly exposed panties whenever I took a sip from my bottle of beer. Knowing that if I shifted the questions to a more sexual tone I would drink more and cause Kelsea to admit how far she strayed from her modest nature.
The next time I caught her doing it I purposely opened my legs wider than necessary and recrossed them while looking at her. This caused a very shy embarrassed smile for Kelsea. I simply returned it with my own seductive one. This seemed to further embarrass her, causing to get up quickly and fix herself another drink.
It ran late and I told the guys it was time for them to head back to their own rooms. Because Kelsea could leave I told her to wait a bit. Once all the men were gone I walked up to her raising my hand to her chin and pulled her in for a long soft kiss. I wasn't expecting it when she returned the kiss but when she did I pulled up on her dress with both hands then used one to rub her pussy. As soon as my fingers touched the fabric of her plain white panties I could feel how wet they already were. She briefly broke the kiss and weakly said she had never done anything like this before. Began to undo her dress letting it drop to the floor leaving her standing in a miss matched bra and panties. One hand rubbing her pussy the other feeling her breast. Kelsea's hands were nervously roaming my body completely unsure what to do. I pulled her to the bed stripping off her bra before kissing and sucking her breast. Once my rubbing of her pussy had started to cause her to moan a bit I slid her panties down slowly kissing from her breast down. I sat her down on the edge of the bed then slowly started to lick her pussy. Her moans were instant and continued as I gradually licked and sucked her clit faster. Right before she was ready to cum I pushed 1 finger into her wet pussy and fingered and licked until her moans grew louder and finally stopped.
She laid on the bed catching her breath when I sat on the couch my legs opened and told her to come here. She slowly walked over and got on her knees looking up in a mix of anticipation and confusion. I pulled the tiny thong to the side and told her to lick. She was all over the place at 1st but soon adjusted to how I responded. It wasn't long before she was using her tongue and fingers on me until she made me cum. After stripping slowly out of my clothes we both returned to the bed. I pulled out 2 toys I bring when I travel, a small but deceptively powerful lipstick vibrator and a simple glass ribbed dildo. I used the vibe 1st on Kelsea before inserting the glass toy. She moaned and squirmed with each passing orgasm. We then took turns both licking and using the toys on each other for another few hours before falling asleep.
Since then Kelsea had come out of her shell a bit dressing less modest but still far from inappropriate for work. She would also bring up how fun our hook up was and that the thought of further cheating on her fiancé excited her but that she could never bring herself to do it. That was until our most recent trip...