Jealouscuck Stories

107 results
Orientation
Length
Source
Infinite Scroll

Doreen is Pregnant Ch. 03: Doreen Delivers

by jealouscuck on Oct 9, 2017
Interracial Love

The day came when Doreen called me and told me she was having contractions. When I arrived home, she had her "ready" bag packed. We drove to the hospital. During her last month especially, we had talked about our strategy when the baby came. I never told anyone in my office about the pregnancy. Usually I was reserved around the office staff and professional...

Pretty in Pink Ch. 06

by jealouscuck on Sep 25, 2017
Transsexuals & Crossdressers

My wife, Jessica, not only found out about my crossdressing, she researched and accepted my fetish as part of our sex life. Our adventures had escalated from going out as "girlfriends" to some light exhibitionism and finally to a "lesbian encounter" with a pretty girl. Never in my most intimate moments would I have thought of anything like we now found so...

My Friend Ashley Ch. 06

by jealouscuck on Aug 6, 2019
Transgender & Crossdressers

The evening after Ashley and I showered together, she suggested that we start exploring herbal supplements. It came from her complimenting me on my girlish ways and didn't I wish I had breasts like hers. It progressed to the point that I admitted that I would love to have breasts. After hearing that, she told me about her limited research into the subject. I...

Marriage Transformation Ch. 06

by jealouscuck on Jan 6, 2018
Fetish

Elizabeth had no plan. Everything just seemed to fall into place. Chris started out as a dominant husband, selfish and with a very low self esteem. His need to dominate was a vain attempt to cover up his feelings of inferiority. Once he finished college, got a real job and started being more attentive to her needs, she noticed a change in his whole persona....

Marriage Transformation Ch. 10

by jealouscuck on Feb 13, 2018
Fetish

After their night of sex with Tim, Chris and Elizabeth had a light lunch and retired to the pool. They had one more night before they would go home on Sunday. At first, they just relaxed in the sun. Later, they noticed Tim come into the pool area with some of his bachelor party friends. Chris noticed that most of the guys were stealing glances at them. They...

My Wife's First Date

by jealouscuck on Feb 11, 2019
Fetish

I was a senior in high school when I met my first real girlfriend, Melanie. Actually we met at a church social. I asked her out the second time I met her and she agreed. Since we had met at church, we naturally assumed the best of each other and we just barely kissed on our first date. We didn't make much progress and sex was not really on the table. We were...

Not the Way I Planned It Ch. 02

by jealouscuck on Sep 25, 2017
Loving Wives

In chapter one, I described how Traci and I met and eventually married. She was experienced sexually and I was a virgin. She began teaching me how to suck her pussy and make her cum. She taught me to eat my cum from her freshly fucked pussy. I even admitted to being somewhat aroused when thinking about her having sex with other men. During sex, she was beco...

Erotic Games Ch. 06

by jealouscuck on Aug 21, 2018
Fetish

Brad's Story After Meredith had come home with a massive creampie in her panties claiming to have fucked an ex-boyfriend, I began wondering if we were moving toward that inevitable end. After all, I had suggested that we play the pick-up game where she flirted with other guys and then we went home and fucked like animals. I had devised a plan to dress her l...

Little Dicklet Club

by jealouscuck on Feb 24, 2020
Loving Wives

Nathaniel was a reasonably good athlete in high school. He played soccer and ran track. He was too small to progress very far but was satisfied that he was in good shape and had given his all to his events. Having played some sports, his body was toned and more of a lean build. He was 5'-8" tall and weighed around 150 pounds. His real talent was with compute...

Little Dicklet Club Ch. 02

by jealouscuck on Mar 16, 2020
Fetish

After Nathaniel and Annette progressed to the point of having oral sex and then trying a medium size dildo, he knew that his fate was sealed as far as being able to bring his wife to a satisfying orgasm. She was a little nervous to try the dildo the second time Nathaniel got it out. She now knew also that her husband could not bring her to orgasm with his co...