Chapter 31
Following my wife's break-up with Brad, she became relatively monogamous for the next year or so. I say "relatively monogamous" as Cheryl did see the Gym Guy at least once every couple of months and she did engage in a torrid month-long affair with Gary, a former co-worker of my wife who she happened to bump into while out shopping. Gary and Cheryl had always had a thing for each other and when Gary suggested they grab a drink it didn't take long before they found themselves back at his apartment. Gary and Cheryl's relationship ran its course rather quickly but not before they enjoyed a number of clandestine get-togethers, fucking and sucking each other with abandon.
But besides these occasional encounters, it was generally up to me to keep my wife sexually satisfied. And at first, I enthusiastically embraced my new role and was happy to have my wife all to myself. But it didn't take long for me to realize that despite my enthusiasm and genuine concern for my wife's satisfaction, I wasn't really up to the job. To be sure, I overcompensated for my smallish penis by always first getting my wife off with my tongue, eagerly licking and sucking her pussy until she climaxed. But our lovemaking sessions always took a turn for the worse when I would attempt to fuck my wife. Invariably I'd come much too soon, my little dick sputtering and spurting, sometimes even before I was able to even insert it into my wife's pussy. It seemed that my already poor stamina had worsened over the years and I had to admit my sexual performance was pathetic.
Cheryl was a good sport about my sexual failings, and she would frequently console me after my premature ejaculation episodes, telling me I'd do better "next time." But to make matters worse, as I fretted about my inability to control my orgasms, I began to develop periodic erectile dysfunction issues. Sometimes I failed to even get hard, and sometimes I would wilt in my wife's hand just as she was preparing to insert my penis into her pussy, but either way it was apparent that I was utterly incapable of addressing Cheryl's sexual needs.
It's funny, but during the same time I was agonizing over my sexual inadequacies, I never once failed to develop an erection when masturbating to my wife's descriptions of past dates or encounters. And when on my own, all I had to do was recall one of Cheryl's sexy adventures and I'd become hard as a rock and could masturbate for hours, edging myself as I imagined my wife with one of her studs. Of course, all this paled when compared to my excitement and arousal when Cheryl would announce she was going on a date with the Gym Guy. In the days leading up to one of my wife's dates it would be all I could do to keep my dick from popping a boner at the mere sight of my wife. And the fact that sex with my wife was forbidden before her dates seemed to inflame my desires like nothing else and I had to fight the urge to masturbate constantly.
I think Cheryl and I both knew where this was leading and towards the end of the year, I had started telling her that she needed to add a second lover to complement her occasional get-togethers with the Gym Guy. And whenever I'd come too soon, or worse, fail to get or maintain an erection, I'd suggest that Cheryl find a "real man" as I was clearly out of my league with a woman as sexy and beautiful as her. My wife, sweetheart that she is, would always say something like, "Don't worry Mike. We'll work on your problem," or "It's okay. Why don't you just lick me."
Eventually though, Cheryl reached the end of her patience and one night after I failed to get even the slightest bit hard, she exclaimed, "All right, I give up! I love you Mike, but this is ridiculous! I'm going to find a new boyfriend! I need to get fucked!"
Ironically, my wife's statement caused my dick to stiffen but by then it was too late. My wife marched down to the den and spent a good two hours perusing various Personals websites looking for a new lover. I had tried to sleep as I had to work the next day, but I was still awake when Cheryl finally returned to bed and I sheepishly asked, "Did you see anyone you liked?"
"Yeah, a couple," replied Cheryl before adding, "But I have another idea too. You know how we were planning to take a week at Tahoe next month? Instead, maybe we can go to New York and I can see Chris? What do you think?"
"You'll probably want to clear it with him, but yeah, that would work," I answered, intrigued with this new concept.
We both slept fitfully that night as both Cheryl and I were anxious to hear whether her planned New York vacation would work for Chris. And the next day when I returned home from work, Cheryl greeted me with a big kiss as she announced, "Okay, we're all set! Chris said he can probably take a couple of days off from work and he'll tell his wife he's on a business trip. And he said he'll be able to stop by our hotel on a couple of the other days on his way home from work."
"That'll be great, Honey," I replied as I was genuinely excited that my wife would be able to receive some much-needed sexual satisfaction.
That evening Cheryl had me book our trip and although reserving our flights was easy, the hotel reservations were a bit more complex. At first, I thought to book adjoining rooms so that Cheryl and Chris could have their privacy, but after looking at various hotels I opted to book a suite at a boutique hotel on the East Side. The room featured a private bedroom with a king bed and a living room with a pull-out couch. When Chris stayed the night, he and Cheryl could have the bedroom and I'd take the couch and on the other nights, Cheryl and I would share the king bed. This seemed like the perfect arrangement and Cheryl agreed, particularly after I showed her pictures of the spacious bathroom equipped with a spa tub.
Once we'd booked our New York vacation, Cheryl's mood brightened considerably. My wife was truly anxious to see Chris again and although she did arrange dates with two guys from the Personals, both dates were duds. The first guy failed to show and the second clearly had misrepresented his age and had used an older picture of himself resulting in Cheryl blowing him off after just one drink at the bar where they met. As for me, I felt like my pathetic attempts to please her in bed would only be rebuffed now that she was looking forward to spending several lusty nights with Chris. And to be honest, with my recent bouts of erectile dysfunction I wanted Chris to be the next man to fuck my wife. With his big, thick, and most importantly, stiff cock, Chris was a "real man" and my wife deserved to receive the sort of pleasure that only someone like that could provide.
If Cheryl noticed we weren't having sex, she didn't say anything and pretty much every day she was texting Chris, telling him how she couldn't wait to feel him inside her and how she missed his big cock.
In anticipation of this vacation, Cheryl wanted to lose a couple of pounds and so she was working out incessantly and each night when I arrived home from work, I'd find that we were having salad or steamed vegetables and brown rice for dinner. Weekends were spent with me accompanying my wife on various shopping expeditions and whether it was a sexy new dress, a new pair of heels or matching lingerie, Cheryl was insistent that she was going to have a sexy new wardrobe for entertaining Chris. I was happy to treat my wife to these new outfits and I felt that this was a good way to partially compensate for my lack of sexual prowess.
Eventually the fateful day arrived and as we sat at the gate in the airport, Cheryl leaned over and kissed me, saying, "This is going to be such a great vacation. I just know it."
Our flight was uneventful and by the time we retrieved our luggage and caught a taxi to our hotel it was almost ten-o-clock. But being New York, it was no problem grabbing dinner and as we sat in the corner restaurant looking out the window at the passing cars and pedestrians, Cheryl sighed, "I love New York." I readily agreed to my wife's sentiments and when we were back in our hotel and slipping into bed, I embraced Cheryl telling her I loved her and wanted her to have the best vacation possible.