Why I Hid My May-December Relationship From Everyone I Knew

After my divorce, fol­lowed by one or two casual rela­tion­ships, I started dat­ing my much older boss. I tried to hide it from my fam­ily for as long as I could. They knew him as my boss, and they knew he was a suc­cess­ful lawyer with some cash to spare. But when my mom and some of my other fam­ily mem­bers found out I was dat­ing a rich older lawyer, every­one imme­di­ately assumed that I was act­ing like a greedy gold dig­ger who was no bet­ter than a prostitute.

My sis­ter espe­cially thought of me as some escort or call girl who was just play­ing up my divorce to get my boss’ sym­pa­thy and money. My fam­ily assumed that I was using him to buy things for my kids and to help fur­ther my career. It was almost like they had just entered typ­i­cal sugar daddy spec­i­fi­ca­tions into Google, and read tag lines like, “Meet wealthy men seek­ing to spoil beau­ti­ful women,” or “Meet sugar dad­dies to take you on expen­sive trips.”

My fam­ily didn’t under­stand that I had known my boss and lover for years, and we had a rela­tion­ship that was far deeper than a sugar daddy/sugar baby rela­tion­ship. I was con­stantly being asked ques­tions about why would I want to sink so low and date some­one who only wanted me for my looks, or some­one that I was only get­ting cash and gifts from.

I had to try and explain to my friends and fam­ily that from the begin­ning, there are many dif­fer­ent types of sugar baby rela­tion­ships, rang­ing from bla­tant pros­ti­tu­tion and escort­ing to reg­u­lar rela­tion­ships with the perk of total finan­cial sta­bil­ity. I was never in a rela­tion­ship doing the whole sex-for-cash-in-an-unmarked-envelope deal. From the begin­ning, Mr. Brown and I had a more tra­di­tional rela­tion­ship, which is slightly harder to find, but in my opin­ion is the most reward­ing. I was look­ing for some­one who, like myself, was out of a rela­tion­ship, but was look­ing for com­pan­ion­ship. The only dif­fer­ence is that he took care of me finan­cially at a time when I couldn’t han­dle it myself, because of my recent divorce.

Once I started dat­ing Mr. Brown, my boss and my sugar daddy/boyfriend, I knew that our love was some­thing more than just a busi­ness arrange­ment. I never let my fam­ily and friends’ opin­ions sway my deci­sion to be with him, because I knew that they would even­tu­ally see what I saw in our relationship.

My mom finally real­ized it when we returned from a beach vaca­tion where Mr. Brown had met my kids and spent time with them. It was then that my mother finally real­ized that this was a seri­ous rela­tion­ship to me and him, not just some sort of sex­ual or finan­cial sit­u­a­tion. It took a lit­tle bit longer for other peo­ple in my fam­ily to accept that my boss lav­ish­ing me with the gifts like a house and cars was because we were a legit­i­mate cou­ple, and he loved me, not just because we were friends with benefits.

There are still a lot of web sites and tele­vi­sion shows out there that are giv­ing peo­ple the wrong idea about sugar daddy rela­tion­ships. They make it look like a sugar daddy rela­tion­ship can never turn into any­thing seri­ous. Well, here I am, liv­ing proof that there are women who meet and fall in love with some­one who may ini­tially be a sugar daddy, but who can turn into real life part­ners. You never know who you will fall in love with, and if it hap­pens to be your rich, older boss, then all the bet­ter for you! But if you let other people’s mis­guided judg­ments make you ques­tion your deci­sions about being with him, you could be miss­ing out on the rela­tion­ship of a lifetime.

When try­ing to tell your fam­ily and friends about a new May-December rela­tion­ship, don’t give up or try and hide it from them if they don’t imme­di­ately approve, because that will only end up hurt­ing your rela­tion­ship with your sugar daddy. You just have to be patient. Remem­ber that this is new for them, and it will likely take some time for them to get used to it. But if your rela­tion­ship really is gen­uine, then they’ll even­tu­ally come around and see that.