This is a true story, and my girlfriend is still unaware that I know!
My girlfriend's name is Cassie. She's a 26 year old brunette, 5'2", petite and fit. She has medium sized breats (32B) and a very nice, toned ass. She ran track in high school and kept a very good figure.
My girllfriend and I went on a cruise to the Bahamas last year, and here's where the story begins. We've always been a very sexual couple and we both get very kinky and like to talk about things we'd like to try in the future. I've tried to sell her on a threesome with one of her hot friends several times but unfortunately she'll never bite. She's countered the offer with a threesome with me and one of my guy friends, but I said it was too weird. However, I did say I'd let a male stranger at maybe a bar or away on vacation get in on it and she said she wasn't too open to it.
The first night on the cruise, we fucked twice at night and it was intense and amazing as usual. Something about being on the water was making me extra horny, so I really wanted to take things further. The next morning we talked over breakfast and I asked if she'd be down to go to a bar later on and maybe try something with another couple or just a lone guy but she didn't seem too into it.
After breakfast I booked a massage for the two of us for noon. We went back to the room before the massage and I threw her on the bed. I pulled up her sundress and started to eat her pussy like an absolute animal.
She cried out "I'm gonna cum don't stop!"-- just when my cellphone alarm began to ring to remind me of the massage appointment. I stopped eating her pussy, grinned at her, and stood up, grabbing the room key and walked out of the room. She stormed down the hallway; flushed and frustrated as ever because I teased her just seconds before she could cum. I could see the red in her cheeks.
We got to the spa, and we were greeted by Dana, a small blonde woman with a fantastic set of tits, and Bryan, a tall muscular tan man with gelled hair. They asked if we'd like the woman to massage Cassie and vise versa and we both immediately shut that down and said we'd only be comfortable getting massaged by the opposite sex. Dana led me into a room alone and Bryan led Cassie into her room. We figured we'd be in the same room, but we really didn't care, we just wanted a good massage.
I stripped down naked and Dana came in and began to rub my shoulders. Bryan abruptly entered the room, claiming he left his oil bottle in our room by accident. I smirked--came up with a good idea, and pulled him aside before he could leave. I slipped him $200 and winked at him, telling him to "Take good care of her". He patted me on the shoulder and said, "You're not the first to ask for this, come check this out."
I got up from my bed, threw my sweatpants back on, and entered a room in between mine and Cassie's. What I saw was very interesting. It was a room with two-way mirrors on both sides; one to overlook my room and one Cassie's. I sat down in a chair and faced Cassie's room. She had no idea I could see and hear her.
She was getting undressed, her tits were already exposed and she was now bent over, removing her neon blue g-string, revealing her tight shaved pussy. She walked to the mirror quickly to check herself out; I could still see the red in her cheeks. She was still frustrated and horny and I was loving it. She tip-toed back to her massage table and laid down, covering herself with a towel.
Dana was in the mirrored room with me, rubbing my shoulders. Bryan entered Cassie's room smiling. He shook her hand, they shared a laugh together and he began. The towel lay right over Cassie's ass, with her back and legs left exposed.
Bryan poured oil on Cassie's back and a drop on each of her legs. He rubbed her back for a good five minutes. She was loving it; his hands were tremendous and strong and as he came up to her neck she was letting out soft moans of relief. "This is amazing," she said--her voice muffled from facing down into the bed. He didn't respond; he now moved down to her thighs. He rubbed her thighs down to her calves and then to her feet, at which point she giggled a bit from being ticklish.
Bryan replied to this with: "My apologies, I'll stay higher up".
Cassie giggled again and said, "Sorry! Yes let's stay higher so I don't end up kicking you!" and they both laughed simultaneously.
Slowly but steadily, Bryan's hands stroked and squeezed their way up Cassie's thighs. As he approached the towel, his hands slid right up to her ass cheeks and to my (pleasant) surprise she gave no resistance. She let out another grunt of relief.
Bryan asked, "Is this okay up here?" to which Cassie replied:
"Yes. You found the stress headquarters," and they both laughed again. Without asking, Bryan completely removed the towel, rolling it up into a ball and tossing it into a basket on the other side of the room.
Cassie gave a little wiggle, and then settled back down; almost as if she were adjusting so her legs could separate slightly even more, and her back became more arched. This was so hot and I was rock hard. I took my sweatpants back off and began to shamelessly jerk off while Dana rubbed my shoulders. Dana said nothing.
Bryan poured a long line of oil down in between Cassie's entire ass, falling down into her pussy and running down her thighs. One hand grabbed her left ass cheek and the other slid right in between them, caressing the inside while the whole side of his hand slid down, completely stroking the length of her pussy--which was now drenched in the oil. She gave a sigh of relief.
Bryan began to ask, "Is--" and before he could finish, Cassie said:
"Yes this is perfect."
He grabbed both ass cheeks, squeezed a few times, then spread them wide and pressed his right thumb into her pussy. Cassie instantly raised her hips all the way up, spread her legs, and Bryan's head was buried in between her asscheeks instantly! It was such a quick and smooth motion, if l'd have blinked I would've missed the whole thing!
Bryan's neck was jerking up and down, and I could see his big pink tongue going to town viciously on Cassie's now soaked pussy. I could NOT believe that Cassie was on all fours completely giving herself away to this stranger with no hesitation! She was biting her lip but still moaning, while her hand was reached behind her and grabbing Bryan's hair.