Hello.
This is a true story.
So little about me (even though story mainly isn't about me) I am 22 years old. I consider myself attractive and get a lot of attention from guys. I dress down often as to not draw attention to myself. I am 5 10 and have long legs, long brunette hair and green eyes a big chest and of course a big smile. I am a massage therapist and have a practice right next to a very big chiropractors office. I get 85% of my business from Chiropractic referrals about 10% from client referrals so thankfully I don't get many creeps anymore and my client base is usually pretty up scale.
So I have this one regular lady we will call Karen who is very well maintained in her mid 40's. She always come in with very expensive clothes, business attire , high heels and her lingerie usually looks like it cost more than my whole outfit.
She is usually quite quiet during the massage sessions but then after about 10 or so massages became more chatty.
One day when working on her I commented on how unusually tight she was that day. She made some comment about it was probably because her hubby hasn't been doing her enough lately. She said it with a laugh and it didn't sound corny as when some clients mention sex.
She then made some comment about do I know where guys my age hang out to find "cougars".
We both laughed and chatted a bit.
So later that night I am lying in bed with my boyfriend. My boyfriend is black 28 completely built and has a great dick. Usually I'm too tight to take him without a special lube and some foreplay to get me wet and relaxed.
I mention to him what happen with Karen earlier that day. He got an instant erection.
I said "Wow you are turned on by idea of older white married ladies aren't you?"
He kinda of laughed. That night he screwed me silly. I was kinda hurt a little bit knowing he was mentally fucking a married older lady instead of me but whatever.
So after that night I didn't really think anything about it till I saw Karen a month later. The whole time I was massaging her I was thinking of my boyfriend (Calvin BTW) having his way with her I got hornier and hornier.
So I tried to casually ask her if she had any luck with her hubby. She laughed "Nope...no luck finding a cougar bar either."
We both laughed. She then confessed that it has gotten so bad she has started to fantasize about a young man in her office.
We both agreed how that is not a good idea to fool around at work.
Later that night when in bed I snuggled up to Calvin. I then sexily said "I feel naughty."
"Why is that?" he asked.
"I saw Karen today and all I could think the whole time how you could totally work that lady over."
Again instant boner. I was like "Damn Calvin you never even seen the lady."
"I know but I got mental pic of her from your description and I think most young black men at some point fantasize about being with an older married white women."
I started to jerk him of for a couple minutes and then said "How would you feel if I tried to set you up with her?"
Instant jump of his cock and extra pre-cum dripping down his dick told me he approved of the idea.
He was very gentlemanly about it saying he didn't want it to affect our relationship.
BTW We had been together for about 18 months at the time and I do fancy being his wife at some point if he'll have me.
I told him I wouldn't have told him about it if I wasn't serious and if I didn't trust him.
So over the next few weeks we came up with several ideas. Oh and we fucked like rabbits ;)
We lacked one set plan as it was hard to predict how she would react to a lot of ideas to try to get them together.
We agreed I couldn't be to unprofessional and I couldn't just say something like "Want to fuck my boyfriend?"
That it would have to seem as "Organic" as possible.
So finally the day for her appointment came.
Even though I don't do erotic massage and I am not bi I tried to give a massage that would arouse her the best I could. We made small talk and I told her we were going to a relaxing breathing session during the massage. As we got a good breathing with long deep breaths I tried to be more light fingers and sensual.
I sensed it was working. Her nipples were poking against the sheet.
After some light conversation I took the chance. I asked "Hey I 'd love you to meet my boyfriend were having drinks after we are done. Maybe you can have a glass of wine with us?"
She after doing the polite decline I don't want to interfere with you two thing she said she would love to. She told me how the massage has made her relax and that she as thinking about maybe a bubble bath and wine at home anyways so why not have some wine out.
I was so proud of myself. I made her relaxed and I predicted she was probably a "wine" lady.
My boyfriend was ready as we agreed he should be ready for any circumstance just in case.
As she was getting dressed I quickly told him what had happened.
We agreed that any flirting with her tonight should be the non obvious "explainable" kind.
If either of us thought she be comfortable with just him I'd get called away for a bit.
I shooed him away saying to meet us there would put her guard down.
I picked the perfect table a 4 seated rectangle table with a chair missing from my side forcing him to sit next to her without seeming rude to me or forced...
As we ordered wine and "waited" for Calvin I said cool we can have some girl time first.
Calvin was waiting for my go ahead to come in via text I thought if I can get her into her first glass and talk some girl talk first it would help.
"You mind if I tell you something personal?" I asked.
"Sure" she responded.
"I don't want to sound rude to you because you have opposite problem with your man but I can't seem to keep up with mine." I confided.
She laughed and said "Oh to be young again, but at least you're getting some pounding. Damn! That sounded awkward...sorry."
"Don't be. I don't have many girlfriends anymore it's nice to talk candid with another women." I told her in my best we are good girlfriends voice.
After that exchange we changed subjects and ordered a second glass. She seemed relaxed and casual so I texted Calvin come on in big boy...
As he came in and I introduced Karen to him I can tell right away she thought he was hot. She immediately recrossed her legs in a way to show more leg trying to be casual as not to give it away to me. As he stepped away to order a beer at the bar she gave me the hubba huuba look..."Wow you're so lucky!" she whispered.
At this point I knew it was a matter of time before by boyfriend was splitting her legs and making her cry for more. I was so horny thinking about it. I was jealous and nervous and horny all at the same time.
The thought of my boyfriend slowly undressing her. Fulfilling his fantasy of an older married women. Him taking her fancy lingerie off.