Then I came across "Ashley Madison" with the slogan "life is short, have an affair."
On a whim I uploaded a profile with no personal information. I was shocked that within a day there was over 100 responses.
I deleted the ones that were over 30 mi away.
The ones that sent penis pictures also got deleted except for the extremely well-endowed that piqued my curiosity.
The first guy I responded to was Stephen, a 40-year-old whose penis picture was unnaturally large. I was curious wanting to see his cock personally. He was married and being ignored by his wife. Let me add that at this point I was
naive, now I know that every guy on that site has the same line. After several back-and-forth emails we met for coffee after school. He seemed nice and honest which is absurd since he is on a website for cheaters. After a second casual meeting I agreed to meet him at a hotel.
I was nervous but also excited for this new experience and at the last minute I packed a sexy nightgown. Stephen had booked a room at an upscale hotel and brought a nice bottle of wine. He was calm and put me at ease as we sat on the couch talking and drinking the wine. I ramped up the flirting giving him a green light to kiss me. We spent some time on the couch kissing and fondling until I said I wanted to change and get in bed. I emerged from the bathroom in my sexy lingerie while Stephen was still sitting on the couch. The lust and desire in his eyes were an instant turn on for me. I had missed that feeling of being desired.
He stood and embraced me with a passionate kiss. His hand was on my breast as I felt my nipple harden. I started undoing his pants and slipped my hand inside his boxers. Oh, my he was huge! The biggest cock I've ever felt. I had to get a full view of him, I pushed his boxers down below his knees and stepped back to view his erection. He was well over 10". Wrapping my hand around his shaft I directed him to sit on the bed. I knelt and started licking and kissing his cock. I had to open my mouth as wide as possible to get his head past my lips and could only tolerate 1/2 of him before I gagged. But I worked his cock over until he climaxed directing his cum on my chest and on my lingerie. Without his ok I grabbed my phone and took a picture of his erect cock and my cum soaked lingerie.
Laying back on the bed I spread my legs and beckoned him to lick my pussy, He obliged doing an ok job while I rubbed my clitoris until I climaxed. He continued licking and sucking as my wetness covered his face. He started to move up between my legs with his cock stiffening. I stopped him short of penetration and instead jerked him off again. As crazy as it sounds, in my mind I rationalized that it was not cheating if there was no penetration.
Stephen was disappointed having expected to fuck me, he hesitated as if considering forcing himself on me but decided the best route is to go along with my hand job which he did enjoy.
But I knew I couldn't see him again unless I let him fuck me and I had decided I would not cross that line.
Over the next couple of years, I met with several men (more than I want to admit) following a similar scenario as with Stephen. I felt like a porn star, playing with and sucking their cocks and taking pictures when they finished on my face and chest. All expected and were disappointed being stopped short of intercourse.
My worse experience was a guy who tried to forcible fuck my face. I told him I enjoyed sucking him off but didn't like being forcible held. When I started to suck him, he thrust his cock hard against my throat and grabbed my head holding me while he thrust his cock hard in my mouth. After the initial gag I bit down hard, he howled and pushed me down while he grabbed his bleeding member. Dressing quickly, he left after calling me all the nasty names he knew.
One of my favorite experiences was a threesome with two gay guys. Adam initially contacted my profile and being curious I responded. Adam, and his partner, Jerry, wanted to experience being together with a woman. I told them my limits and they were agreeable. After meeting them I liked them, they were cute, funny and flamboyant. I was curious and open to an experience with this couple. I agreed to join them at their house early Friday evening and immediately felt at ease with their conversation and funny jokes. Their expensive wine helped loosen the mood. They talked and joked how they had never been attracted to women even as teenagers but recently became curious about experiencing a sexual relationship with a woman together and maybe alone. I couldn't tell if this was a curiosity on both their part or just one and the other was willing to play along.
I excused myself to the bathroom and emerged wearing my sexiest shear red lingerie. Their initial reaction was quite different from other men. They complimented how the lace and color accentuated my curves and was very sexy but there wasn't the look of wanton lust to rip it off and ravage my body. Taking their hands, I placed one on each breast. They examined the lacy edge and ran their fingers along the lace. I had to pull the edge down, expose my breast and tell them to hold me and pinch my nipples. They were very gentle caressing and rubbing my nipples, I placed a hand on each's groin and rubbed. Adam's response was immediate as I felt his erection through his pants, Jerry's response was slow and may have been more from watching Adam that my touch. I focused on Adam first undoing his pants and dropping them to the floor. I undid Jerry's next. These guys wore thong underwear, that made it easy to expose their cocks as I got on my knees. I encircled each shaft with one hand and stroked as I alternated sucking both. As I worked their cocks Jerry and Adam were passionately kissing.
Standing to get their attention back on me I suggested we move to the bedroom. I laid back on the bed watching both men finish undressing before joining me. I directed Adam to place his face on my pussy and find my clitoris. At first, he was lost. While Adam explored, I took Jerry's cock back in my mouth while he positioned to engulf Adam's cock. We were positioned in a triangle with each one of us sucking another. Adam found my clitoris and licked and sucked around my nub while probing with his finger. I gasped as he pushed 2 fingers in which caused me to gag on Jerry's cock. Adam was quite good with his touch and I was nearing an orgasm when he stopped. He had no clue I was at the edge. FYI, if you are performing oral on a lady and she is close to orgasm, don't stop!
They changed positions with Jerry's face on me and Adams cock in my mouth. With some encouragement Jerry probed me, I begged for 3 fingers, he obliged, pushed as far in as possible sending me over the edge for my first climax. They both watched me tense and jerk as I released a flood of fluid on Jerry. Still out of breath and panting I begged Adam to suck my nipple. He was tentative at first but I kept repeating harder, firmer, nibble. When he finally got aggressive and pinched my nipple between his teeth I closed my eyes and moaned spiraling into another out of breath orgasm.
Recovering I opened my eyes to see Adam on top of Jerry with his legs up and spread, Adam's cock buried deep up Jerry's rear. I watched with curiosity; I had never been a spectator to sex.
After climaxing they switched with Jerry fucking Adam doggie style, I moved in front of Adam directing his head back between my legs. He sucked me and moaned until Jerry came, pulled out and collapsed on the bed. Adam was so aroused I didn't think it would take much for him to climax but I wasn't about to suck his cock since it's been up Jerry's rear. I rolled to Adam's side so I could reach his rear. With all the lube and cum dripping out I had no trouble slipping two fingers in and finding his prostate, I rubbed and massaged while I held his cock in my other hand with my fingers pinching his head. He lost it, screaming and gasping as he came, his cum dripping between my fingers. He collapsed on his belly, I wiped my hands on their sheets and curled up between them to cuddle. They fell deep asleep. I stayed for 20 or 30 minutes before I got up dressed and left.
The following week Adam emailed they would like to meet me for lunch. I had already decided that I would do them again and was surprised that at lunch they thanked me and gave me an expensive diamond bracelet. I hugged them both and never heard from them again. I never wore the bracelet; Ed would have realized someone else gave it to me. Instead, I held onto it and at the birth of my first grandchild I gave it to my daughter in law. She was overwhelmed with the gift believing it was somehow a family heirloom.
The last guy I met was Russ, he was older, close to 70, tall and very distinguished. Our emails never mentioned sex, they were about our lives and family. It was at our second meeting over coffee I told him about Beth. He was visibly shaken unable to comprehend the grief one experiences with the loss of a child. We continued to meet for lunch or coffee and an occasional dinner.